
Jake Karls
Forbes 30 under 30. Cofounder & Chief Rainmaker, Mid-Day Squares
A consumer-brand rainmaker showing teams how to turn relationships, culture, and storytelling into demand you can actually measure.
Jake Karls is a different type of business leader – unapologetically authentic, refreshingly relatable, and completely free of BS.
What Jake speaks on.
“Transactions are momentary. Relationships are for life.”
As Chief Rainmaker at Mid-Day Squares, Jake Karls lives by these words. He helped build a chocolate empire by making friends first; prioritizing genuine human connection over business imperatives. Through empathy and curiosity, Jake cultivates loyalty organically with investors, buyers, journalists, influencers, his own team, and of course, the chocolate-loving community. They see Mid-Day Squares as more than a chocolate bar – they’re emotionally invested. Jake’s social wizardry is resonating in the business world and propelling the company’s success.
Making friends first is a refreshing and sustainable approach to business, grounded in empathy and humanity. This entertaining and actionable presentation will give you the tools you need to transform customers into powerful advocates for your brand. You will leave this presentation with a proven roadmap for creating remarkable experiences that turn average customers into lifelong fans.
Inquire“You win by being unapologetically you.”
This motto is at the heart of Jake Karls’ bold business moves and unconventional career journey, and sticking to it is his proudest achievement. Blocking out noise and naysayers, Jake learned to get comfortable with the initial discomfort of simply being himself. Formerly insecure about pitching high-profile investors, Jake cultivated the confidence to enjoy and gain strength from tough moments. His commitment to staying true to himself has allowed the brand to grow organically, and the results have been pretty extraordinary.
In this impactful and inspiring keynote, Jake urges you to trust your gut – the most powerful muscle you have – and find your superpower, whatever it is. When you’re unapologetically you, that’s when the magic and serendipity happen.
Inquire“Every Brand Has A Story”
Jake Karls leveraged the story behind Mid-Day Squares by bringing consumers along for the ride, offering a behind-the-scenes look at the entrepreneurship journey. Embracing total transparency and documenting their rawest moments on social media, Jake and his partners found a new way to cut through the noise, connect with consumers, and turn them into loyal fans. Even a legal challenge from a corporate giant became an opportunity to tell a story – instead of backing down, Mid-Day Squares clapped back with an epic diss track.
In this insightful keynote, Jake shares his philosophy on the art of storytelling, its enduring power to reach people, and keeping your brand and organization relevant, so when prospects need to buy, they choose you.
Your audience will learn new ways of thinking about business – through storytelling – that will completely change the way they sell, for the better.
InquireNot a bio.
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Jake making headlines.
Auto-refreshed. Real headlines, real publications.
- What the co-founder of a snack bar company packs when he travels - The Globe and MailThe Globe and Mail·9mo ago
- This Under 30 Built A Multi-Million Dollar Chocolate Brand. Then Chocolate Almost Destroyed It - ForbesForbes·6mo ago
- Montreal-based Midday Squares wants to be your go-to afternoon treat - CTV NewsCTV News·1y ago
- How CEOs Who Became Influencers Are Supercharging Company Sales - U.S. Chamber of CommerceU.S. Chamber of Commerce·1y ago
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A keynote is one hour. Sometimes what your room actually needs is a workshop, a room-in-a-room advisory, a moderated panel, or a private Q&A. Jake does all of it.
Meet Jake first.
Nobody books off a bio. Hop on a 20-minute Zoom with Jake, size up the chemistry, then decide. No pressure, no runaround.



