Meet the Willy Wonka of LinkedIn: Jake Karls

January 2, 2026

Intro

$100 million in bars sold. Raised millions by dancing. “I’m a horrible CEO.” Jake Karls isn't a typical founder. In this conversation, Jake, Co-founder & Rainmaker at Midday Squares, comes on the show. We discuss how they built a chocolate factory in a residential condo kitchen, why he believes "safe" corporate content is the fastest way to lose, and the brutal reality of founder burnout that no one talks about. If you want to understand how to disrupt the food industry through storytelling, and why Jake says "authenticity isn't a marketing strategy," this episode is for you. Connect with Jake: https://www.linkedin.com/in/jake-karls-653106ba/ Go to connectionaccepted.com and put in your email if you want to be in a future creator help hotline episode. For sponsorships or business inquiries reach out to connectionaccepted@gmail.com Join Matt & I as we build a $10M Podcast: Subscribe on YouTube Listen on Spotify: https://open.spotify.com/show/3oeHvC5O1oSqIw428DpTHX?si=wy5JJTUvQ96a01xoRqeHG Listen on Apple: https://podcasts.apple.com/us/podcast/connection-accepted/id1844434065 Our LinkedIn: https://www.linkedin.com/company/connection-accepted/

Transcription

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