Turn Your Story Into a Brand People Trust with Jake Karls
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Episode 298 features Jake Karls, co founder and chief rainmaker of Mid Day Squares, breaking down how a kitchen table idea turned into a multimillion dollar brand by winning attention the hard way, through relentless storytelling and real human connection. He explains why attention is one of the most valuable assets in business, why you cannot buy trust with generic marketing, and why your story is the one advantage competitors cannot copy, if you are willing to share the good and the ugly.
The conversation also goes deep on the cost of building at full speed. Jake opens up about burnout in a way most founders never do, from chronic fatigue and brain fog to spiraling anxiety and feeling completely out of control, and how stepping away, therapy, and real recovery practices helped him rebuild. It is a powerful reminder that growth is a long game, and the strongest leaders are the ones who protect their health while they keep showing up.
Key Takeaways:
1. Attention is one of the most valuable assets now, and you have to earn it, not just pay for it.
2. People do not connect to product claims, they connect to emotion, meaning, and a story that feels real.
3. Your story is the one advantage competitors cannot copy, so treat it like an asset and share it on purpose.
4. Trust is built by showing the good and the ugly, not by trying to look perfect.
5. Impostor syndrome gets louder when you perform for approval instead of showing up as yourself.
6. Comparison is only useful if it inspires you, otherwise it quietly poisons your energy and progress.
7. Overworking for too long is not toughness, stepping back can be the move that lets you go ten steps forward.
8. Therapy is not a crisis move, it is leadership work that strengthens communication, perspective, and resilience.
9. Your business cannot be your identity, because that pressure will break you when life hits.
10. Surround yourself with real people who want you to win, and talk about the hard stuff before it turns into chaos.
Follow Jake Karl's on LinkedIn
Check out Mid-Day Squares
If you love this show, you will love The Catalyst Club. It is where founders and leaders take these conversations off the podcast and into real rooms, real relationships, and real support that helps you move faster and lead stronger.
Join us today www.kellykennedyofficial.com/thecatalystclub