Drew Landry
Treats brutal grief and mental hospitals like casual bar gossip.
2 specials · 2024–2025
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Landry speaks with a loose, slightly raspy slur, smiling wide while dropping facts that ought to ruin the mood in a comedy room. When he brings up an adolescent stay in a psychiatric facility or losing his two closest childhood friends, he does not drop his voice to an earnest hush or wait for an aww from the back row. He keeps his feet moving, tosses off the tragedy like a detail about his rent, and follows it with a silly, left-field tag before anyone can decide to feel uncomfortable. The rhythm is intentionally bouncy, ensuring that even his heaviest admissions land as jokes rather than pleas for understanding.
Stand-up specials
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A punchy half-hour on depression, bad habits, and Charlie Brown.
Comedy Dynamics · 29 min
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A twenty-minute club set finding jokes inside heavy personal loss.
Comedy Dynamics · 23 min
On stage
He operates squarely in the club circuit, grinding through late sets at the Hollywood Improv and touring rooms across the country. In All My Friends Are Dead and 10 Things I Hate About Drew, he resists turning miserable events into a one-man show. Where other performers mining trauma lean into dramatic pauses, Landry sticks to compact setups and punchlines.
The sets are strongest when the stories are grim, because his casual dismissal of his own pain produces genuine surprise. He is less convincing when shifting into broader crowd material, where bits about dating or pop culture occasionally slide into standard club rhythms.
Landry started doing standup in Baltimore at thirteen, with his mother driving him to bar shows while he was still in middle school. Spending his entire adolescence on stage gave him a rare comfort with rooms that get quiet, letting him talk about grief and diagnosis like ordinary small talk.
Turning points
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2023–2024
Independent Release and Breakout of All My Friends Are Dead
Filmed on a budget as a tribute to two deceased childhood friends and self-released on YouTube in 2023, the special surpassed 100,000 views, won Best Stand-Up Special at the Laugh After Dark Comedy Festival, and was picked up by Comedy Dynamics in 2024 for a #1 iTunes comedy album.
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Streaming Release of 10 Things I Hate About Drew
Produced by Emmy-winner Jack Vaughn's Super Nice Guys and distributed by Comedy Dynamics, Landry's second special premiered on Apple TV and major streaming platforms in October 2025.
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Started Stand-Up at 13, Toured After High School
Landry began performing stand-up comedy in Baltimore at age 13 and went on tour with Carlos Mencia one to two weeks after graduating from high school.
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Viral Medium Essays and Top 50 Humor Recognition
His Medium articles amassed over one million total views, led by a viral piece theorizing Donald Glover and Childish Gambino are the same person, earning him recognition among Medium's top 50 humor writers.
At a glance
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Anthony JeselnikReviews have compared Landry's clear word enunciation, deliberate speaking cadence, and willingness to tackle dark subject matter to Anthony Jeselnik.