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December 6, 2025 41 mins

In this episode of The Deal Podcast, host Joshua Wilson sits down with Philip Boggia to unpack an unconventional investing journey that began in federal law enforcement and evolved into a full-time life as a limited partner investor.

Philip shares how a single conversation with a supervisor during a government shutdown led him to read Rich Dad Poor Dad, rethink assets and liabilities, and begin a decade-long transition away from a traditional W-2 career. What followed was not overnight success, but years of disciplined learning, lifestyle trade-offs, and hands-on experience in real estate before expanding into private equity and alternative investments.

This conversation covers what it really looks like to start investing without excess capital, including selling personal assets, scaling back lifestyle, and learning to ignore advice from people who are not living the life you want. Philip explains how podcasts, mentors, and investor communities helped him stay focused when peers discouraged him, and why mindset mattered more than tactics early on.

The discussion also explores Philip’s evolution as an investor, from small multifamily properties to LP positions in resort-based private equity, private credit, and equity funds. He shares how relationship-driven deal flow led to an unexpected opportunity to co-found a wine brand, Pazzo Wine, alongside a former witness he once escorted as a U.S. Marshal, leveraging an existing resort platform to bring the brand to life.

Listeners will hear a candid breakdown of what a full-time LP actually does day to day, how Philip thinks about diversification, risk, and sponsor alignment, and why freedom of time and family presence ultimately drove every decision. The episode closes with practical guidance for anyone still in a demanding job who wants to create future options without chasing hype or shortcuts.

This episode is for operators, investors, and professionals who want a grounded look at building wealth slowly, intentionally, and with clarity around lifestyle goals.

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