DiscoverHow I Invest with David WeisburdE192: Lessons from a Top Pension Turnaround w/Anurag Chandra
E192: Lessons from a Top Pension Turnaround w/Anurag Chandra

E192: Lessons from a Top Pension Turnaround w/Anurag Chandra

Update: 2025-07-28
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This podcast features Anurag discussing key aspects of his career in finance, contrasting the importance of intelligence (IQ) with emotional intelligence (EQ) and networking in achieving business success. He emphasizes the latter, highlighting the power of collaboration. He then details his successful turnaround of a poorly performing pension fund, attributing the success to improved governance, thorough risk analysis, strategic asset allocation, and, to some extent, fortunate timing. The discussion transitions to his current role in family office management, comparing and contrasting the approaches needed for managing institutional funds versus family wealth, focusing on differing time horizons and risk profiles. Finally, Anurag delves into tax loss harvesting strategies and the benefits and risks of model delivery in investment management, including the potential for adverse selection. Throughout, he highlights the synergistic value of his experience as an investor, allocator, and operator.

Outlines

00:00:00
IQ vs. EQ in Business Success

The discussion begins by contrasting the importance of high IQ versus a strong network in achieving success. Anurag argues that a strong network and other qualities outweigh raw intelligence in a business context, emphasizing the power of teamwork and collaboration.

00:11:38
Pension Fund Turnaround and Asset Allocation

Anurag details his experience leading a significant turnaround of a poorly performing pension fund. He discusses the importance of governance, risk analysis, and strategic asset allocation in achieving top-decile performance. The role of luck and timing in investment decisions is also acknowledged.

00:23:52
Lessons from Pension Management to Family Office

Anurag shares insights gained from his experience managing a pension fund and applies them to his current role at a family office. He emphasizes the importance of understanding time horizons and risk profiles, and the differences in approach between managing large institutional funds and family wealth.

00:26:54
Tax Loss Harvesting and Model Delivery

The conversation delves into tax loss harvesting strategies and model delivery, explaining the process and benefits of replicating successful investment models. The potential for adverse selection in model delivery is also discussed.

00:30:49
The Synergies of Investor, Allocator, and Operator Roles

Anurag discusses the unique combination of his skills as an investor, allocator, and operator, and how these experiences have informed his approach to asset management. He highlights the importance of synthesizing information from diverse fields and the benefits of cross-functional knowledge.

Keywords

Emotional Intelligence (EQ)


The ability to understand and manage one's own emotions and the emotions of others; crucial for business success.

Network


A group of individuals connected through social or professional relationships; vital for accessing resources and opportunities.

Asset Allocation


Dividing investments across different asset classes to optimize risk and return.

Governance


The system of rules and processes by which an organization is directed and controlled; essential for effective decision-making.

Pension Fund Management


The management of retirement funds, involving investment strategies, risk management, and regulatory compliance.

Family Office Management


Managing the financial affairs of wealthy families, requiring personalized investment strategies and wealth preservation techniques.

Tax Loss Harvesting


A tax optimization strategy involving selling losing investments to offset capital gains.

Model Delivery


Providing investment models to clients, allowing them to replicate the manager's strategy.

Q&A

  • What is the most significant factor contributing to success in business: high IQ or a strong network?

    A strong network and emotional intelligence are more crucial than high IQ, especially in collaborative environments.

  • How did you achieve a dramatic turnaround in the San Jose pension fund's performance?

    Improved governance, risk analysis, strategic asset allocation, and fortunate timing contributed to the turnaround.

  • What are the key differences in managing a pension fund versus a family office?

    Pension funds have longer time horizons and more formalized governance, while family offices offer greater flexibility.

  • What are the benefits and potential drawbacks of model delivery in investment management?

    Model delivery offers cost savings and control, but carries the risk of adverse selection.

Show Notes

In this episode, I spoke with Anurag Chandra, Chief Investment Officer of a single-family office and longtime trustee and former Investment Committee Chair of the San Jose Federated City Employees’ Retirement System (FSERS). Over the past decade, Anurag has helped transform FSERS from one of the worst-performing pension plans in the U.S. into a top-decile performer. He’s also an experienced operator, venture capitalist, and accidental allocator—with hard-won insight into everything from re-risking public portfolios to model delivery and tax-loss harvesting.

In our conversation, Anurag shared how EQ, team dynamics, and governance structure often outperform raw IQ in investing—and how he helped rebuild a $2.2B pension plan through careful governance reform, luck, and great timing. We also covered how he now applies those same principles at a nimble family office, blending institutional rigor with operational agility.


Highlights:



  • Why Anurag believes a 120 IQ and a great network beats a 160 IQ and no network

  • The governance overhaul that led San Jose FSERS from bottom-2 to top-decile performance

  • Lessons from studying Canadian pension best practices

  • How his CIO made a bold move during the March 2020 crash—and why it paid off

  • Why he thinks more family offices should behave like institutions

  • A breakdown of model delivery, tax-loss harvesting, and custom indexing

  • How his operator/investor/allocator background informs his investing philosophy

  • Thoughts on emotional intelligence in finance—and why it’s more than a “soft skill”


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Guest Bio:
Anurag Chandra is currently the Chief Investment Officer of a single-family office based in the Bay Area. He previously served for nearly a decade on the board of the San Jose Federated City Employees’ Retirement System, including several years as Chair of the Investment Committee. Under his leadership, the pension plan went from being one of the lowest-performing in the country to a consistent top-decile performer. Anurag has also worked as a venture capitalist, operator, and advisor, with 25+ years of professional experience across legal, investment, and entrepreneurial roles.


Our Podcast now receives more than 300,000 downloads a month. Are you interested in sponsoring an episode? Please email David Weisburd at david@weisburdcapital.com.


#VentureCapital #VC #Startups #OpenLP #assetmanagement


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Stay Connected:
X / Twitter:
David Weisburd: @dweisburd


LinkedIn:
David Weisburd: https://www.linkedin.com/in/dweisburd/
Anurag Chandra: https://www.linkedin.com/in/anchandra/


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




(0:00 ) Episode preview
(1:11 ) The Value of EQ and Resourcefulness in Business
(11:40 ) Anurag Chandra's Career and San Jose Pension Fund Turnaround
(19:14 ) Governance and Manager Selection Challenges in Pension Funds
(23:45 ) Applying Pension Fund Lessons to Family Office Management
(26:52 ) Strategies in Tax Optimization and Asset Allocation
(30:05 ) Model Delivery Concerns in Asset Management
(30:58 ) Integrating Skills for Better Investment Decisions
(34:41 ) Cross-functional Experience and First Principles Thinking
(35:05 ) The Role of a Board Member and Opinion Strength
(37:02 ) Closing remarks
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E192: Lessons from a Top Pension Turnaround w/Anurag Chandra

E192: Lessons from a Top Pension Turnaround w/Anurag Chandra

David Weisburd