In this episode, I speak with T.C. Wilson, Chief Investment Officer of The Doctors Company (TDC Group), the nation's largest physician-owned medical malpractice insurer with $7 billion in assets under management. T.C. shares how he built an internal investment office, how insurance investing differs from endowment and foundation models, and why he treats surplus like an endowment portfolio.

We dive into his framework for portfolio construction, his views on innovation in asset management, the underrated value of evergreen structures, and the specific ways GPs can tailor their approach to win over insurance LPs. T.C. also shares why he’s cautious on large-cap private equity, how he thinks about downside protection, and what extreme ownership has taught him as a leader.

If you want to learn how a CIO with decades of experience invests across public and private markets with an eye toward solvency, surplus growth, and long-term resilience, you’ll want to listen to this one.

Guest Bio:

T.C. Wilson is the Chief Investment Officer of The Doctors Company (TDC Group), where he oversees more than $7 billion in assets under management. He joined the firm in 2017 after serving as an external investment consultant to the company for 18 years. Prior to TDC, T.C. worked at Mercer and led an institutional consulting group focused on insurance clients. He has over 35 years of experience in investment management and is known for his deep understanding of how to balance surplus growth, solvency, and risk-adjusted returns within the insurance framework.

Stay Connected: X / Twitter:

David Weisburd: @dweisburd

David Weisburd: https://www.linkedin.com/in/dweisburd/

Thomas (T.C) Wilson: https://www.linkedin.com/in/thomas-t-c-wilson-ab70b7a/

TDC Group: https://www.tdcg.com/

Questions or topics you want us to discuss on How I Invest? Email us at [email protected].

(0:00) Episode preview

(2:15) Capital allocation: Insurance vs. Endowments & $3.2 billion surplus impact

(4:52) Tax considerations in portfolio construction

(6:06) Traits of successful GPs and regulatory support

(10:22) Rated feeder notes and attracting insurance investors

(14:31) Evolution of asset managers and TDC Group's current strategy

(20:35) Private equity insights and evergreen fund benefits

(25:50) Investment strategy for downturns and portfolio resilience

(30:34) Illiquidity's role and criteria for new PE manager investments

(33:12) Portfolio construction vs. manager selection debate

(37:38) General partners' practices and AI's future impact on asset management

(42:11) Investor and allocator perspectives: Overrated and underrated aspects

(45:12) Extreme ownership and its influence on company success

(49:29) The significance of principles and culture in firms

(50:09) Conclusion and contact details

(50:19) Closing remarks