Podcast - Tremonte Financial

The Traversing Entrepreneurship Podcast

Traversing Entrepreneurship is a show for and about business owners in Traverse City, Michigan and beyond. In each episode, host Derek Dall’Olmo sits down with local business owners and the professionals who serve them to talk about business building, life, money, taxes, family — and all the ups and downs that come with doing something different.

Join us to hear their stories and lessons learned — and to get inspired about what might be possible in your own business.

Recent Episodes:

053 Navigating the Private Credit Landscape: Mike Shum’s Journey

In this episode of Traversing Entrepreneurship, Derek Dall'Olmo sits down with Mike Shum, CEO of Cascade Debt, to unpack his journey from derivatives trader to fintech founder. Mike opens up about the risks, missteps, and breakthroughs that shaped Cascade’s rise in...

052 From Forest Service to Global Visa with Rob Lee

From Forest Service to Global Visa with Rob Lee This week on Traversing Entrepreneurship, Derek sits down with Rob Lee, co-founder and CEO of Swiss Passport and Visa Services, a company that expedites passports and obtains visas. Rob and his wife, Lori, started the...

051 Building an Uncopyable Brand: Marketing Strategies with Steve Miller

In this episode of Traversing Entrepreneurship, Derek Dall’Olmo sits down with Steve Miller, best-selling author and marketing consultant, to discuss the power of differentiation in business. Steve shares his journey from aspiring PGA Tour player to renowned marketing...

050 Zero to One: The Art of Product Development with Nick McEvily

In this episode of Traversing Entrepreneurship, Derek Dall’Olmo interviews Nick McEvily, head of product at XGen Ai. They dive into Nick’s journey from design to product leadership, his experiences with startup successes and failures, and the importance of testing...

049 The Future of Entrepreneurship in a Tech-Driven World with Adam Feinberg

In this episode of the Traversing Entrepreneurship podcast, Derek interviews Adam Feinberg, a serial entrepreneur and founder of My Personal Recruiter. Adam shares his journey from struggling to find a job to creating a revolutionary recruitment service that leverages...

048 The Power of Networking in Real Estate Investing with Matt Theriault

In this episode of the Traversing Entrepreneurship podcast, Derek Dall'Olmo interviews Matt Theriault, the CEO and founder of Epic Real Estate. Matt shares his journey from the music industry to real estate, highlighting the challenges he faced and the valuable...

047 Staying Ahead of the Curve: The Future of Marketing for Advisors featuring Jake Wagner

In this episode of Traversing Entrepreneurship, we are extremely excited to be joined by Jake Wagner, CDMP as he shares proven strategies and insights to help financial professionals attract their ideal clients, deliver exceptional service, and grow a sustainable...

046 From Engineer to Empowering Coach: Sairan Aqrawi’s Remarkable Reinvention

In this episode, we are joined by Sairan Aqrawi as she shares her remarkable journey from Kurdish immigrant to successful business coach and mentor. After initially struggling to adapt to life in the US, Sairan discovered her true calling in coaching and personal...

045 Traversing the Private Equity Landscape: Opportunities and Challenges with Brad Zapp

Ever wonder what it takes to build a successful business from scratch? Join us as we sit down with serial entrepreneur Brad Zapp to get the inside scoop on his journey from wealth management to founding a cutting-edge digital VC firm. You won't want to miss this...