Own The Exit

Caleb Edwards, Aaron Leatherdale

caleb@oakiq.com

For verified host and producer emails, sign up to view.

Booking Overview

This is an entrepreneurial finance and investment podcast focused on business exits, passive income, and wealth preservation, combining host-led educational episodes with occasional interviews of alternative investment professionals. Credible pitches include founders who have completed successful exits, fund managers, real estate and private-market investors, and experts in post-liquidity wealth strategy; booking difficulty is medium because the show has featured a high-level alternative investment strategist but appears selective and interview-led only occasionally.

Metrics

Episodes: 148

Frequency: Weekly

Rating: 4.9/5.0

Estimated listeners: 1k-10k

Gender skew: Male

Location: USA

YouTube: 1.1k subscribers

Instagram: 1.1k followers

Contact Information

caleb@oakiq.com

For verified host and producer emails, sign up to view.

Host

Caleb Edwards - Entrepreneur and investment-focused podcast host covering business exits, passive investing, real estate, alternative assets, and durable wealth creation.

Aaron Leatherdale - Investment-focused podcast host discussing liquidity events, capital deployment, passive income, real estate investing, and fund structures for entrepreneurs and investors.

Booking Intelligence

Booking Requirements

medium
Typical Credentials:  
Founders with meaningful business or investment experience, alternative investment strategists, fund managers, real estate operators, and specialists in wealth planning after a liquidity event. Strong candidates should offer firsthand experience with exits, passive-income strategies, private markets, multifamily real estate, or differentiated alternative assets.
Required Achievements:  
Successful business or investment exits, Raised substantial venture or private capital, Founded or led an investment firm, Built expertise in multifamily real estate or alternative assets, Demonstrated experience helping entrepreneurs achieve financial independence

Recent Guest Discussions

Morgan Keim - Entrepreneurial Burnout, Passive Income, Multifamily Real Estate, Workforce Housing, Conservative Underwriting, And Niche Alternative Investments.

Recent Topics

Business Exits, Alternative Investments, Real Estate, Wealth Building, Entrepreneurship

Episodes

Here's the recent few episodes on
Own The Exit
:

How You Make (or lose) Money In Real Estate

August 04, 2026

Every real estate investment produces returns from one of two places: the market or your ability to create value. The problem? Too many investors unknowingly rely on forces they can't control—and when the market shifts, their entire investment thesis can collapse.In this episode of Own The Exit, Caleb breaks down the two sources of yield in commercial real estate and explains why the most successful investors focus on creating returns instead of hoping for them. Learn how understanding th...

The Wealth Building Framework I Actually Use

July 28, 2026

Making more money doesn't automatically make you wealthy. In fact, many entrepreneurs and high-income earners unknowingly stay trapped in the middle-class wealth cycle because they're focused on increasing income instead of building assets that generate lasting financial freedom.In this episode of Own The Exit, Caleb breaks down the Durable Wealth Flywheel—a framework designed to help business owners transform earned income into passive income, tax-efficient investments, and long-term...

The 3 Questions To Ask Before You Exit

July 21, 2026

If you have a major liquidity event on the horizon — whether it’s selling a business, exiting a real estate portfolio, or preparing for a large capital event — what you do next matters more than most people realize.In this solo episode of Own The Exit, Aaron breaks down the three critical questions every entrepreneur and investor needs to answer before deploying capital after an exit. From tax strategy and investment timelines to understanding your competitive advantage as an investor, this e...

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