Today’s guest is someone I’ve admired for a while now not just for what he’s building, but for how he’s building it. Tim Olson is the managing partner of Aspire Finance, and in this episode, we walk through his journey from a commission-only equipment finance rep to launching a nationwide lending firm, acquiring companies, and raising capital for real estate syndications all while staying grounded, humble, and hungry.

We talk about fast money, medium money, slow money, how to align your business with your values, and why consistency and curiosity are two of the greatest traits any entrepreneur can develop.

This one’s for the connectors, the visionaries, and the people who want to own their life instead of just making a living.

Key Talking Points of the Episode

00:00 Introduction

02:51 Who is Tim Olson? 04:27 Tim’s start in banking, sales, and relationship-building

09:25 When the entrepreneurial bug started to bite

11:01 The power of curiosity and genuine connection

15:19 Learning to speak less, listen more, and win trust

18:32 Fast, medium, and slow money

21:38 Building Aspire Finance with Kelly Garrett & team

28:10 The value of partnerships and staying in your lane

31:22 Acquiring legacy businesses from retiring owners

33:22 Focusing on culture when acquiring businesses

36:15 Structuring acquisitions: SBA loans, seller financing, rollovers

39:36 Raising capital for multifamily real estate

43:14 Vetting real estate operators and avoiding bad deals

47:20 Fitness, cold plunges, and daily mental reps

55:21 How to enforce accountability in your life

01:02:33 Get in touch with Tim!

Quotables

“Fast money puts food on the table. Medium money builds wealth. Slow money creates legacy.”

“You’re not a better entrepreneur because you grind harder. You’re better because you get clearer.”

“I don’t want to just raise money—I want to build trust that lasts decades.”

Links

Tim Olson

[email protected]

https://www.facebook.com/timothylee87

https://www.instagram.com/tim.olson.1/

608B Capital

https://608bcapital.com