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July 28, 2025 29 mins

Hi, listeners! Host Kerry Diamond here. Welcome to the show notes, and thank you for listening. If no one has told you lately, you clearly have great taste in podcasts. Today’s guest is Substack queen, bestselling author & boy mom Caroline Chambers recorded live at Jubilee NYC, Cherry Bombe’s annual conference. (Curious about Jubilee? Join us at the upcoming Jubilee in L.A.)

My favorite thing about Caroline? She doesn’t gatekeep. I’ve interviewed her a few times now, and she is always happy to spill all the details regarding her Substack and how she wound up with the NUMBER ONE SUBSTACK IN FOOD AND DRINK. Amazing. Here’s the leaderboard if you need proof. (For Caroline’s Substack success step-by-step, check out our pod from last year.) She also talks about being rejected by all the cookbook editors when shopping the proposal for “What to Cook When You Don’t Feel Like Cooking,” which, of course, went on to be a major hit. That must have felt nice when the book made The New York Times bestseller list. (Cue the “Pretty Woman” big mistake scene.) 

Few more things. Thanks to Michelladonna of “Shop Cats” (happy belated birthday, M!) and Alice Ma of Mad Realities for introducing Caroline at Jubilee. Big thanks to Square for supporting our show and taking care of so many small businesses. Check out what they’re up to at square.com/big. And go visit Este Restaurant if you’re in Austin. 

Lastly, congrats to Caroline and her hubby on their new baby–their fourth boy! So many boys. 

If you have a Substack, I want to know about it. Email us at info@cherrybombe.com and put something funny in the subject line so we have no choice but to open your email. 

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