Inside the Speakeasy Podcast - Your Key to Hidden Strategies & Success Stories from Top Entrepreneurs
Welcome to Inside the Speakeasy—the entrepreneur podcast that hands you the keys to rooms most never get access to.
Hosted by Eric Berman, this show is for founders, startup builders, marketers, and empire-minded creators who are done with surface-level noise and ready to unlock the hidden strategies, pivotal success stories, and raw truths behind elite business growth.
This is your key to the real game—the unfiltered conversations happening behind closed doors, at mastermind retreats, in late-night deal rooms, and during the “what the hell do I do now?” breakdowns that never make it to LinkedIn.
You’ll hear from the scrappiest, boldest, most unreasonably driven entrepreneurs in the U.S.—the ones who are scaling to 7–8 figures, failing forward, innovating under pressure, and rewriting the rules of success while no one’s watching.
No recycled advice. No fake “10X hacks.” Just what’s actually working right now—from people actually doing it.
Because let’s be honest:
You’re doing well.
You’re sharp.
But deep down… you know you’re still playing small.
So stop chasing comfort.
You’re not here for safe.
You’re here to evolve.
This is Inside the Speakeasy.
And once you’re in…
You don’t go back.
Inside the Speakeasy Podcast - Your Key to Hidden Strategies & Success Stories from Top Entrepreneurs
The Unique Psychology of Entrepreneurs
It’s wild how many successful entrepreneurs were shaped by something hard early in life, and how that pain quietly fuels their drive to build big things. In this episode, we’re unpacking that with Gemma Stone, a former Psychologist turned Entrepreneur Coach, who’s helped visionaries turn their inner battles into real breakthroughs. We talk about what happens when your past becomes your power and your pressure, and how to tell the difference.
Gemma breaks down how your mind actually works, from your conscious choices to the deeper stuff running in the background, and why getting those pieces in sync changes everything. She opens up about burnout, fear-based hustle, and the emotional patterns most of us never slow down long enough to question. It’s real, it’s practical, and it’ll have you reflecting on how your own story is shaping your business.
We also get into the hard stuff, like building a team when you’d rather do it all yourself, and how Gemma ended up partnering with her ex-husband (yep, really) to grow a thriving business. She shares grounded, do-it-today advice for anyone feeling overwhelmed, disconnected, or just craving more meaning in the work they do.
Key Timestamps:
[00:00:00] Welcome to the Inside Speakeasy Podcast
[00:04:01] The unique psychology of entrepreneurs.
[00:05:41] Early childhood challenges in entrepreneurs.
[00:06:25] Trauma transformed into success.
[00:11:03] Conscious life design retreats.
[00:12:43] Signs there’s a gap that needs to be filled.
[00:15:14] Creating through constructed self vs. core identity.
[00:20:33] The art of delegation.
[00:24:28] Building an unconventional family and business.
[00:27:28] Freedom from professional constraints.
[00:31:01] Subconscious mind's influence on behavior.
Memorable Quotes:
"The recipe for happiness is not building a life according to our conditioning, but building a life according to our core, what's really essential to who we are as a human." [00:11:29] – Gemma Stone
"The subconscious mind, if it wants to go left, if the elephant wants to go left and the rider is like yanking on it to go right, it doesn't matter how strong the rider is, the elephant is always going to win the battle." [00:33:15] – Gemma Stone
Connect with Gemma Stone:
Website: https://gemmastone.com
Instagram: https://www.instagram.com/gemma_stone/
Facebook: https://www.facebook.com/GemmaStone3
LinkedIn: https://www.linkedin.com/in/gemma-stone/
Twitter/X: https://twitter.com/Gemma_Stone
Connect with Eric Berman:
Website: https://speakeasymastermind.com/
Instagram: https://www.instagram.com/speakeasymastermind/
Facebook: https://www.instagram.com/speakeasymastermind/
LinkedIn: https://www.linkedin.com/in/ericberman/
Produced by Evolved Podcasting: www.evolvedpodcasting.com