We Regret To Inform You: The Rejection Podcast

sidney@apostrophepodcasts.ca

For verified host and producer emails, sign up to view.

Booking Overview

A career-rejection show that reframes setbacks as actionable lessons—spotlighting how famous creators and entrepreneurs ultimately broke through. For PR, it’s a compelling platform to pitch guests with recognizable career arcs and credible “persistence after rejection” narratives.

Metrics

Episodes: 147

Frequency: Irregular

Rating: 4.5/5.0

Estimated listeners: 10k-100k

Gender skew: Neutral

Location: Canada

Instagram: 2.2k followers

Contact Information

sidney@apostrophepodcasts.ca

For verified host and producer emails, sign up to view.

Booking Intelligence

Booking Requirements

high
Typical Credentials:  
High-recognition creators (actors, writers, musicians, inventors, entrepreneurs) with well-known “rejection → breakthrough” career histories; could include radio/arts figures for themed crossover episodes
Required Achievements:  
Major film/TV or entertainment credits, Award recognition (e.g., Oscars mentioned in description), Notable creative or entrepreneurial leadership roles

Recent Guest Discussions

Terry O'Reilly - Innovations In Radio; Themed Around Rejection And Creativity

Ben Affleck - Rejection Story Tied To Early Career Setbacks And Subsequent Breakthrough Path

Matt Damon - Rejection Story Tied To Early Career Setbacks And Subsequent Breakthrough Path

Recent Topics

Career, Rejection, Entrepreneurship, Personal Development, Writing

Episodes

Here's the recent few episodes on
We Regret To Inform You: The Rejection Podcast
:

Rejecting Radio? Innovations in Radio from Under the Influence

June 24, 2026

Rejection + creativity = air quality. Who knew.This week, we bring you something a little different. From the Apostrophe Podcast Network, enjoy "Air Quality: Innovations in Radio" from Under the Influence with Terry O'Reilly. Ask us Anything:Email us: hello@apostrophepodcasts.caWrite to us on socials: @apostrophepodLeave us a voicemailWe don’t regret to inform you – you can now listen ad-free! Plus bonus episodes, chats with Sidney, Terry, Allison & more. Subscribe here. Hosted on Ac...

Minisode: Mantras – Ben Affleck & Matt Damon

June 19, 2026

Sid here. This week we bring you another Minisode in our Mantras series – but this one is a little unusual. If you've listened to our Matt Damon & Ben Affleck episode, I wonder if you clocked the mantra moment. Hope you'll join us. Ask us Anything:Email us: hello@apostrophepodcasts.caWrite to us on socials: @apostrophepodLeave us a voicemailWe don’t regret to inform you – you can now listen ad-free! Plus bonus episodes, chats with Sidney, Terry, Allison & more. Subscribe her...

Rejecting Matt Damon & Ben Affleck

June 17, 2026

The total box office earnings for Matt Damon and Ben Affleck round out to a cool $10B. They’re A-list actors, Oscar-winners, writers, directors, production company founders. But back in the mid-90s, the best friends were rejected – for movies, for television shows, for commercials. Then one day Matt Damon took a playwriting course at Harvard. What happened next, is a rejection story all of its own. Ask us Anything:Email us: hello@apostrophepodcasts.caWrite to us on socials: @apostrophepo...

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