Episode Details

Is the real edge in investing not picking assets but structuring how you allocate capital? Terence Thompson is a Vice President of Investments at DF Enterprises, about how single family offices think about portfolio construction, liquidity, and structural alpha. We break down why Terry uses a total portfolio approach, how family offices create edge through flexibility, and why being a liquidity provider during market stress is one of the most powerful strategies. We also discuss concentration risk in public markets, the evolution of private markets, and how allocators can think about illiquidity, secondaries, and niche opportunities.

Highlights:

• Why single family offices have a structural edge over multifamily offices
• Total portfolio approach vs traditional asset allocation
• Competing strategies for capital across the portfolio
• Why liquidity is critical during market dislocations
• Concentration risk in large cap equities
• Structural changes in small cap and private markets
• The impact of retail capital flowing into private equity
• How misaligned liquidity structures can hurt returns
• Where illiquidity premium still exists
• Underrated opportunities in small buyout and niche credit
• The role of behavioral bias in asset allocation
• Why risk tolerance should match the capital base

Guest Bio:

Terence Thompson is a Vice President of Investments at DF Enterprises, a single family office where he oversees investment strategy, portfolio construction, and manager selection across public and private markets. He has over a decade of institutional investment experience, including managing assets at Blue Cross Blue Shield of Arizona. Terry is a CFA charterholder, USAF veteran, and an active member of several investment and policy organizations. He focuses on building resilient portfolios that balance liquidity, risk, and long-term compounding.

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Sponsor:

AlphaSense is the AI-powered market intelligence platform trusted by 85% of the S&P 100, helping investment professionals make faster, more confident, data-driven decisions. Built for hedge funds, asset allocators, private venture capital firms, and investment bankers, AlphaSense uses advanced AI and powerful search across premium proprietary content to surface the insights that matter most—before the market moves. Elevate your research and stay ahead of the competition. Visit https://www.alpha-sense.com/howiinvest/ to learn more.

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X/Twitter: @dweisburd LinkedIn: https://www.linkedin.com/in/dweisburd/ Weisburd Capital: https://www.weisburdcapital.com/

Stay Connected with Terence Thompson:

LinkedIn:https://www.linkedin.com/in/terencemthompson/

Questions or topics you want us to discuss on How I Invest? Email us at david@weisburdcapital.com.

Disclaimer:

This podcast is for informational purposes only and does not constitute investment, financial, legal, or tax advice. Nothing in this episode should be interpreted as an offer to buy or sell any securities or to participate in any investment strategy. All opinions expressed by the host and guests are their own and do not represent the views of Weisburd Capital. Participants may hold positions or have financial interests in the companies, funds, or investments discussed. Any references to specific investments are for ill