Jeff Cichocki

Find Your True North

Move out of chaos and return to what matters most.

If you’ve ever wished someone would just cut through the noise and get to the heart of what really works, Jeff’s your guy. With quiet confidence and surprising candor, he disarms audiences, delivers unexpected insights, and leaves them seeing real estate—and their role in it—through a sharper, simpler lens. Jeff doesn’t shout to be heard. He speaks truth and lets it land.

Jeff Challenges the Norm and Invites Audiences to Think Differently

Jeff Cichocki is a capital strategist and professional lender who’s spent the last 20 years mastering the art of building wealth through relationships, discipline, and the long game. He’s not interested in hype or headlines—he’s focused on helping people grow, protect, and deploy capital with purpose. Whether he’s speaking on stage, leading a fund, or structuring a deal, Jeff leads with clarity, integrity, and a genuine belief in people’s potential.

Jeff believes the best deals aren’t found—they’re created by people who actually know what they’re doing. His superpower? Seeing potential where others see problems, then structuring the kind of deals that make both sides walk away stronger. Calm. Strategic. Sharper than he lets on. Jeff’s the guy other investors call when things get real.

Move beyond the daily grind and into structured, scalable businesses that actually work.

Jeff doesn’t just

inspire—he equips.

Every session with Jeff is packed with usable frameworks, negotiation strategies, underwriting insights, and deal structuring playbooks. Whether your audience is stuck on their first flip or scaling a multimillion-dollar portfolio, they’ll walk away with the clarity and tools to move forward immediately.

What Your Audience Gets:

Underwriting and funding frameworks they can apply to their next deal

Negotiation tools based on psychology, not pressure

A clear understanding of how private lending really works behind the scenes

Deal structures that make sense in today’s market—not 10 years ago

testimonials

“Jeff has been a speaker at my conferences for a number of years and he’s been such an asset to my audience. I am always grateful for his contribution because even with as much knowledge as he has, he is never arrogant. He is always looking for ways to help anyone who needs it.”

Jim Ingersoll

Owner, Deal Maker Conference and Meetups

“I love that Jeff is always so full of knowledge. Not just about the numbers or the process, but how to deal with people and objections.

I can also tell he’s full of integrity and honesty. He wants to make sure we as students do things the right way.”

Adam Kersten

REI and Broker, Kersten Realty

“Jeff is always a wealth of knowledge. It doesn’t matter the topic, he’s very clear when he speaks. Whether he’s on stage or swapping one-on-one stories over lunch, his no-nonsense approach always comes with unexpected insights. Thanks to his advice, I feel confident jumping into deals and seeing them through to closing.”

Hope Haynes

Owner, HRS Property Group