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  1. The Private Equity Podcast, by Raw Selection
  2. Mentored by a Billionaire: How to Invest, Create Value and Exit at the Right Time
Mentored by a Billionaire: How to Invest, Create Value and Exit at the Right Time

Mentored by a Billionaire: How to Invest, Create Value and Exit at the Right Time

The Private Equity Podcast, by Raw Selection · Sep 1, 2026

Mentored by billionaire Sam Zell, Alex Rawlings reveals his strategy for lower-middle market PE: patient growth, team building, & timely exits.

Billionaire Sam Zell's 'Professional Opportunist' Strategy Finds Value Where Others Don't

Taught by Sam Zell, this approach involves seeking investment opportunities in overlooked 'white spaces' with rigorous discipline. It counters the negative perception of opportunism by emphasizing process and structured analysis to uncover unique risk-return profiles that others miss.

Mentored by a Billionaire: How to Invest, Create Value and Exit at the Right Time thumbnail

Mentored by a Billionaire: How to Invest, Create Value and Exit at the Right Time

The Private Equity Podcast, by Raw Selection·a month ago

The Biggest Mistake in Lower-Middle-Market PE is Moving Too Fast Post-Acquisition

The most common error in lower-middle-market private equity is rushing growth initiatives. The superior approach is to first invest in infrastructure, even if it temporarily lowers cash flow. This builds a solid foundation for sustainable growth and protects the company's original 'secret sauce'.

Mentored by a Billionaire: How to Invest, Create Value and Exit at the Right Time thumbnail

Mentored by a Billionaire: How to Invest, Create Value and Exit at the Right Time

The Private Equity Podcast, by Raw Selection·a month ago

Under-Leverage LMM Companies to Free CEOs for Growth-Oriented Decisions

Granite Creek intentionally uses less debt than typical PE firms to ensure portfolio company CEOs are not constrained by covenants. This empowers them to make sound operational investments for long-term growth, rather than focusing on short-term bank relations or fearing covenant breaches.

Mentored by a Billionaire: How to Invest, Create Value and Exit at the Right Time thumbnail

Mentored by a Billionaire: How to Invest, Create Value and Exit at the Right Time

The Private Equity Podcast, by Raw Selection·a month ago

Unlock LMM Growth by Reinvesting the Founder's Personal 'Lifestyle' Cash Flow

Many LMM entrepreneurs fund their lifestyle directly from company cash flow, stalling growth investments. A key PE strategy is to provide the founder liquidity, then redirect that previously personal cash flow back into the business to fund expansion, such as building a proper sales team.

Mentored by a Billionaire: How to Invest, Create Value and Exit at the Right Time thumbnail

Mentored by a Billionaire: How to Invest, Create Value and Exit at the Right Time

The Private Equity Podcast, by Raw Selection·a month ago

Use Hiring Assessments to Guide Deeper Questions, Not to Make the Final Call

Personality assessments like DiSC are not a hiring oracle but a tool for generating data points. Use the results to identify potential concerns and then discuss those weaknesses directly with the candidate. This approach prompts deeper dialogue and can even lead to self-correction by the candidate.

Mentored by a Billionaire: How to Invest, Create Value and Exit at the Right Time thumbnail

Mentored by a Billionaire: How to Invest, Create Value and Exit at the Right Time

The Private Equity Podcast, by Raw Selection·a month ago

The Optimal Time to Sell a Portfolio Company Is When You Least Want To

An investor's peak confidence, when a company has a great team and strong growth, is often the moment of maximum market value. Having the discipline to sell during this 'green light' period, even when it feels counterintuitive, is key to maximizing returns before the market cycle turns.

Mentored by a Billionaire: How to Invest, Create Value and Exit at the Right Time thumbnail

Mentored by a Billionaire: How to Invest, Create Value and Exit at the Right Time

The Private Equity Podcast, by Raw Selection·a month ago

Leave Large CapEx Projects for the Next Buyer to Make Your Company a More Attractive Exit

A smart exit strategy involves leaving certain value-creation levers untouched. While a lower-middle-market fund might build out a sales team, it should leave large, capital-intensive projects for the next owner. This creates a compelling, capital-ready growth story for larger buyers.

Mentored by a Billionaire: How to Invest, Create Value and Exit at the Right Time thumbnail

Mentored by a Billionaire: How to Invest, Create Value and Exit at the Right Time

The Private Equity Podcast, by Raw Selection·a month ago