Love and Heartache Comedy Show – Hosted by Paul Green at Room 52 – New York, NY

✨ A COMEDY SHOW LIKE NO OTHER ✨

Get ready for a night of big laughs, sharp stand-up, and unexpected twists at the Love and Heartache Comedy Show.

Hosted by Paul Green, this one-night-only event blends stand-up comedy with live music, improv, and surprise performances for a uniquely New York experience.

Whether you’re in love, out of love, or just here for the laughs, this show dives into the highs and lows of romance with humor that hits home.

WHY YOU’LL LOVE IT

A lineup of NYC’s funniest comics

Music and improv woven into the comedy

Audience interaction and surprises

Full bar available

This isn’t just another comedy night — it’s a show with heart, edge, and plenty of punchlines.

TICKETS

2 for 1 Tickets– $20 ➡️ LIMITED TIME Enjoy your ticket to the show. Great seats, great laughs.

Drink & Show – $35 ➡️ Includes one FREE specialty cocktail and a premium seat.

General Admission – $40 ➡️ Enjoy your ticket to the show. Great seats, great laughs.

Early Bird General Admission – $30 ➡️ SOLD OUT

VIP Experience – $100 ➡️ SOLD OUT.

✨ THE VIBE ✨

This unforgettable night brings together a powerhouse lineup of talent:

Paul Green – Your host for the evening. Paul keeps the show moving with quick wit, original stand-up, and even an improvised song inspired by a couple in the audience.

Isaac Knox – A master of freestyle rap and comedy, blending razor-sharp wit with rhythm to create jaw-dropping, hilarious moments.

Justin Turner & Mackenzie Godfrey – Fresh from the Broadway stage, these powerhouse vocalists bring their stunning voices to the comedy stage, adding musical magic to the night.

Rachel Williams – A sharp, fearless stand-up comedian whose punchlines land as hard as her presence. She brings laugh-out-loud energy that lights up the room.

VENUE: ROOM 52

The Love and Heartache Comedy Show isn’t your average night out — it’s an intimate, upscale evening of smart, high-quality performances.

Think cabaret-meets-comedy club: laughter, music, and improv woven together in a way that feels both classy and spontaneous.

This is a show for grown-ups — edgy enough to be exciting, but never crass. Call it a loose PG-13: adult humor with heart, served with style.

Leave the T-shirts and ball caps at home — this is the kind of night where the atmosphere, cocktails, and performances all feel a step above.

Address: 212 East 52nd Street, Manhattan

Location & Vibe

Nestled in Midtown, Room 52 occupies the once-abandoned space of a historic jazz club. Now reinvented as a sleek, speakeasy-style theater, it balances nostalgia with modern flair — think hidden bar, spotlighted stage, and a cool, clubby ambiance.

A Bit of History

Room 52 sits on the legendary “Swing Street”, a stretch of 52nd Street famous for its vibrant mid-20th-century jazz scene and legendary performers.

What Makes It Special

Multi-Functional Space: An intimate performance room (75 seats, 20’ stage, pro lighting/sound) plus the cozy “Candy Bar” speakeasy lounge (30 capacity), stocked with nostalgic sweets and craft cocktails.

Modern Upgrades: Renovated around 2020, now featuring high-quality sound, professional lighting, and a speakeasy ambiance that blends comfort with club-style intimacy.

Varied Programming: From late-night comedy and jazz jams to surprise musical acts (past performers have included Sting and Dominic Miller!), Room 52 is home to eclectic and exciting live shows.