{"id":195,"date":"2025-09-12T14:53:00","date_gmt":"2025-09-12T14:53:00","guid":{"rendered":"https:\/\/good-worldwide.go-vip.net\/upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/"},"modified":"2025-09-12T14:53:00","modified_gmt":"2025-09-12T14:53:00","slug":"why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits","status":"publish","type":"post","link":"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/","title":{"rendered":"Why people in Chicago are waiting hours in line to buy this man\u2019s \u2018terrible\u2019 $5 portraits"},"content":{"rendered":"<p>In a world increasingly dominated by <a href=\"https:\/\/www.upworthy.com\/google-ai-overview-search-results-are-unreliable-ex1\" target=\"_blank\">AI-generated<\/a> perfection and <a href=\"https:\/\/www.upworthy.com\/social-media-filters-rp4\" target=\"_blank\">filtered faces<\/a>, <a href=\"https:\/\/www.cbc.ca\/radio\/asithappens\/terrible-portrait-artist-1.7604699\" rel=\"noopener noreferrer\" target=\"_blank\">Jacob Ryan Reno&#8217;s art<\/a> feels <a href=\"https:\/\/www.upworthy.com\/fast-fashion-waste-eliminate\" target=\"_blank\">radical<\/a>. The 26-year-old hit the delight jackpot, drawing large crowds to his &#8220;<a href=\"https:\/\/www.chicagotribune.com\/2025\/08\/20\/chicago-artist-terrible-portraits\/\" rel=\"noopener noreferrer\" target=\"_blank\">Terrible Art<\/a>&#8221; stand, where he embraces his <a href=\"https:\/\/www.upworthy.com\/japanese-rice-paddy-art\" target=\"_blank\">artistic<\/a> inadequacy and, therefore, transcends into a <a href=\"https:\/\/www.upworthy.com\/gentle-parenting-secret-praise-technique-ex1\" target=\"_blank\">viral sensation<\/a> and profound <a href=\"https:\/\/www.upworthy.com\/best-friends-88-and-92-take-their-first-trip-to-disneyland-together-and-its-pure-joy\" target=\"_blank\">joy<\/a>.<\/p><p>There&#8217;s no catch\u2014he&#8217;s genuinely bad at portraiture. And people are lining up for hours to pay him for it.<\/p>\n<figure class=\"wp-block-embed is-type-rich is-provider-instagram wp-block-embed-instagram\"><div class=\"wp-block-embed__wrapper\">\n<blockquote class=\"instagram-media\" data-instgrm-captioned data-instgrm-permalink=\"https:\/\/www.instagram.com\/p\/DNW3NiDJ--M\/?utm_source=ig_embed&amp;utm_campaign=loading\" data-instgrm-version=\"14\" style=\" background:#FFF; border:0; border-radius:3px; box-shadow:0 0 1px 0 rgba(0,0,0,0.5),0 1px 10px 0 rgba(0,0,0,0.15); margin: 1px; max-width:500px; min-width:326px; padding:0; width:99.375%; width:-webkit-calc(100% - 2px); width:calc(100% - 2px);\"><div style=\"padding:16px;\"> <a href=\"https:\/\/www.instagram.com\/p\/DNW3NiDJ--M\/?utm_source=ig_embed&amp;utm_campaign=loading\" style=\" background:#FFFFFF; line-height:0; padding:0 0; text-align:center; text-decoration:none; width:100%;\" target=\"_blank\"> <div style=\" display: flex; flex-direction: row; align-items: center;\"> <div style=\"background-color: #F4F4F4; border-radius: 50%; flex-grow: 0; height: 40px; margin-right: 14px; width: 40px;\"><\/div> <div style=\"display: flex; flex-direction: column; flex-grow: 1; justify-content: center;\"> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; margin-bottom: 6px; width: 100px;\"><\/div> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; width: 60px;\"><\/div><\/div><\/div><div style=\"padding: 19% 0;\"><\/div> <div style=\"display:block; height:50px; margin:0 auto 12px; width:50px;\"><svg width=\"50px\" height=\"50px\" viewBox=\"0 0 60 60\" version=\"1.1\" xmlns=\"https:\/\/www.w3.org\/2000\/svg\" xmlns:xlink=\"https:\/\/www.w3.org\/1999\/xlink\"><g stroke=\"none\" stroke-width=\"1\" fill=\"none\" fill-rule=\"evenodd\"><g transform=\"translate(-511.000000, -20.000000)\" fill=\"#000000\"><g><path d=\"M556.869,30.41 C554.814,30.41 553.148,32.076 553.148,34.131 C553.148,36.186 554.814,37.852 556.869,37.852 C558.924,37.852 560.59,36.186 560.59,34.131 C560.59,32.076 558.924,30.41 556.869,30.41 M541,60.657 C535.114,60.657 530.342,55.887 530.342,50 C530.342,44.114 535.114,39.342 541,39.342 C546.887,39.342 551.658,44.114 551.658,50 C551.658,55.887 546.887,60.657 541,60.657 M541,33.886 C532.1,33.886 524.886,41.1 524.886,50 C524.886,58.899 532.1,66.113 541,66.113 C549.9,66.113 557.115,58.899 557.115,50 C557.115,41.1 549.9,33.886 541,33.886 M565.378,62.101 C565.244,65.022 564.756,66.606 564.346,67.663 C563.803,69.06 563.154,70.057 562.106,71.106 C561.058,72.155 560.06,72.803 558.662,73.347 C557.607,73.757 556.021,74.244 553.102,74.378 C549.944,74.521 548.997,74.552 541,74.552 C533.003,74.552 532.056,74.521 528.898,74.378 C525.979,74.244 524.393,73.757 523.338,73.347 C521.94,72.803 520.942,72.155 519.894,71.106 C518.846,70.057 518.197,69.06 517.654,67.663 C517.244,66.606 516.755,65.022 516.623,62.101 C516.479,58.943 516.448,57.996 516.448,50 C516.448,42.003 516.479,41.056 516.623,37.899 C516.755,34.978 517.244,33.391 517.654,32.338 C518.197,30.938 518.846,29.942 519.894,28.894 C520.942,27.846 521.94,27.196 523.338,26.654 C524.393,26.244 525.979,25.756 528.898,25.623 C532.057,25.479 533.004,25.448 541,25.448 C548.997,25.448 549.943,25.479 553.102,25.623 C556.021,25.756 557.607,26.244 558.662,26.654 C560.06,27.196 561.058,27.846 562.106,28.894 C563.154,29.942 563.803,30.938 564.346,32.338 C564.756,33.391 565.244,34.978 565.378,37.899 C565.522,41.056 565.552,42.003 565.552,50 C565.552,57.996 565.522,58.943 565.378,62.101 M570.82,37.631 C570.674,34.438 570.167,32.258 569.425,30.349 C568.659,28.377 567.633,26.702 565.965,25.035 C564.297,23.368 562.623,22.342 560.652,21.575 C558.743,20.834 556.562,20.326 553.369,20.18 C550.169,20.033 549.148,20 541,20 C532.853,20 531.831,20.033 528.631,20.18 C525.438,20.326 523.257,20.834 521.349,21.575 C519.376,22.342 517.703,23.368 516.035,25.035 C514.368,26.702 513.342,28.377 512.574,30.349 C511.834,32.258 511.326,34.438 511.181,37.631 C511.035,40.831 511,41.851 511,50 C511,58.147 511.035,59.17 511.181,62.369 C511.326,65.562 511.834,67.743 512.574,69.651 C513.342,71.625 514.368,73.296 516.035,74.965 C517.703,76.634 519.376,77.658 521.349,78.425 C523.257,79.167 525.438,79.673 528.631,79.82 C531.831,79.965 532.853,80.001 541,80.001 C549.148,80.001 550.169,79.965 553.369,79.82 C556.562,79.673 558.743,79.167 560.652,78.425 C562.623,77.658 564.297,76.634 565.965,74.965 C567.633,73.296 568.659,71.625 569.425,69.651 C570.167,67.743 570.674,65.562 570.82,62.369 C570.966,59.17 571,58.147 571,50 C571,41.851 570.966,40.831 570.82,37.631\"><\/path><\/g><\/g><\/g><\/svg><\/div><div style=\"padding-top: 8px;\"> <div style=\" color:#3897f0; font-family:Arial,sans-serif; font-size:14px; font-style:normal; font-weight:550; line-height:18px;\">View this post on Instagram<\/div><\/div><div style=\"padding: 12.5% 0;\"><\/div> <div style=\"display: flex; flex-direction: row; margin-bottom: 14px; align-items: center;\"><div> <div style=\"background-color: #F4F4F4; border-radius: 50%; height: 12.5px; width: 12.5px; transform: translateX(0px) translateY(7px);\"><\/div> <div style=\"background-color: #F4F4F4; height: 12.5px; transform: rotate(-45deg) translateX(3px) translateY(1px); width: 12.5px; flex-grow: 0; margin-right: 14px; margin-left: 2px;\"><\/div> <div style=\"background-color: #F4F4F4; border-radius: 50%; height: 12.5px; width: 12.5px; transform: translateX(9px) translateY(-18px);\"><\/div><\/div><div style=\"margin-left: 8px;\"> <div style=\" background-color: #F4F4F4; border-radius: 50%; flex-grow: 0; height: 20px; width: 20px;\"><\/div> <div style=\" width: 0; height: 0; border-top: 2px solid transparent; border-left: 6px solid #f4f4f4; border-bottom: 2px solid transparent; transform: translateX(16px) translateY(-4px) rotate(30deg)\"><\/div><\/div><div style=\"margin-left: auto;\"> <div style=\" width: 0px; border-top: 8px solid #F4F4F4; border-right: 8px solid transparent; transform: translateY(16px);\"><\/div> <div style=\" background-color: #F4F4F4; flex-grow: 0; height: 12px; width: 16px; transform: translateY(-4px);\"><\/div> <div style=\" width: 0; height: 0; border-top: 8px solid #F4F4F4; border-left: 8px solid transparent; transform: translateY(-4px) translateX(8px);\"><\/div><\/div><\/div> <div style=\"display: flex; flex-direction: column; flex-grow: 1; justify-content: center; margin-bottom: 24px;\"> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; margin-bottom: 6px; width: 224px;\"><\/div> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; width: 144px;\"><\/div><\/div><\/a><\/div><\/blockquote><script async src=\"\/\/platform.instagram.com\/en_US\/embeds.js\"><\/script>\n<\/div><\/figure>\n<p>Every Sunday at Logan Square Farmers Market in Chicago, you&#8217;ll find Reno sitting next to a small, blue folding table. Leaning against it is an extensive hand-painted sign reading: &#8220;TERRIBLE PORTRAITS, $5.&#8221;<\/p><p>Then, beneath in smaller handwriting: &#8220;5 TERRIBLE MINUTES.&#8221;<\/p><p>It&#8217;s quickly clear that something extraordinary is taking place.<\/p>\n<figure class=\"wp-block-embed is-type-rich is-provider-instagram wp-block-embed-instagram\"><div class=\"wp-block-embed__wrapper\">\n<blockquote class=\"instagram-media\" data-instgrm-captioned data-instgrm-permalink=\"https:\/\/www.instagram.com\/p\/DNN_oudtOmn\/?utm_source=ig_embed&amp;utm_campaign=loading\" data-instgrm-version=\"14\" style=\" background:#FFF; border:0; border-radius:3px; box-shadow:0 0 1px 0 rgba(0,0,0,0.5),0 1px 10px 0 rgba(0,0,0,0.15); margin: 1px; max-width:500px; min-width:326px; padding:0; width:99.375%; width:-webkit-calc(100% - 2px); width:calc(100% - 2px);\"><div style=\"padding:16px;\"> <a href=\"https:\/\/www.instagram.com\/p\/DNN_oudtOmn\/?utm_source=ig_embed&amp;utm_campaign=loading\" style=\" background:#FFFFFF; line-height:0; padding:0 0; text-align:center; text-decoration:none; width:100%;\" target=\"_blank\"> <div style=\" display: flex; flex-direction: row; align-items: center;\"> <div style=\"background-color: #F4F4F4; border-radius: 50%; flex-grow: 0; height: 40px; margin-right: 14px; width: 40px;\"><\/div> <div style=\"display: flex; flex-direction: column; flex-grow: 1; justify-content: center;\"> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; margin-bottom: 6px; width: 100px;\"><\/div> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; width: 60px;\"><\/div><\/div><\/div><div style=\"padding: 19% 0;\"><\/div> <div style=\"display:block; height:50px; margin:0 auto 12px; width:50px;\"><svg width=\"50px\" height=\"50px\" viewBox=\"0 0 60 60\" version=\"1.1\" xmlns=\"https:\/\/www.w3.org\/2000\/svg\" xmlns:xlink=\"https:\/\/www.w3.org\/1999\/xlink\"><g stroke=\"none\" stroke-width=\"1\" fill=\"none\" fill-rule=\"evenodd\"><g transform=\"translate(-511.000000, -20.000000)\" fill=\"#000000\"><g><path d=\"M556.869,30.41 C554.814,30.41 553.148,32.076 553.148,34.131 C553.148,36.186 554.814,37.852 556.869,37.852 C558.924,37.852 560.59,36.186 560.59,34.131 C560.59,32.076 558.924,30.41 556.869,30.41 M541,60.657 C535.114,60.657 530.342,55.887 530.342,50 C530.342,44.114 535.114,39.342 541,39.342 C546.887,39.342 551.658,44.114 551.658,50 C551.658,55.887 546.887,60.657 541,60.657 M541,33.886 C532.1,33.886 524.886,41.1 524.886,50 C524.886,58.899 532.1,66.113 541,66.113 C549.9,66.113 557.115,58.899 557.115,50 C557.115,41.1 549.9,33.886 541,33.886 M565.378,62.101 C565.244,65.022 564.756,66.606 564.346,67.663 C563.803,69.06 563.154,70.057 562.106,71.106 C561.058,72.155 560.06,72.803 558.662,73.347 C557.607,73.757 556.021,74.244 553.102,74.378 C549.944,74.521 548.997,74.552 541,74.552 C533.003,74.552 532.056,74.521 528.898,74.378 C525.979,74.244 524.393,73.757 523.338,73.347 C521.94,72.803 520.942,72.155 519.894,71.106 C518.846,70.057 518.197,69.06 517.654,67.663 C517.244,66.606 516.755,65.022 516.623,62.101 C516.479,58.943 516.448,57.996 516.448,50 C516.448,42.003 516.479,41.056 516.623,37.899 C516.755,34.978 517.244,33.391 517.654,32.338 C518.197,30.938 518.846,29.942 519.894,28.894 C520.942,27.846 521.94,27.196 523.338,26.654 C524.393,26.244 525.979,25.756 528.898,25.623 C532.057,25.479 533.004,25.448 541,25.448 C548.997,25.448 549.943,25.479 553.102,25.623 C556.021,25.756 557.607,26.244 558.662,26.654 C560.06,27.196 561.058,27.846 562.106,28.894 C563.154,29.942 563.803,30.938 564.346,32.338 C564.756,33.391 565.244,34.978 565.378,37.899 C565.522,41.056 565.552,42.003 565.552,50 C565.552,57.996 565.522,58.943 565.378,62.101 M570.82,37.631 C570.674,34.438 570.167,32.258 569.425,30.349 C568.659,28.377 567.633,26.702 565.965,25.035 C564.297,23.368 562.623,22.342 560.652,21.575 C558.743,20.834 556.562,20.326 553.369,20.18 C550.169,20.033 549.148,20 541,20 C532.853,20 531.831,20.033 528.631,20.18 C525.438,20.326 523.257,20.834 521.349,21.575 C519.376,22.342 517.703,23.368 516.035,25.035 C514.368,26.702 513.342,28.377 512.574,30.349 C511.834,32.258 511.326,34.438 511.181,37.631 C511.035,40.831 511,41.851 511,50 C511,58.147 511.035,59.17 511.181,62.369 C511.326,65.562 511.834,67.743 512.574,69.651 C513.342,71.625 514.368,73.296 516.035,74.965 C517.703,76.634 519.376,77.658 521.349,78.425 C523.257,79.167 525.438,79.673 528.631,79.82 C531.831,79.965 532.853,80.001 541,80.001 C549.148,80.001 550.169,79.965 553.369,79.82 C556.562,79.673 558.743,79.167 560.652,78.425 C562.623,77.658 564.297,76.634 565.965,74.965 C567.633,73.296 568.659,71.625 569.425,69.651 C570.167,67.743 570.674,65.562 570.82,62.369 C570.966,59.17 571,58.147 571,50 C571,41.851 570.966,40.831 570.82,37.631\"><\/path><\/g><\/g><\/g><\/svg><\/div><div style=\"padding-top: 8px;\"> <div style=\" color:#3897f0; font-family:Arial,sans-serif; font-size:14px; font-style:normal; font-weight:550; line-height:18px;\">View this post on Instagram<\/div><\/div><div style=\"padding: 12.5% 0;\"><\/div> <div style=\"display: flex; flex-direction: row; margin-bottom: 14px; align-items: center;\"><div> <div style=\"background-color: #F4F4F4; border-radius: 50%; height: 12.5px; width: 12.5px; transform: translateX(0px) translateY(7px);\"><\/div> <div style=\"background-color: #F4F4F4; height: 12.5px; transform: rotate(-45deg) translateX(3px) translateY(1px); width: 12.5px; flex-grow: 0; margin-right: 14px; margin-left: 2px;\"><\/div> <div style=\"background-color: #F4F4F4; border-radius: 50%; height: 12.5px; width: 12.5px; transform: translateX(9px) translateY(-18px);\"><\/div><\/div><div style=\"margin-left: 8px;\"> <div style=\" background-color: #F4F4F4; border-radius: 50%; flex-grow: 0; height: 20px; width: 20px;\"><\/div> <div style=\" width: 0; height: 0; border-top: 2px solid transparent; border-left: 6px solid #f4f4f4; border-bottom: 2px solid transparent; transform: translateX(16px) translateY(-4px) rotate(30deg)\"><\/div><\/div><div style=\"margin-left: auto;\"> <div style=\" width: 0px; border-top: 8px solid #F4F4F4; border-right: 8px solid transparent; transform: translateY(16px);\"><\/div> <div style=\" background-color: #F4F4F4; flex-grow: 0; height: 12px; width: 16px; transform: translateY(-4px);\"><\/div> <div style=\" width: 0; height: 0; border-top: 8px solid #F4F4F4; border-left: 8px solid transparent; transform: translateY(-4px) translateX(8px);\"><\/div><\/div><\/div> <div style=\"display: flex; flex-direction: column; flex-grow: 1; justify-content: center; margin-bottom: 24px;\"> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; margin-bottom: 6px; width: 224px;\"><\/div> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; width: 144px;\"><\/div><\/div><\/a><\/div><\/blockquote><script async src=\"\/\/platform.instagram.com\/en_US\/embeds.js\"><\/script>\n<\/div><\/figure>\n<p>How does one begin to describe Reno&#8217;s <a href=\"https:\/\/www.instagram.com\/terrible.portraits\/?hl=en\" rel=\"noopener noreferrer\" target=\"_blank\">self-proclaimed &#8220;terrible&#8221; drawings<\/a>? Is it performance art? A subversive act? Simply a man proudly owning his mediocre (at best) portrait skills?<\/p><p>Armed with nothing more than art pens, poster board, and an unwavering commitment to never improving his craft, Reno charges $5 for five minutes of what he calls &#8220;<a href=\"https:\/\/www.chicagotribune.com\/2025\/08\/20\/chicago-artist-terrible-portraits\/\" rel=\"noopener noreferrer\" target=\"_blank\">an incredibly human experience<\/a>.&#8221; His portraits feature elongated heads, jagged hair resembling haystacks, noses that look like wine bottles, and mouths drawn like bananas. Yet people line up eagerly, sometimes waiting hours for their turn to be immortalized in wonderfully wonky form.<\/p><p>Reno&#8217;s sketches are crude, disproportionate, and &#8220;<a href=\"https:\/\/www.washingtonpost.com\/lifestyle\/2025\/08\/06\/terrible-portraits-farmers-market-chicago\" rel=\"noopener noreferrer\" target=\"_blank\">sometimes awkward<\/a>.&#8221; Eyes bulge, pupils are dilated. Hair often seems like a messy afterthought. Teeth are drawn uniformly, like a pack of pearly, trident gum smiling up at you.<\/p>\n<figure class=\"wp-block-embed is-type-rich is-provider-instagram wp-block-embed-instagram\"><div class=\"wp-block-embed__wrapper\">\n<blockquote class=\"instagram-media\" data-instgrm-captioned data-instgrm-permalink=\"https:\/\/www.instagram.com\/p\/DOeYxykgc2U\/?utm_source=ig_embed&amp;utm_campaign=loading\" data-instgrm-version=\"14\" style=\" background:#FFF; border:0; border-radius:3px; box-shadow:0 0 1px 0 rgba(0,0,0,0.5),0 1px 10px 0 rgba(0,0,0,0.15); margin: 1px; max-width:500px; min-width:326px; padding:0; width:99.375%; width:-webkit-calc(100% - 2px); width:calc(100% - 2px);\"><div style=\"padding:16px;\"> <a href=\"https:\/\/www.instagram.com\/p\/DOeYxykgc2U\/?utm_source=ig_embed&amp;utm_campaign=loading\" style=\" background:#FFFFFF; line-height:0; padding:0 0; text-align:center; text-decoration:none; width:100%;\" target=\"_blank\"> <div style=\" display: flex; flex-direction: row; align-items: center;\"> <div style=\"background-color: #F4F4F4; border-radius: 50%; flex-grow: 0; height: 40px; margin-right: 14px; width: 40px;\"><\/div> <div style=\"display: flex; flex-direction: column; flex-grow: 1; justify-content: center;\"> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; margin-bottom: 6px; width: 100px;\"><\/div> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; width: 60px;\"><\/div><\/div><\/div><div style=\"padding: 19% 0;\"><\/div> <div style=\"display:block; height:50px; margin:0 auto 12px; width:50px;\"><svg width=\"50px\" height=\"50px\" viewBox=\"0 0 60 60\" version=\"1.1\" xmlns=\"https:\/\/www.w3.org\/2000\/svg\" xmlns:xlink=\"https:\/\/www.w3.org\/1999\/xlink\"><g stroke=\"none\" stroke-width=\"1\" fill=\"none\" fill-rule=\"evenodd\"><g transform=\"translate(-511.000000, -20.000000)\" fill=\"#000000\"><g><path d=\"M556.869,30.41 C554.814,30.41 553.148,32.076 553.148,34.131 C553.148,36.186 554.814,37.852 556.869,37.852 C558.924,37.852 560.59,36.186 560.59,34.131 C560.59,32.076 558.924,30.41 556.869,30.41 M541,60.657 C535.114,60.657 530.342,55.887 530.342,50 C530.342,44.114 535.114,39.342 541,39.342 C546.887,39.342 551.658,44.114 551.658,50 C551.658,55.887 546.887,60.657 541,60.657 M541,33.886 C532.1,33.886 524.886,41.1 524.886,50 C524.886,58.899 532.1,66.113 541,66.113 C549.9,66.113 557.115,58.899 557.115,50 C557.115,41.1 549.9,33.886 541,33.886 M565.378,62.101 C565.244,65.022 564.756,66.606 564.346,67.663 C563.803,69.06 563.154,70.057 562.106,71.106 C561.058,72.155 560.06,72.803 558.662,73.347 C557.607,73.757 556.021,74.244 553.102,74.378 C549.944,74.521 548.997,74.552 541,74.552 C533.003,74.552 532.056,74.521 528.898,74.378 C525.979,74.244 524.393,73.757 523.338,73.347 C521.94,72.803 520.942,72.155 519.894,71.106 C518.846,70.057 518.197,69.06 517.654,67.663 C517.244,66.606 516.755,65.022 516.623,62.101 C516.479,58.943 516.448,57.996 516.448,50 C516.448,42.003 516.479,41.056 516.623,37.899 C516.755,34.978 517.244,33.391 517.654,32.338 C518.197,30.938 518.846,29.942 519.894,28.894 C520.942,27.846 521.94,27.196 523.338,26.654 C524.393,26.244 525.979,25.756 528.898,25.623 C532.057,25.479 533.004,25.448 541,25.448 C548.997,25.448 549.943,25.479 553.102,25.623 C556.021,25.756 557.607,26.244 558.662,26.654 C560.06,27.196 561.058,27.846 562.106,28.894 C563.154,29.942 563.803,30.938 564.346,32.338 C564.756,33.391 565.244,34.978 565.378,37.899 C565.522,41.056 565.552,42.003 565.552,50 C565.552,57.996 565.522,58.943 565.378,62.101 M570.82,37.631 C570.674,34.438 570.167,32.258 569.425,30.349 C568.659,28.377 567.633,26.702 565.965,25.035 C564.297,23.368 562.623,22.342 560.652,21.575 C558.743,20.834 556.562,20.326 553.369,20.18 C550.169,20.033 549.148,20 541,20 C532.853,20 531.831,20.033 528.631,20.18 C525.438,20.326 523.257,20.834 521.349,21.575 C519.376,22.342 517.703,23.368 516.035,25.035 C514.368,26.702 513.342,28.377 512.574,30.349 C511.834,32.258 511.326,34.438 511.181,37.631 C511.035,40.831 511,41.851 511,50 C511,58.147 511.035,59.17 511.181,62.369 C511.326,65.562 511.834,67.743 512.574,69.651 C513.342,71.625 514.368,73.296 516.035,74.965 C517.703,76.634 519.376,77.658 521.349,78.425 C523.257,79.167 525.438,79.673 528.631,79.82 C531.831,79.965 532.853,80.001 541,80.001 C549.148,80.001 550.169,79.965 553.369,79.82 C556.562,79.673 558.743,79.167 560.652,78.425 C562.623,77.658 564.297,76.634 565.965,74.965 C567.633,73.296 568.659,71.625 569.425,69.651 C570.167,67.743 570.674,65.562 570.82,62.369 C570.966,59.17 571,58.147 571,50 C571,41.851 570.966,40.831 570.82,37.631\"><\/path><\/g><\/g><\/g><\/svg><\/div><div style=\"padding-top: 8px;\"> <div style=\" color:#3897f0; font-family:Arial,sans-serif; font-size:14px; font-style:normal; font-weight:550; line-height:18px;\">View this post on Instagram<\/div><\/div><div style=\"padding: 12.5% 0;\"><\/div> <div style=\"display: flex; flex-direction: row; margin-bottom: 14px; align-items: center;\"><div> <div style=\"background-color: #F4F4F4; border-radius: 50%; height: 12.5px; width: 12.5px; transform: translateX(0px) translateY(7px);\"><\/div> <div style=\"background-color: #F4F4F4; height: 12.5px; transform: rotate(-45deg) translateX(3px) translateY(1px); width: 12.5px; flex-grow: 0; margin-right: 14px; margin-left: 2px;\"><\/div> <div style=\"background-color: #F4F4F4; border-radius: 50%; height: 12.5px; width: 12.5px; transform: translateX(9px) translateY(-18px);\"><\/div><\/div><div style=\"margin-left: 8px;\"> <div style=\" background-color: #F4F4F4; border-radius: 50%; flex-grow: 0; height: 20px; width: 20px;\"><\/div> <div style=\" width: 0; height: 0; border-top: 2px solid transparent; border-left: 6px solid #f4f4f4; border-bottom: 2px solid transparent; transform: translateX(16px) translateY(-4px) rotate(30deg)\"><\/div><\/div><div style=\"margin-left: auto;\"> <div style=\" width: 0px; border-top: 8px solid #F4F4F4; border-right: 8px solid transparent; transform: translateY(16px);\"><\/div> <div style=\" background-color: #F4F4F4; flex-grow: 0; height: 12px; width: 16px; transform: translateY(-4px);\"><\/div> <div style=\" width: 0; height: 0; border-top: 8px solid #F4F4F4; border-left: 8px solid transparent; transform: translateY(-4px) translateX(8px);\"><\/div><\/div><\/div> <div style=\"display: flex; flex-direction: column; flex-grow: 1; justify-content: center; margin-bottom: 24px;\"> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; margin-bottom: 6px; width: 224px;\"><\/div> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; width: 144px;\"><\/div><\/div><\/a><\/div><\/blockquote><script async src=\"\/\/platform.instagram.com\/en_US\/embeds.js\"><\/script>\n<\/div><\/figure>\n<p>&#8220;I am, indeed, a terrible portraitist,&#8221; the Chicago artist <a href=\"https:\/\/www.cbc.ca\/radio\/asithappens\/terrible-portrait-artist-1.7604699\" rel=\"noopener noreferrer\" target=\"_blank\">told<\/a> <em>As It Happens<\/em> guest host Rebecca Zandbergen. &#8220;I have no intention of getting better. Actually, I intend to get worse, to be honest with you.&#8221;<\/p><h2>From house party disaster to artistic philosophy<\/h2><p>Reno&#8217;s journey into terrible portraiture began <a href=\"https:\/\/www.cbc.ca\/radio\/asithappens\/terrible-portrait-artist-1.7604699\" rel=\"noopener noreferrer\" target=\"_blank\">seven years ago<\/a> at a DePaul University house party, where he studied screenwriting. What started as a <a href=\"https:\/\/www.washingtonpost.com\/lifestyle\/2025\/08\/06\/terrible-portraits-farmers-market-chicago\" rel=\"noopener noreferrer\" target=\"_blank\">simple drawing exercise<\/a> with a friend turned into a pivotal moment for Reno when he produced a horrifyingly inaccurate portrait of his friend, and he looked &#8220;genuinely disappointed,&#8221; asking, &#8220;Is this how you see me?&#8221; The memory of that mutual laughter stayed with Reno through various career attempts, including a stint as a brand strategist that he left because it &#8220;didn&#8217;t align with my values.&#8221;<\/p><p>Later, the rediscovery of that original terrible portrait last spring sparked an epiphany. &#8220;Something is interesting about this,&#8221; Reno recalled thinking. Over time, Reno&#8217;s whimsical experiment has evolved into a philosophical statement about authenticity, human connection, and the value of imperfection in our increasingly polished digital world.<\/p>\n<figure class=\"wp-block-embed is-type-rich is-provider-instagram wp-block-embed-instagram\"><div class=\"wp-block-embed__wrapper\">\n<blockquote class=\"instagram-media\" data-instgrm-captioned data-instgrm-permalink=\"https:\/\/www.instagram.com\/p\/DOMohHzDfOU\/?utm_source=ig_embed&amp;utm_campaign=loading\" data-instgrm-version=\"14\" style=\" background:#FFF; border:0; border-radius:3px; box-shadow:0 0 1px 0 rgba(0,0,0,0.5),0 1px 10px 0 rgba(0,0,0,0.15); margin: 1px; max-width:500px; min-width:326px; padding:0; width:99.375%; width:-webkit-calc(100% - 2px); width:calc(100% - 2px);\"><div style=\"padding:16px;\"> <a href=\"https:\/\/www.instagram.com\/p\/DOMohHzDfOU\/?utm_source=ig_embed&amp;utm_campaign=loading\" style=\" background:#FFFFFF; line-height:0; padding:0 0; text-align:center; text-decoration:none; width:100%;\" target=\"_blank\"> <div style=\" display: flex; flex-direction: row; align-items: center;\"> <div style=\"background-color: #F4F4F4; border-radius: 50%; flex-grow: 0; height: 40px; margin-right: 14px; width: 40px;\"><\/div> <div style=\"display: flex; flex-direction: column; flex-grow: 1; justify-content: center;\"> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; margin-bottom: 6px; width: 100px;\"><\/div> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; width: 60px;\"><\/div><\/div><\/div><div style=\"padding: 19% 0;\"><\/div> <div style=\"display:block; height:50px; margin:0 auto 12px; width:50px;\"><svg width=\"50px\" height=\"50px\" viewBox=\"0 0 60 60\" version=\"1.1\" xmlns=\"https:\/\/www.w3.org\/2000\/svg\" xmlns:xlink=\"https:\/\/www.w3.org\/1999\/xlink\"><g stroke=\"none\" stroke-width=\"1\" fill=\"none\" fill-rule=\"evenodd\"><g transform=\"translate(-511.000000, -20.000000)\" fill=\"#000000\"><g><path d=\"M556.869,30.41 C554.814,30.41 553.148,32.076 553.148,34.131 C553.148,36.186 554.814,37.852 556.869,37.852 C558.924,37.852 560.59,36.186 560.59,34.131 C560.59,32.076 558.924,30.41 556.869,30.41 M541,60.657 C535.114,60.657 530.342,55.887 530.342,50 C530.342,44.114 535.114,39.342 541,39.342 C546.887,39.342 551.658,44.114 551.658,50 C551.658,55.887 546.887,60.657 541,60.657 M541,33.886 C532.1,33.886 524.886,41.1 524.886,50 C524.886,58.899 532.1,66.113 541,66.113 C549.9,66.113 557.115,58.899 557.115,50 C557.115,41.1 549.9,33.886 541,33.886 M565.378,62.101 C565.244,65.022 564.756,66.606 564.346,67.663 C563.803,69.06 563.154,70.057 562.106,71.106 C561.058,72.155 560.06,72.803 558.662,73.347 C557.607,73.757 556.021,74.244 553.102,74.378 C549.944,74.521 548.997,74.552 541,74.552 C533.003,74.552 532.056,74.521 528.898,74.378 C525.979,74.244 524.393,73.757 523.338,73.347 C521.94,72.803 520.942,72.155 519.894,71.106 C518.846,70.057 518.197,69.06 517.654,67.663 C517.244,66.606 516.755,65.022 516.623,62.101 C516.479,58.943 516.448,57.996 516.448,50 C516.448,42.003 516.479,41.056 516.623,37.899 C516.755,34.978 517.244,33.391 517.654,32.338 C518.197,30.938 518.846,29.942 519.894,28.894 C520.942,27.846 521.94,27.196 523.338,26.654 C524.393,26.244 525.979,25.756 528.898,25.623 C532.057,25.479 533.004,25.448 541,25.448 C548.997,25.448 549.943,25.479 553.102,25.623 C556.021,25.756 557.607,26.244 558.662,26.654 C560.06,27.196 561.058,27.846 562.106,28.894 C563.154,29.942 563.803,30.938 564.346,32.338 C564.756,33.391 565.244,34.978 565.378,37.899 C565.522,41.056 565.552,42.003 565.552,50 C565.552,57.996 565.522,58.943 565.378,62.101 M570.82,37.631 C570.674,34.438 570.167,32.258 569.425,30.349 C568.659,28.377 567.633,26.702 565.965,25.035 C564.297,23.368 562.623,22.342 560.652,21.575 C558.743,20.834 556.562,20.326 553.369,20.18 C550.169,20.033 549.148,20 541,20 C532.853,20 531.831,20.033 528.631,20.18 C525.438,20.326 523.257,20.834 521.349,21.575 C519.376,22.342 517.703,23.368 516.035,25.035 C514.368,26.702 513.342,28.377 512.574,30.349 C511.834,32.258 511.326,34.438 511.181,37.631 C511.035,40.831 511,41.851 511,50 C511,58.147 511.035,59.17 511.181,62.369 C511.326,65.562 511.834,67.743 512.574,69.651 C513.342,71.625 514.368,73.296 516.035,74.965 C517.703,76.634 519.376,77.658 521.349,78.425 C523.257,79.167 525.438,79.673 528.631,79.82 C531.831,79.965 532.853,80.001 541,80.001 C549.148,80.001 550.169,79.965 553.369,79.82 C556.562,79.673 558.743,79.167 560.652,78.425 C562.623,77.658 564.297,76.634 565.965,74.965 C567.633,73.296 568.659,71.625 569.425,69.651 C570.167,67.743 570.674,65.562 570.82,62.369 C570.966,59.17 571,58.147 571,50 C571,41.851 570.966,40.831 570.82,37.631\"><\/path><\/g><\/g><\/g><\/svg><\/div><div style=\"padding-top: 8px;\"> <div style=\" color:#3897f0; font-family:Arial,sans-serif; font-size:14px; font-style:normal; font-weight:550; line-height:18px;\">View this post on Instagram<\/div><\/div><div style=\"padding: 12.5% 0;\"><\/div> <div style=\"display: flex; flex-direction: row; margin-bottom: 14px; align-items: center;\"><div> <div style=\"background-color: #F4F4F4; border-radius: 50%; height: 12.5px; width: 12.5px; transform: translateX(0px) translateY(7px);\"><\/div> <div style=\"background-color: #F4F4F4; height: 12.5px; transform: rotate(-45deg) translateX(3px) translateY(1px); width: 12.5px; flex-grow: 0; margin-right: 14px; margin-left: 2px;\"><\/div> <div style=\"background-color: #F4F4F4; border-radius: 50%; height: 12.5px; width: 12.5px; transform: translateX(9px) translateY(-18px);\"><\/div><\/div><div style=\"margin-left: 8px;\"> <div style=\" background-color: #F4F4F4; border-radius: 50%; flex-grow: 0; height: 20px; width: 20px;\"><\/div> <div style=\" width: 0; height: 0; border-top: 2px solid transparent; border-left: 6px solid #f4f4f4; border-bottom: 2px solid transparent; transform: translateX(16px) translateY(-4px) rotate(30deg)\"><\/div><\/div><div style=\"margin-left: auto;\"> <div style=\" width: 0px; border-top: 8px solid #F4F4F4; border-right: 8px solid transparent; transform: translateY(16px);\"><\/div> <div style=\" background-color: #F4F4F4; flex-grow: 0; height: 12px; width: 16px; transform: translateY(-4px);\"><\/div> <div style=\" width: 0; height: 0; border-top: 8px solid #F4F4F4; border-left: 8px solid transparent; transform: translateY(-4px) translateX(8px);\"><\/div><\/div><\/div> <div style=\"display: flex; flex-direction: column; flex-grow: 1; justify-content: center; margin-bottom: 24px;\"> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; margin-bottom: 6px; width: 224px;\"><\/div> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; width: 144px;\"><\/div><\/div><\/a><\/div><\/blockquote><script async src=\"\/\/platform.instagram.com\/en_US\/embeds.js\"><\/script>\n<\/div><\/figure>\n<p>&#8220;I fully acknowledge that I am not a skilled portrait artist,&#8221; Reno told <a href=\"https:\/\/www.cbc.ca\/radio\/asithappens\/terrible-portrait-artist-1.7604699\" rel=\"noopener noreferrer\" target=\"_blank\"><em>CBC Radio<\/em><\/a> with characteristic honesty. &#8220;I have no desire to improve. In fact, I plan to decline further, to be frank.&#8221; This commitment to deliberate mediocrity isn&#8217;t laziness\u2014it&#8217;s artistic rebellion against the pressure for constant self-improvement and digital perfection.<\/p><h2>Performance art meets community connection<\/h2><p>It&#8217;s important to understand that the portrait itself is only half the experience. Setting up his folding table with jazz music playing in the background, Reno <a href=\"https:\/\/www.dailyherald.com\/20250809\/news\/for-5-this-man-will-draw-a-terrible-portrait-of-you\/\" rel=\"noopener noreferrer\" target=\"_blank\">transforms each sitting into a performance piece<\/a>. He engages clients in genuine conversation, asking about their lives, relationships, and dreams while his pen captures their essence in wonderfully distorted form.<\/p><p>&#8220;I want to make it as comfortable and as inviting an experience as I possibly can,&#8221; Reno explained. Here&#8217;s a little secret: although the timer may say five minutes, he almost always goes over, prioritizing the human connection over efficiency. This approach has created something remarkable: a community gathering point where strangers become friends through shared laughter at their own terrible portraits.<\/p>\n<figure class=\"wp-block-embed is-type-rich is-provider-instagram wp-block-embed-instagram\"><div class=\"wp-block-embed__wrapper\">\n<blockquote class=\"instagram-media\" data-instgrm-captioned data-instgrm-permalink=\"https:\/\/www.instagram.com\/p\/DNyoPE4wuaj\/?utm_source=ig_embed&amp;utm_campaign=loading\" data-instgrm-version=\"14\" style=\" background:#FFF; border:0; border-radius:3px; box-shadow:0 0 1px 0 rgba(0,0,0,0.5),0 1px 10px 0 rgba(0,0,0,0.15); margin: 1px; max-width:500px; min-width:326px; padding:0; width:99.375%; width:-webkit-calc(100% - 2px); width:calc(100% - 2px);\"><div style=\"padding:16px;\"> <a href=\"https:\/\/www.instagram.com\/p\/DNyoPE4wuaj\/?utm_source=ig_embed&amp;utm_campaign=loading\" style=\" background:#FFFFFF; line-height:0; padding:0 0; text-align:center; text-decoration:none; width:100%;\" target=\"_blank\"> <div style=\" display: flex; flex-direction: row; align-items: center;\"> <div style=\"background-color: #F4F4F4; border-radius: 50%; flex-grow: 0; height: 40px; margin-right: 14px; width: 40px;\"><\/div> <div style=\"display: flex; flex-direction: column; flex-grow: 1; justify-content: center;\"> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; margin-bottom: 6px; width: 100px;\"><\/div> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; width: 60px;\"><\/div><\/div><\/div><div style=\"padding: 19% 0;\"><\/div> <div style=\"display:block; height:50px; margin:0 auto 12px; width:50px;\"><svg width=\"50px\" height=\"50px\" viewBox=\"0 0 60 60\" version=\"1.1\" xmlns=\"https:\/\/www.w3.org\/2000\/svg\" xmlns:xlink=\"https:\/\/www.w3.org\/1999\/xlink\"><g stroke=\"none\" stroke-width=\"1\" fill=\"none\" fill-rule=\"evenodd\"><g transform=\"translate(-511.000000, -20.000000)\" fill=\"#000000\"><g><path d=\"M556.869,30.41 C554.814,30.41 553.148,32.076 553.148,34.131 C553.148,36.186 554.814,37.852 556.869,37.852 C558.924,37.852 560.59,36.186 560.59,34.131 C560.59,32.076 558.924,30.41 556.869,30.41 M541,60.657 C535.114,60.657 530.342,55.887 530.342,50 C530.342,44.114 535.114,39.342 541,39.342 C546.887,39.342 551.658,44.114 551.658,50 C551.658,55.887 546.887,60.657 541,60.657 M541,33.886 C532.1,33.886 524.886,41.1 524.886,50 C524.886,58.899 532.1,66.113 541,66.113 C549.9,66.113 557.115,58.899 557.115,50 C557.115,41.1 549.9,33.886 541,33.886 M565.378,62.101 C565.244,65.022 564.756,66.606 564.346,67.663 C563.803,69.06 563.154,70.057 562.106,71.106 C561.058,72.155 560.06,72.803 558.662,73.347 C557.607,73.757 556.021,74.244 553.102,74.378 C549.944,74.521 548.997,74.552 541,74.552 C533.003,74.552 532.056,74.521 528.898,74.378 C525.979,74.244 524.393,73.757 523.338,73.347 C521.94,72.803 520.942,72.155 519.894,71.106 C518.846,70.057 518.197,69.06 517.654,67.663 C517.244,66.606 516.755,65.022 516.623,62.101 C516.479,58.943 516.448,57.996 516.448,50 C516.448,42.003 516.479,41.056 516.623,37.899 C516.755,34.978 517.244,33.391 517.654,32.338 C518.197,30.938 518.846,29.942 519.894,28.894 C520.942,27.846 521.94,27.196 523.338,26.654 C524.393,26.244 525.979,25.756 528.898,25.623 C532.057,25.479 533.004,25.448 541,25.448 C548.997,25.448 549.943,25.479 553.102,25.623 C556.021,25.756 557.607,26.244 558.662,26.654 C560.06,27.196 561.058,27.846 562.106,28.894 C563.154,29.942 563.803,30.938 564.346,32.338 C564.756,33.391 565.244,34.978 565.378,37.899 C565.522,41.056 565.552,42.003 565.552,50 C565.552,57.996 565.522,58.943 565.378,62.101 M570.82,37.631 C570.674,34.438 570.167,32.258 569.425,30.349 C568.659,28.377 567.633,26.702 565.965,25.035 C564.297,23.368 562.623,22.342 560.652,21.575 C558.743,20.834 556.562,20.326 553.369,20.18 C550.169,20.033 549.148,20 541,20 C532.853,20 531.831,20.033 528.631,20.18 C525.438,20.326 523.257,20.834 521.349,21.575 C519.376,22.342 517.703,23.368 516.035,25.035 C514.368,26.702 513.342,28.377 512.574,30.349 C511.834,32.258 511.326,34.438 511.181,37.631 C511.035,40.831 511,41.851 511,50 C511,58.147 511.035,59.17 511.181,62.369 C511.326,65.562 511.834,67.743 512.574,69.651 C513.342,71.625 514.368,73.296 516.035,74.965 C517.703,76.634 519.376,77.658 521.349,78.425 C523.257,79.167 525.438,79.673 528.631,79.82 C531.831,79.965 532.853,80.001 541,80.001 C549.148,80.001 550.169,79.965 553.369,79.82 C556.562,79.673 558.743,79.167 560.652,78.425 C562.623,77.658 564.297,76.634 565.965,74.965 C567.633,73.296 568.659,71.625 569.425,69.651 C570.167,67.743 570.674,65.562 570.82,62.369 C570.966,59.17 571,58.147 571,50 C571,41.851 570.966,40.831 570.82,37.631\"><\/path><\/g><\/g><\/g><\/svg><\/div><div style=\"padding-top: 8px;\"> <div style=\" color:#3897f0; font-family:Arial,sans-serif; font-size:14px; font-style:normal; font-weight:550; line-height:18px;\">View this post on Instagram<\/div><\/div><div style=\"padding: 12.5% 0;\"><\/div> <div style=\"display: flex; flex-direction: row; margin-bottom: 14px; align-items: center;\"><div> <div style=\"background-color: #F4F4F4; border-radius: 50%; height: 12.5px; width: 12.5px; transform: translateX(0px) translateY(7px);\"><\/div> <div style=\"background-color: #F4F4F4; height: 12.5px; transform: rotate(-45deg) translateX(3px) translateY(1px); width: 12.5px; flex-grow: 0; margin-right: 14px; margin-left: 2px;\"><\/div> <div style=\"background-color: #F4F4F4; border-radius: 50%; height: 12.5px; width: 12.5px; transform: translateX(9px) translateY(-18px);\"><\/div><\/div><div style=\"margin-left: 8px;\"> <div style=\" background-color: #F4F4F4; border-radius: 50%; flex-grow: 0; height: 20px; width: 20px;\"><\/div> <div style=\" width: 0; height: 0; border-top: 2px solid transparent; border-left: 6px solid #f4f4f4; border-bottom: 2px solid transparent; transform: translateX(16px) translateY(-4px) rotate(30deg)\"><\/div><\/div><div style=\"margin-left: auto;\"> <div style=\" width: 0px; border-top: 8px solid #F4F4F4; border-right: 8px solid transparent; transform: translateY(16px);\"><\/div> <div style=\" background-color: #F4F4F4; flex-grow: 0; height: 12px; width: 16px; transform: translateY(-4px);\"><\/div> <div style=\" width: 0; height: 0; border-top: 8px solid #F4F4F4; border-left: 8px solid transparent; transform: translateY(-4px) translateX(8px);\"><\/div><\/div><\/div> <div style=\"display: flex; flex-direction: column; flex-grow: 1; justify-content: center; margin-bottom: 24px;\"> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; margin-bottom: 6px; width: 224px;\"><\/div> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; width: 144px;\"><\/div><\/div><\/a><\/div><\/blockquote><script async src=\"\/\/platform.instagram.com\/en_US\/embeds.js\"><\/script>\n<\/div><\/figure>\n<p>One particularly touching moment occurred during his second week, when a nervous 10-year-old boy approached with $5 from his father. Despite Reno&#8217;s warning that the result might not be appealing, both artist and subject burst into laughter when the portrait was revealed. &#8220;We laughed for about two and a half minutes,&#8221; Reno recalled. &#8220;That moment was really a clear indication that this is something genuine and positive.&#8221;<\/p><h2>Reno&#8217;s viral success\u2026 and celebrity commissions<\/h2><p>Since launching his farmers market booth in May, Reno has completed approximately 600 portraits and gained massive social media attention. His Instagram account <a href=\"https:\/\/www.instagram.com\/terrible.portraits\/?hl=en\" rel=\"noopener noreferrer\" target=\"_blank\">@terrible.portraits<\/a> has attracted followers worldwide, leading to features on major news outlets including the <em><a href=\"https:\/\/www.washingtonpost.com\/lifestyle\/2025\/08\/06\/terrible-portraits-farmers-market-chicago\" rel=\"noopener noreferrer\" target=\"_blank\">Washington Post<\/a><\/em>, <em><a href=\"https:\/\/www.chicagotribune.com\/2025\/08\/20\/chicago-artist-terrible-portraits\/\" rel=\"noopener noreferrer\" target=\"_blank\">Chicago Tribune<\/a><\/em>, and <em><a href=\"https:\/\/www.cbc.ca\/radio\/asithappens\/terrible-portrait-artist-1.7604699\" rel=\"noopener noreferrer\" target=\"_blank\">CBC Radio<\/a><\/em>. The phenomenon has even reached celebrity circles\u2014Questlove has reportedly requested a commission, and the Chicago band Wilco invited Reno to sketch them before their performance at the Salt Shed.<\/p>\n<figure class=\"wp-block-embed is-type-rich is-provider-instagram wp-block-embed-instagram\"><div class=\"wp-block-embed__wrapper\">\n<blockquote class=\"instagram-media\" data-instgrm-captioned data-instgrm-permalink=\"https:\/\/www.instagram.com\/reel\/DNrhW5hWgEV\/?utm_source=ig_embed&amp;utm_campaign=loading\" data-instgrm-version=\"14\" style=\" background:#FFF; border:0; border-radius:3px; box-shadow:0 0 1px 0 rgba(0,0,0,0.5),0 1px 10px 0 rgba(0,0,0,0.15); margin: 1px; max-width:500px; min-width:326px; padding:0; width:99.375%; width:-webkit-calc(100% - 2px); width:calc(100% - 2px);\"><div style=\"padding:16px;\"> <a href=\"https:\/\/www.instagram.com\/reel\/DNrhW5hWgEV\/?utm_source=ig_embed&amp;utm_campaign=loading\" style=\" background:#FFFFFF; line-height:0; padding:0 0; text-align:center; text-decoration:none; width:100%;\" target=\"_blank\"> <div style=\" display: flex; flex-direction: row; align-items: center;\"> <div style=\"background-color: #F4F4F4; border-radius: 50%; flex-grow: 0; height: 40px; margin-right: 14px; width: 40px;\"><\/div> <div style=\"display: flex; flex-direction: column; flex-grow: 1; justify-content: center;\"> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; margin-bottom: 6px; width: 100px;\"><\/div> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; width: 60px;\"><\/div><\/div><\/div><div style=\"padding: 19% 0;\"><\/div> <div style=\"display:block; height:50px; margin:0 auto 12px; width:50px;\"><svg width=\"50px\" height=\"50px\" viewBox=\"0 0 60 60\" version=\"1.1\" xmlns=\"https:\/\/www.w3.org\/2000\/svg\" xmlns:xlink=\"https:\/\/www.w3.org\/1999\/xlink\"><g stroke=\"none\" stroke-width=\"1\" fill=\"none\" fill-rule=\"evenodd\"><g transform=\"translate(-511.000000, -20.000000)\" fill=\"#000000\"><g><path d=\"M556.869,30.41 C554.814,30.41 553.148,32.076 553.148,34.131 C553.148,36.186 554.814,37.852 556.869,37.852 C558.924,37.852 560.59,36.186 560.59,34.131 C560.59,32.076 558.924,30.41 556.869,30.41 M541,60.657 C535.114,60.657 530.342,55.887 530.342,50 C530.342,44.114 535.114,39.342 541,39.342 C546.887,39.342 551.658,44.114 551.658,50 C551.658,55.887 546.887,60.657 541,60.657 M541,33.886 C532.1,33.886 524.886,41.1 524.886,50 C524.886,58.899 532.1,66.113 541,66.113 C549.9,66.113 557.115,58.899 557.115,50 C557.115,41.1 549.9,33.886 541,33.886 M565.378,62.101 C565.244,65.022 564.756,66.606 564.346,67.663 C563.803,69.06 563.154,70.057 562.106,71.106 C561.058,72.155 560.06,72.803 558.662,73.347 C557.607,73.757 556.021,74.244 553.102,74.378 C549.944,74.521 548.997,74.552 541,74.552 C533.003,74.552 532.056,74.521 528.898,74.378 C525.979,74.244 524.393,73.757 523.338,73.347 C521.94,72.803 520.942,72.155 519.894,71.106 C518.846,70.057 518.197,69.06 517.654,67.663 C517.244,66.606 516.755,65.022 516.623,62.101 C516.479,58.943 516.448,57.996 516.448,50 C516.448,42.003 516.479,41.056 516.623,37.899 C516.755,34.978 517.244,33.391 517.654,32.338 C518.197,30.938 518.846,29.942 519.894,28.894 C520.942,27.846 521.94,27.196 523.338,26.654 C524.393,26.244 525.979,25.756 528.898,25.623 C532.057,25.479 533.004,25.448 541,25.448 C548.997,25.448 549.943,25.479 553.102,25.623 C556.021,25.756 557.607,26.244 558.662,26.654 C560.06,27.196 561.058,27.846 562.106,28.894 C563.154,29.942 563.803,30.938 564.346,32.338 C564.756,33.391 565.244,34.978 565.378,37.899 C565.522,41.056 565.552,42.003 565.552,50 C565.552,57.996 565.522,58.943 565.378,62.101 M570.82,37.631 C570.674,34.438 570.167,32.258 569.425,30.349 C568.659,28.377 567.633,26.702 565.965,25.035 C564.297,23.368 562.623,22.342 560.652,21.575 C558.743,20.834 556.562,20.326 553.369,20.18 C550.169,20.033 549.148,20 541,20 C532.853,20 531.831,20.033 528.631,20.18 C525.438,20.326 523.257,20.834 521.349,21.575 C519.376,22.342 517.703,23.368 516.035,25.035 C514.368,26.702 513.342,28.377 512.574,30.349 C511.834,32.258 511.326,34.438 511.181,37.631 C511.035,40.831 511,41.851 511,50 C511,58.147 511.035,59.17 511.181,62.369 C511.326,65.562 511.834,67.743 512.574,69.651 C513.342,71.625 514.368,73.296 516.035,74.965 C517.703,76.634 519.376,77.658 521.349,78.425 C523.257,79.167 525.438,79.673 528.631,79.82 C531.831,79.965 532.853,80.001 541,80.001 C549.148,80.001 550.169,79.965 553.369,79.82 C556.562,79.673 558.743,79.167 560.652,78.425 C562.623,77.658 564.297,76.634 565.965,74.965 C567.633,73.296 568.659,71.625 569.425,69.651 C570.167,67.743 570.674,65.562 570.82,62.369 C570.966,59.17 571,58.147 571,50 C571,41.851 570.966,40.831 570.82,37.631\"><\/path><\/g><\/g><\/g><\/svg><\/div><div style=\"padding-top: 8px;\"> <div style=\" color:#3897f0; font-family:Arial,sans-serif; font-size:14px; font-style:normal; font-weight:550; line-height:18px;\">View this post on Instagram<\/div><\/div><div style=\"padding: 12.5% 0;\"><\/div> <div style=\"display: flex; flex-direction: row; margin-bottom: 14px; align-items: center;\"><div> <div style=\"background-color: #F4F4F4; border-radius: 50%; height: 12.5px; width: 12.5px; transform: translateX(0px) translateY(7px);\"><\/div> <div style=\"background-color: #F4F4F4; height: 12.5px; transform: rotate(-45deg) translateX(3px) translateY(1px); width: 12.5px; flex-grow: 0; margin-right: 14px; margin-left: 2px;\"><\/div> <div style=\"background-color: #F4F4F4; border-radius: 50%; height: 12.5px; width: 12.5px; transform: translateX(9px) translateY(-18px);\"><\/div><\/div><div style=\"margin-left: 8px;\"> <div style=\" background-color: #F4F4F4; border-radius: 50%; flex-grow: 0; height: 20px; width: 20px;\"><\/div> <div style=\" width: 0; height: 0; border-top: 2px solid transparent; border-left: 6px solid #f4f4f4; border-bottom: 2px solid transparent; transform: translateX(16px) translateY(-4px) rotate(30deg)\"><\/div><\/div><div style=\"margin-left: auto;\"> <div style=\" width: 0px; border-top: 8px solid #F4F4F4; border-right: 8px solid transparent; transform: translateY(16px);\"><\/div> <div style=\" background-color: #F4F4F4; flex-grow: 0; height: 12px; width: 16px; transform: translateY(-4px);\"><\/div> <div style=\" width: 0; height: 0; border-top: 8px solid #F4F4F4; border-left: 8px solid transparent; transform: translateY(-4px) translateX(8px);\"><\/div><\/div><\/div> <div style=\"display: flex; flex-direction: column; flex-grow: 1; justify-content: center; margin-bottom: 24px;\"> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; margin-bottom: 6px; width: 224px;\"><\/div> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; width: 144px;\"><\/div><\/div><\/a><\/div><\/blockquote><script async src=\"\/\/platform.instagram.com\/en_US\/embeds.js\"><\/script>\n<\/div><\/figure>\n<p>The viral nature of Reno&#8217;s work speaks to something more profound than mere novelty. In an era of AI-generated art and Instagram filters, his deliberately imperfect portraits offer a refreshing antidote to digital perfection. &#8220;I strongly believe in art being everywhere,&#8221; Reno said, &#8220;but I also worry that in an era of AI-generated art and ChatGPT, we might be losing the art of face-to-face communication.&#8221;<\/p><p>This philosophy has resonated with clients who find the experience liberating. Victoria Lonergan, a former colleague who encountered Reno at a bar, <a href=\"https:\/\/www.dailyherald.com\/20250809\/news\/for-5-this-man-will-draw-a-terrible-portrait-of-you\/\" rel=\"noopener noreferrer\" target=\"_blank\">described<\/a> watching him work as both horrifying and hilarious. &#8220;When he flipped it around, it was just so funny. I think I laughed for five minutes,&#8221; she said, before framing the portrait and hanging it in her living room.<\/p><h2>The &#8220;terrible&#8221; empire is growing<\/h2><p>Reno&#8217;s success has naturally led to expansion beyond the farmers&#8217; market. He now appears at weddings, birthday parties, and private events, bringing his unique brand of artistic mediocrity to celebrations across Chicago. His dream gigs include bar mitzvahs and quincea\u00f1eras, events where his ability to create joy through shared laughter would be especially appreciated.<\/p><p>The wedding market represents a fascinating evolution of his work. While traditional wedding photography seeks to capture perfect moments, Reno offers couples and their guests something entirely different: portraits that are so deliberately imperfect they become ideal conversation pieces and icebreakers. As one couple from Lincoln Park <a href=\"https:\/\/www.chicagotribune.com\/2025\/08\/20\/chicago-artist-terrible-portraits\/\" rel=\"noopener noreferrer\" target=\"_blank\">noted<\/a> after collecting not-so-flattering portraits from both Reno and a traditional Key West street artist, &#8220;at least you&#8217;re upfront about it.&#8221;<\/p>\n<figure class=\"wp-block-embed is-type-rich is-provider-instagram wp-block-embed-instagram\"><div class=\"wp-block-embed__wrapper\">\n<blockquote class=\"instagram-media\" data-instgrm-captioned data-instgrm-permalink=\"https:\/\/www.instagram.com\/p\/DODD0fmjezY\/?utm_source=ig_embed&amp;utm_campaign=loading\" data-instgrm-version=\"14\" style=\" background:#FFF; border:0; border-radius:3px; box-shadow:0 0 1px 0 rgba(0,0,0,0.5),0 1px 10px 0 rgba(0,0,0,0.15); margin: 1px; max-width:500px; min-width:326px; padding:0; width:99.375%; width:-webkit-calc(100% - 2px); width:calc(100% - 2px);\"><div style=\"padding:16px;\"> <a href=\"https:\/\/www.instagram.com\/p\/DODD0fmjezY\/?utm_source=ig_embed&amp;utm_campaign=loading\" style=\" background:#FFFFFF; line-height:0; padding:0 0; text-align:center; text-decoration:none; width:100%;\" target=\"_blank\"> <div style=\" display: flex; flex-direction: row; align-items: center;\"> <div style=\"background-color: #F4F4F4; border-radius: 50%; flex-grow: 0; height: 40px; margin-right: 14px; width: 40px;\"><\/div> <div style=\"display: flex; flex-direction: column; flex-grow: 1; justify-content: center;\"> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; margin-bottom: 6px; width: 100px;\"><\/div> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; width: 60px;\"><\/div><\/div><\/div><div style=\"padding: 19% 0;\"><\/div> <div style=\"display:block; height:50px; margin:0 auto 12px; width:50px;\"><svg width=\"50px\" height=\"50px\" viewBox=\"0 0 60 60\" version=\"1.1\" xmlns=\"https:\/\/www.w3.org\/2000\/svg\" xmlns:xlink=\"https:\/\/www.w3.org\/1999\/xlink\"><g stroke=\"none\" stroke-width=\"1\" fill=\"none\" fill-rule=\"evenodd\"><g transform=\"translate(-511.000000, -20.000000)\" fill=\"#000000\"><g><path d=\"M556.869,30.41 C554.814,30.41 553.148,32.076 553.148,34.131 C553.148,36.186 554.814,37.852 556.869,37.852 C558.924,37.852 560.59,36.186 560.59,34.131 C560.59,32.076 558.924,30.41 556.869,30.41 M541,60.657 C535.114,60.657 530.342,55.887 530.342,50 C530.342,44.114 535.114,39.342 541,39.342 C546.887,39.342 551.658,44.114 551.658,50 C551.658,55.887 546.887,60.657 541,60.657 M541,33.886 C532.1,33.886 524.886,41.1 524.886,50 C524.886,58.899 532.1,66.113 541,66.113 C549.9,66.113 557.115,58.899 557.115,50 C557.115,41.1 549.9,33.886 541,33.886 M565.378,62.101 C565.244,65.022 564.756,66.606 564.346,67.663 C563.803,69.06 563.154,70.057 562.106,71.106 C561.058,72.155 560.06,72.803 558.662,73.347 C557.607,73.757 556.021,74.244 553.102,74.378 C549.944,74.521 548.997,74.552 541,74.552 C533.003,74.552 532.056,74.521 528.898,74.378 C525.979,74.244 524.393,73.757 523.338,73.347 C521.94,72.803 520.942,72.155 519.894,71.106 C518.846,70.057 518.197,69.06 517.654,67.663 C517.244,66.606 516.755,65.022 516.623,62.101 C516.479,58.943 516.448,57.996 516.448,50 C516.448,42.003 516.479,41.056 516.623,37.899 C516.755,34.978 517.244,33.391 517.654,32.338 C518.197,30.938 518.846,29.942 519.894,28.894 C520.942,27.846 521.94,27.196 523.338,26.654 C524.393,26.244 525.979,25.756 528.898,25.623 C532.057,25.479 533.004,25.448 541,25.448 C548.997,25.448 549.943,25.479 553.102,25.623 C556.021,25.756 557.607,26.244 558.662,26.654 C560.06,27.196 561.058,27.846 562.106,28.894 C563.154,29.942 563.803,30.938 564.346,32.338 C564.756,33.391 565.244,34.978 565.378,37.899 C565.522,41.056 565.552,42.003 565.552,50 C565.552,57.996 565.522,58.943 565.378,62.101 M570.82,37.631 C570.674,34.438 570.167,32.258 569.425,30.349 C568.659,28.377 567.633,26.702 565.965,25.035 C564.297,23.368 562.623,22.342 560.652,21.575 C558.743,20.834 556.562,20.326 553.369,20.18 C550.169,20.033 549.148,20 541,20 C532.853,20 531.831,20.033 528.631,20.18 C525.438,20.326 523.257,20.834 521.349,21.575 C519.376,22.342 517.703,23.368 516.035,25.035 C514.368,26.702 513.342,28.377 512.574,30.349 C511.834,32.258 511.326,34.438 511.181,37.631 C511.035,40.831 511,41.851 511,50 C511,58.147 511.035,59.17 511.181,62.369 C511.326,65.562 511.834,67.743 512.574,69.651 C513.342,71.625 514.368,73.296 516.035,74.965 C517.703,76.634 519.376,77.658 521.349,78.425 C523.257,79.167 525.438,79.673 528.631,79.82 C531.831,79.965 532.853,80.001 541,80.001 C549.148,80.001 550.169,79.965 553.369,79.82 C556.562,79.673 558.743,79.167 560.652,78.425 C562.623,77.658 564.297,76.634 565.965,74.965 C567.633,73.296 568.659,71.625 569.425,69.651 C570.167,67.743 570.674,65.562 570.82,62.369 C570.966,59.17 571,58.147 571,50 C571,41.851 570.966,40.831 570.82,37.631\"><\/path><\/g><\/g><\/g><\/svg><\/div><div style=\"padding-top: 8px;\"> <div style=\" color:#3897f0; font-family:Arial,sans-serif; font-size:14px; font-style:normal; font-weight:550; line-height:18px;\">View this post on Instagram<\/div><\/div><div style=\"padding: 12.5% 0;\"><\/div> <div style=\"display: flex; flex-direction: row; margin-bottom: 14px; align-items: center;\"><div> <div style=\"background-color: #F4F4F4; border-radius: 50%; height: 12.5px; width: 12.5px; transform: translateX(0px) translateY(7px);\"><\/div> <div style=\"background-color: #F4F4F4; height: 12.5px; transform: rotate(-45deg) translateX(3px) translateY(1px); width: 12.5px; flex-grow: 0; margin-right: 14px; margin-left: 2px;\"><\/div> <div style=\"background-color: #F4F4F4; border-radius: 50%; height: 12.5px; width: 12.5px; transform: translateX(9px) translateY(-18px);\"><\/div><\/div><div style=\"margin-left: 8px;\"> <div style=\" background-color: #F4F4F4; border-radius: 50%; flex-grow: 0; height: 20px; width: 20px;\"><\/div> <div style=\" width: 0; height: 0; border-top: 2px solid transparent; border-left: 6px solid #f4f4f4; border-bottom: 2px solid transparent; transform: translateX(16px) translateY(-4px) rotate(30deg)\"><\/div><\/div><div style=\"margin-left: auto;\"> <div style=\" width: 0px; border-top: 8px solid #F4F4F4; border-right: 8px solid transparent; transform: translateY(16px);\"><\/div> <div style=\" background-color: #F4F4F4; flex-grow: 0; height: 12px; width: 16px; transform: translateY(-4px);\"><\/div> <div style=\" width: 0; height: 0; border-top: 8px solid #F4F4F4; border-left: 8px solid transparent; transform: translateY(-4px) translateX(8px);\"><\/div><\/div><\/div> <div style=\"display: flex; flex-direction: column; flex-grow: 1; justify-content: center; margin-bottom: 24px;\"> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; margin-bottom: 6px; width: 224px;\"><\/div> <div style=\" background-color: #F4F4F4; border-radius: 4px; flex-grow: 0; height: 14px; width: 144px;\"><\/div><\/div><\/a><\/div><\/blockquote><script async src=\"\/\/platform.instagram.com\/en_US\/embeds.js\"><\/script>\n<\/div><\/figure>\n<p>Perhaps most remarkably, Reno has created a genuine community around his work. Regular market-goers know to expect him on Sundays, and his impromptu appearances around Chicago generate excitement among followers who never know where he&#8217;ll pop up next. The <a href=\"https:\/\/www.reddit.com\/r\/chicago\/comments\/1m36ytg\/5_terrible_portraits_now_at_damen_606_no_personal\/\" rel=\"noopener noreferrer\" target=\"_blank\">Reddit Chicago<\/a> community has embraced him enthusiastically, with <a href=\"https:\/\/www.reddit.com\/r\/chicago\/comments\/1meyjw4\/chicago_performers_terrible_portrait_drawings\/\" rel=\"noopener noreferrer\" target=\"_blank\">posts about his work<\/a> generating hundreds of upvotes and comments from satisfied customers.<\/p><p>The success of &#8220;Terrible Portraits&#8221; suggests a broader appetite for creative experiences that prioritize human connection over technical excellence. While AI can now generate flawless portraits in seconds, Reno offers something artificial intelligence cannot: genuine human interaction, shared laughter, and the beautiful imperfection that makes us most human.<\/p><p>As Reno continues his terrible artistic journey, refusing to improve while paradoxically perfecting the art of joyful failure, he reminds us that sometimes the most beautiful thing we can create is a moment of genuine human connection\u2014even if the portrait looks nothing like the person sitting across from us.<\/p>","protected":false},"excerpt":{"rendered":"<p>\u201cI am absolutely bewildered by the reception. I\u2019m really astounded by it.\u201d<\/p>\n","protected":false},"author":9,"featured_media":187874,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"alternative_headline":"","alternative_description":"","alternative_featured_image":0,"rkv_announcement":{"visible":true},"apple_news_api_created_at":"","apple_news_api_id":"","apple_news_api_modified_at":"","apple_news_api_revision":"","apple_news_api_share_url":"","apple_news_cover_media_provider":"image","apple_news_coverimage":0,"apple_news_coverimage_caption":"","apple_news_cover_video_id":0,"apple_news_cover_video_url":"","apple_news_cover_embedwebvideo_url":"","apple_news_is_hidden":"","apple_news_is_paid":"","apple_news_is_preview":"","apple_news_is_sponsored":"","apple_news_maturity_rating":"","apple_news_metadata":"\"\"","apple_news_pullquote":"","apple_news_pullquote_position":"","apple_news_slug":"","apple_news_sections":[],"apple_news_suppress_video_url":false,"apple_news_use_image_component":false,"partner_boost":false,"hide_partner_badge":false,"_jetpack_memberships_contains_paid_content":false,"footnotes":""},"categories":[876,177,146],"tags":[135,1013,1992,202,1993,1994,1995,140,1996,1997,1998,1999,2000],"sponsor":[],"rkv-people-shadow":[336],"class_list":["post-195","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-art","category-joy","category-popular","tag-popular_source-pageview","tag-art","tag-chicago","tag-community","tag-delight","tag-drawing","tag-internet","tag-joy","tag-performance","tag-performance-art","tag-terrible","tag-terrible-portraits","tag-viral"],"edit_link":null,"apple_news_notices":[],"rkv_author":{"id":40,"name":"Kat Hong","display_name":"Kat Hong","first_name":"","last_name":"","nickname":"kelsey-clifton","url":"https:\/\/goodinc.com\/qa-upworthy\/author\/kat-hong\/","link":"https:\/\/goodinc.com\/qa-upworthy\/author\/kat-hong\/","description":"Kat Hong is a contributing writer to Upworthy, living in Los Angeles. (Well, technically Santa Monica. But why are we being technical?)","slug":"kat-hong","avatar_urls":[],"email":false},"yoast_head":"<!-- This site is optimized with the Yoast SEO Premium plugin v27.1 (Yoast SEO v27.1.1) - https:\/\/yoast.com\/product\/yoast-seo-premium-wordpress\/ -->\n<title>Why people in Chicago are waiting hours in line to buy this man\u2019s \u2018terrible\u2019 $5 portraits - QA Upworthy<\/title>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/\" \/>\n<meta property=\"og:locale\" content=\"en_US\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"Why people in Chicago are waiting hours in line to buy this man\u2019s \u2018terrible\u2019 $5 portraits\" \/>\n<meta property=\"og:description\" content=\"\u201cI am absolutely bewildered by the reception. I\u2019m really astounded by it.\u201d\" \/>\n<meta property=\"og:url\" content=\"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/\" \/>\n<meta property=\"og:site_name\" content=\"QA Upworthy\" \/>\n<meta property=\"article:published_time\" content=\"2025-09-12T14:53:00+00:00\" \/>\n<meta property=\"og:image\" content=\"https:\/\/goodinc.com\/qa-upworthy\/wp-content\/uploads\/sites\/5\/2025\/09\/origin-34766.png\" \/>\n\t<meta property=\"og:image:width\" content=\"1080\" \/>\n\t<meta property=\"og:image:height\" content=\"720\" \/>\n\t<meta property=\"og:image:type\" content=\"image\/png\" \/>\n<meta name=\"author\" content=\"Kat Hong\" \/>\n<meta name=\"twitter:card\" content=\"summary_large_image\" \/>\n<meta name=\"twitter:label1\" content=\"Written by\" \/>\n\t<meta name=\"twitter:data1\" content=\"Kat Hong\" \/>\n\t<meta name=\"twitter:label2\" content=\"Est. reading time\" \/>\n\t<meta name=\"twitter:data2\" content=\"6 minutes\" \/>\n<script type=\"application\/ld+json\" class=\"yoast-schema-graph\">{\"@context\":\"https:\/\/schema.org\",\"@graph\":[{\"@type\":\"Article\",\"@id\":\"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/#article\",\"isPartOf\":{\"@id\":\"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/\"},\"author\":{\"name\":\"Danny Cohen\",\"@id\":\"https:\/\/goodinc.com\/qa-upworthy\/#\/schema\/person\/00e013a2a0dd699bca424f4bfc4eea58\"},\"headline\":\"Why people in Chicago are waiting hours in line to buy this man\u2019s \u2018terrible\u2019 $5 portraits\",\"datePublished\":\"2025-09-12T14:53:00+00:00\",\"mainEntityOfPage\":{\"@id\":\"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/\"},\"wordCount\":1261,\"image\":{\"@id\":\"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/#primaryimage\"},\"thumbnailUrl\":\"https:\/\/goodinc.com\/qa-upworthy\/wp-content\/uploads\/sites\/5\/2025\/09\/origin-34766.png\",\"keywords\":[\"~popular_source-pageview\",\"art\",\"chicago\",\"community\",\"delight\",\"drawing\",\"internet\",\"joy\",\"performance\",\"performance art\",\"terrible\",\"terrible portraits\",\"viral\"],\"articleSection\":[\"Art\",\"Joy\",\"Popular\"],\"inLanguage\":\"en-US\",\"copyrightYear\":\"2025\",\"copyrightHolder\":{\"@id\":\"https:\/\/goodinc.com\/#organization\"}},{\"@type\":\"WebPage\",\"@id\":\"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/\",\"url\":\"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/\",\"name\":\"Why people in Chicago are waiting hours in line to buy this man\u2019s \u2018terrible\u2019 $5 portraits - QA Upworthy\",\"isPartOf\":{\"@id\":\"https:\/\/goodinc.com\/qa-upworthy\/#website\"},\"primaryImageOfPage\":{\"@id\":\"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/#primaryimage\"},\"image\":{\"@id\":\"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/#primaryimage\"},\"thumbnailUrl\":\"https:\/\/goodinc.com\/qa-upworthy\/wp-content\/uploads\/sites\/5\/2025\/09\/origin-34766.png\",\"datePublished\":\"2025-09-12T14:53:00+00:00\",\"author\":{\"@id\":\"https:\/\/goodinc.com\/qa-upworthy\/#\/schema\/person\/00e013a2a0dd699bca424f4bfc4eea58\"},\"breadcrumb\":{\"@id\":\"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/#breadcrumb\"},\"inLanguage\":\"en-US\",\"potentialAction\":[{\"@type\":\"ReadAction\",\"target\":[\"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/\"]}]},{\"@type\":\"ImageObject\",\"inLanguage\":\"en-US\",\"@id\":\"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/#primaryimage\",\"url\":\"https:\/\/goodinc.com\/qa-upworthy\/wp-content\/uploads\/sites\/5\/2025\/09\/origin-34766.png\",\"contentUrl\":\"https:\/\/goodinc.com\/qa-upworthy\/wp-content\/uploads\/sites\/5\/2025\/09\/origin-34766.png\",\"width\":1080,\"height\":720,\"caption\":\"Jacob Ryan Reno is creating something special in Chicago.\"},{\"@type\":\"BreadcrumbList\",\"@id\":\"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/#breadcrumb\",\"itemListElement\":[{\"@type\":\"ListItem\",\"position\":1,\"name\":\"Home\",\"item\":\"https:\/\/goodinc.com\/qa-upworthy\/\"},{\"@type\":\"ListItem\",\"position\":2,\"name\":\"Why people in Chicago are waiting hours in line to buy this man\u2019s \u2018terrible\u2019 $5 portraits\"}]},{\"@type\":\"WebSite\",\"@id\":\"https:\/\/goodinc.com\/qa-upworthy\/#website\",\"url\":\"https:\/\/goodinc.com\/qa-upworthy\/\",\"name\":\"QA Upworthy\",\"description\":\"\",\"potentialAction\":[{\"@type\":\"SearchAction\",\"target\":{\"@type\":\"EntryPoint\",\"urlTemplate\":\"https:\/\/goodinc.com\/qa-upworthy\/?s={search_term_string}\"},\"query-input\":{\"@type\":\"PropertyValueSpecification\",\"valueRequired\":true,\"valueName\":\"search_term_string\"}}],\"inLanguage\":\"en-US\"},{\"@type\":\"Person\",\"@id\":\"https:\/\/goodinc.com\/qa-upworthy\/#\/schema\/person\/00e013a2a0dd699bca424f4bfc4eea58\",\"name\":\"Danny Cohen\",\"image\":{\"@type\":\"ImageObject\",\"inLanguage\":\"en-US\",\"@id\":\"https:\/\/goodinc.com\/qa-upworthy\/#\/schema\/person\/image\/\",\"url\":\"https:\/\/secure.gravatar.com\/avatar\/1468372248453c63aeb412a67b2114ad3f8dded96cc098314057339bf8fd787e?s=96&d=mm&r=g\",\"contentUrl\":\"https:\/\/secure.gravatar.com\/avatar\/1468372248453c63aeb412a67b2114ad3f8dded96cc098314057339bf8fd787e?s=96&d=mm&r=g\",\"caption\":\"Danny Cohen\"},\"url\":\"https:\/\/goodinc.com\/qa-upworthy\/author\/kat-hong\/\"}]}<\/script>\n<!-- \/ Yoast SEO Premium plugin. -->","yoast_head_json":{"title":"Why people in Chicago are waiting hours in line to buy this man\u2019s \u2018terrible\u2019 $5 portraits - QA Upworthy","robots":{"index":"index","follow":"follow","max-snippet":"max-snippet:-1","max-image-preview":"max-image-preview:large","max-video-preview":"max-video-preview:-1"},"canonical":"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/","og_locale":"en_US","og_type":"article","og_title":"Why people in Chicago are waiting hours in line to buy this man\u2019s \u2018terrible\u2019 $5 portraits","og_description":"\u201cI am absolutely bewildered by the reception. I\u2019m really astounded by it.\u201d","og_url":"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/","og_site_name":"QA Upworthy","article_published_time":"2025-09-12T14:53:00+00:00","og_image":[{"width":1080,"height":720,"url":"https:\/\/goodinc.com\/qa-upworthy\/wp-content\/uploads\/sites\/5\/2025\/09\/origin-34766.png","type":"image\/png"}],"author":"Kat Hong","twitter_card":"summary_large_image","twitter_misc":{"Written by":"Kat Hong","Est. reading time":"6 minutes"},"schema":{"@context":"https:\/\/schema.org","@graph":[{"@type":"Article","@id":"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/#article","isPartOf":{"@id":"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/"},"author":{"name":"Danny Cohen","@id":"https:\/\/goodinc.com\/qa-upworthy\/#\/schema\/person\/00e013a2a0dd699bca424f4bfc4eea58"},"headline":"Why people in Chicago are waiting hours in line to buy this man\u2019s \u2018terrible\u2019 $5 portraits","datePublished":"2025-09-12T14:53:00+00:00","mainEntityOfPage":{"@id":"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/"},"wordCount":1261,"image":{"@id":"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/#primaryimage"},"thumbnailUrl":"https:\/\/goodinc.com\/qa-upworthy\/wp-content\/uploads\/sites\/5\/2025\/09\/origin-34766.png","keywords":["~popular_source-pageview","art","chicago","community","delight","drawing","internet","joy","performance","performance art","terrible","terrible portraits","viral"],"articleSection":["Art","Joy","Popular"],"inLanguage":"en-US","copyrightYear":"2025","copyrightHolder":{"@id":"https:\/\/goodinc.com\/#organization"}},{"@type":"WebPage","@id":"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/","url":"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/","name":"Why people in Chicago are waiting hours in line to buy this man\u2019s \u2018terrible\u2019 $5 portraits - QA Upworthy","isPartOf":{"@id":"https:\/\/goodinc.com\/qa-upworthy\/#website"},"primaryImageOfPage":{"@id":"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/#primaryimage"},"image":{"@id":"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/#primaryimage"},"thumbnailUrl":"https:\/\/goodinc.com\/qa-upworthy\/wp-content\/uploads\/sites\/5\/2025\/09\/origin-34766.png","datePublished":"2025-09-12T14:53:00+00:00","author":{"@id":"https:\/\/goodinc.com\/qa-upworthy\/#\/schema\/person\/00e013a2a0dd699bca424f4bfc4eea58"},"breadcrumb":{"@id":"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/#breadcrumb"},"inLanguage":"en-US","potentialAction":[{"@type":"ReadAction","target":["https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/"]}]},{"@type":"ImageObject","inLanguage":"en-US","@id":"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/#primaryimage","url":"https:\/\/goodinc.com\/qa-upworthy\/wp-content\/uploads\/sites\/5\/2025\/09\/origin-34766.png","contentUrl":"https:\/\/goodinc.com\/qa-upworthy\/wp-content\/uploads\/sites\/5\/2025\/09\/origin-34766.png","width":1080,"height":720,"caption":"Jacob Ryan Reno is creating something special in Chicago."},{"@type":"BreadcrumbList","@id":"https:\/\/goodinc.com\/qa-upworthy\/2025\/09\/12\/why-people-are-waiting-hours-to-buy-this-mans-terrible-5-portraits\/#breadcrumb","itemListElement":[{"@type":"ListItem","position":1,"name":"Home","item":"https:\/\/goodinc.com\/qa-upworthy\/"},{"@type":"ListItem","position":2,"name":"Why people in Chicago are waiting hours in line to buy this man\u2019s \u2018terrible\u2019 $5 portraits"}]},{"@type":"WebSite","@id":"https:\/\/goodinc.com\/qa-upworthy\/#website","url":"https:\/\/goodinc.com\/qa-upworthy\/","name":"QA Upworthy","description":"","potentialAction":[{"@type":"SearchAction","target":{"@type":"EntryPoint","urlTemplate":"https:\/\/goodinc.com\/qa-upworthy\/?s={search_term_string}"},"query-input":{"@type":"PropertyValueSpecification","valueRequired":true,"valueName":"search_term_string"}}],"inLanguage":"en-US"},{"@type":"Person","@id":"https:\/\/goodinc.com\/qa-upworthy\/#\/schema\/person\/00e013a2a0dd699bca424f4bfc4eea58","name":"Danny Cohen","image":{"@type":"ImageObject","inLanguage":"en-US","@id":"https:\/\/goodinc.com\/qa-upworthy\/#\/schema\/person\/image\/","url":"https:\/\/secure.gravatar.com\/avatar\/1468372248453c63aeb412a67b2114ad3f8dded96cc098314057339bf8fd787e?s=96&d=mm&r=g","contentUrl":"https:\/\/secure.gravatar.com\/avatar\/1468372248453c63aeb412a67b2114ad3f8dded96cc098314057339bf8fd787e?s=96&d=mm&r=g","caption":"Danny Cohen"},"url":"https:\/\/goodinc.com\/qa-upworthy\/author\/kat-hong\/"}]}},"jetpack_featured_media_url":"https:\/\/goodinc.com\/qa-upworthy\/wp-content\/uploads\/sites\/5\/2025\/09\/origin-34766.png","jetpack_sharing_enabled":true,"_links":{"self":[{"href":"https:\/\/goodinc.com\/qa-upworthy\/wp-json\/wp\/v2\/posts\/195","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/goodinc.com\/qa-upworthy\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/goodinc.com\/qa-upworthy\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/goodinc.com\/qa-upworthy\/wp-json\/wp\/v2\/users\/9"}],"replies":[{"embeddable":true,"href":"https:\/\/goodinc.com\/qa-upworthy\/wp-json\/wp\/v2\/comments?post=195"}],"version-history":[{"count":0,"href":"https:\/\/goodinc.com\/qa-upworthy\/wp-json\/wp\/v2\/posts\/195\/revisions"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/goodinc.com\/qa-upworthy\/wp-json\/wp\/v2\/media\/187874"}],"wp:attachment":[{"href":"https:\/\/goodinc.com\/qa-upworthy\/wp-json\/wp\/v2\/media?parent=195"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/goodinc.com\/qa-upworthy\/wp-json\/wp\/v2\/categories?post=195"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/goodinc.com\/qa-upworthy\/wp-json\/wp\/v2\/tags?post=195"},{"taxonomy":"sponsor","embeddable":true,"href":"https:\/\/goodinc.com\/qa-upworthy\/wp-json\/wp\/v2\/sponsor?post=195"},{"taxonomy":"rkv-people-shadow","embeddable":true,"href":"https:\/\/goodinc.com\/qa-upworthy\/wp-json\/wp\/v2\/rkv-people-shadow?post=195"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}