Terry Crews Goes Viral for Drawing Hyper-Realistic Portrait of Simon Cowell

Terry Crews Goes Viral for Drawing Hyper-Realistic Portrait of Simon Cowell

  • Terry Crews shared a time-lapse video on Instagram on 27 August 2026 of himself drawing a hyper-realistic portrait of Simon Cowell to celebrate his boss's birthday
  • The America's Got Talent host set the video to One Direction's Best Song Ever, a nod to Cowell, who launched the band through The X Factor
  • Millions who only know Crews as an actor and athlete were stunned to discover he was a formally trained artist long before his Hollywood career
A post.
Terry Crews on the left and a portrait drawing of Simon Cowell on the right. Images: terrycrews/Instagram
Source: Instagram

Terry Crews surprised millions of fans on 27 August 2026 when he posted a birthday tribute to Simon Cowell on Instagram. The gift was not a card or a caption. It was a fully rendered, hyper-realistic graphite portrait drawn entirely by hand.

The time-lapse clip showed Crews at his desk, starting with a ruler and basic pencil guidelines before slowly building up the likeness of his America's Got Talent co-star and boss. The finished piece captured Cowell's facial features with striking accuracy. Playing softly in the background was One Direction's Best Song Ever, a quietly brilliant choice given that Cowell launched the band through The X Factor.

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The artist behind the actor

What floored most viewers is that Crews's drawing talent is not a hobby. It is the foundation his entire career was built on. He fell in love with illustration at age nine after watching Star Wars, eventually earning an art scholarship to the Interlochen Centre for the Arts and then an Art Excellence scholarship at Western Michigan University.

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His first professional job in entertainment had nothing to do with film or sport. In 1987, he worked as a courtroom sketch artist during a high-profile murder trial in Flint, Michigan. Later, during his NFL years, he painted hyper-realistic portraits of teammates and sold them for around $5,000 (around R80,862.00) each to keep his family financially stable between contracts.

His professional portfolio spans sports lithographs, magazine covers, and even a hand-illustrated wallcovering collection.

The friendship behind the drawing runs deep. Cowell personally handpicked Crews to host AGT in 2019, and the two reportedly clicked within five minutes of meeting backstage. Crews has since become the longest-running host in the franchise's history.

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Watch the full drawing process here.

The internet reacts

Fans in the comments on his Instagram page were equal parts stunned and delighted:

@tichinaarnold wrote:

"Wow. You're really good. I should have hired you for my company branding."

@ohsocerena said:

"I'd like to not humbly brag that I've known Terry Crews can draw for a long time, and I'm glad to see this happening on my timeline."

@superbundafighter007 reacted:

"YOU CAN DRAW??!!"

@zoueh_skotnes shared:

"THIS MADE MY DAY! 🔥🔥🔥"

@mingna_wen added:

"You are soooo talented, Terry!!! 🔥🔥"

@eli_doubletap noted:

"Bro just casually drops that he is a legit artist."

@x.bbya02 reminded everyone:

"People be forgetting homie was an artist first 😍"
A post.
Terry Crews is drawing a portrait on a piece of A4 sized paper. Images: terrycrews/Instagram
Source: Instagram

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Nerissa Naidoo avatar

Nerissa Naidoo (Human Interest Editor) Nerissa Naidoo is a writer and editor with seven years of experience. Currently, she is a human interest writer at Briefly News and joined the publication in 2024. She began her career contributing to Morning Lazziness and later joined Featherpen.org. As a TUW ghostwriter, she focused on non-fiction, while her editorial roles at National Today and Entail.ai honed her skills in content accuracy and expert-driven editing. You can reach her at nerissa.naidoo@briefly.co.za

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