HOW TO: Journey from Standup to SNL — and Beyond (w/ Vannessa Jackson) episode artwork

EPISODE · Oct 22, 2025 · 1H 5M

HOW TO: Journey from Standup to SNL — and Beyond (w/ Vannessa Jackson)

from The 50/50 Podcast · host 50/50 Film Festival

This week, Luke and Wyatt sit down with writer/comedian Vanessa Jackson —whose path to standup comedy began, believe it or not, in a “red carpet interview” class that was... sketchy AF.  Vanessa walks us through her years in comedy, from the early open mics to her current “refinement era,” where she’s polishing instead of carving. She shares why comedy can be honed but not learned, what day jobs actually help comedians grow, and how her relationship with her stage persona finally clicked in year seven. We also dive into the real differences between LA and NY standup scenes, what a healthy dynamic with agents and managers looks like, and what her time at Saturday Night Live taught her about imperfection, chaos, and pitching a sketch solo to Dave Chappelle. IMDB STAND-UP SPECIAL: AMERICAN GIRL

This week, Luke and Wyatt sit down with writer/comedian Vanessa Jackson —whose path to standup comedy began, believe it or not, in a “red carpet interview” class that was... sketchy AF.  Vanessa walks us through her years in comedy, from the early open mics to her current “refinement era,” where she’s polishing instead of carving. She shares why comedy can be honed but not learned, what day jobs actually help comedians grow, and how her relationship with her stage persona finally clicked in year seven. We also dive into the real differences between LA and NY standup scenes, what a healthy dynamic with agents and managers looks like, and what her time at Saturday Night Live taught her about imperfection, chaos, and pitching a sketch solo to Dave Chappelle. IMDB STAND-UP SPECIAL: AMERICAN GIRL

NOW PLAYING

HOW TO: Journey from Standup to SNL — and Beyond (w/ Vannessa Jackson)

0:00 1:05:59

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

No similar episodes found.

No similar podcasts found.

Frequently Asked Questions

How long is this episode of The 50/50 Podcast?

This episode is 1 hour and 5 minutes long.

When was this The 50/50 Podcast episode published?

This episode was published on October 22, 2025.

What is this episode about?

This week, Luke and Wyatt sit down with writer/comedian Vanessa Jackson —whose path to standup comedy began, believe it or not, in a “red carpet interview” class that was... sketchy AF.  Vanessa walks us through her years in comedy, from the early...

Can I download this The 50/50 Podcast episode?

Yes, you can download this episode by clicking the download button on the episode player, or subscribe to the podcast in your preferred podcast app for automatic downloads.
URL copied to clipboard!