HeyJaredOwn The Exit
Own The Exit is your quintessential guide to entrepreneurial freedom. Every entrepreneur aspires to build a prosperous business while enjoying financial and time freedom, but the reality often falls short.
- Indexed episodes, last 90 days
- 12
- Latest publication
- Sep 22, 2026
- Audience
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- Earliest in this view
- Jul 7, 2026
Latest episodes
Why Smart Investors Wait Years for a Check (opens the original)
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What if the best deal in your portfolio paid you absolutely nothing for three years? No cash flow. No distributions. Just silence. In this episode, we break down why that might actually be a sign you’re in the right deal—and how most investors misunderstand where real estate profits really come from. We walk step-by-step through a 289-unit ground-up development—from raw land to a stabilized, cash-flowing asset—and uncover how value is created long before a single dollar is distributed. If you’ve
You Think You’re Invested in Oil. But Is It the Right Way? (opens the original)
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Most investors think buying stock in an oil company means they're investing in oil. But direct oil and gas investing works very differently—and understanding that distinction opens the door to an entirely different set of potential benefits and risks. In part two with Ben Oberg of The Capitalist Network, Caleb takes a deeper look at how direct oil and gas investing works, including non-operated working interests, horizontal wells, diversification, cash flow, and the tax advantages that attract h
Why High Earners Are Looking Beyond Traditional Financial Advice (opens the original)
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What happens when your income has outgrown the way you invest? In this episode of Own The Exit, Caleb and Aaron sit down with Ben Oberg of The Capitalist Network to unpack what high-income accredited investors are actually prioritizing as they move beyond traditional financial strategies and take greater ownership of their wealth. From oil and its tax advantages to cash-flowing real estate, development deals, and institutional-grade assets, the conversation reveals why every investment doesn't n
This Vacant Building Became a 4X Deal (opens the original)
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Most investors are out hunting for “good deals”… but what if the real money isn’t found—it’s created? In this episode, we take you inside a real project that sat vacant for three years and show how it was transformed into a high-performing asset with multiple income streams. We walk through the full evolution of this building—from an outdated medical office with heavy restrictions to a thriving co-working hub, studio, and community space. This is a masterclass in seeing opportunity where others
Why We Bought Negative Cash Flow (opens the original)
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Most investors are chasing cash flow and appreciation… but what if those aren’t actually where your returns come from? In this episode, we break down the real drivers behind profitable real estate investing—and why focusing on surface-level metrics can quietly cost you millions. We walk through two real deals: one that had negative cash flow on day one but delivered massive upside, and another that looked “safe” with nearly 6% cash flow—but was actually projected to lose money. If you’ve ever re
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