Too Much Google, Tesla, Nvidia? | Wes Gray & Srikanth Narayan Explain a Smarter Way Out
Excess ReturnsMay 24, 202500:56:54

Too Much Google, Tesla, Nvidia? | Wes Gray & Srikanth Narayan Explain a Smarter Way Out

In this episode of Excess Returns, we dive deep into one of the most complex and pressing issues facing successful investors today: what to do with concentrated stock positions. Whether from employee stock compensation or a major investment win, holding too much of a single stock presents serious tax and diversification challenges. Our guests—Wes Gray of Alpha Architect, Sri Narayan of Cache Financial, and guest host Dave Nadig—break down the innovative solutions that are changing the game. From exchange funds to Section 351 conversions, this is a masterclass in modern wealth and risk management.

Here's more details about the fund:

https://usecache.com/product/sp-500-exchange-fund

https://usecache.com/companion/cache-announces-new-sp-500-benchmarked-fund

Topics Covered:

The problem with concentrated stock positions and why it’s getting worse

How stock-based compensation fuels investor overexposure

Why traditional exchange funds fall short—and how Cache is solving it

Understanding Section 351 ETF conversions and tax-deferred diversification

The mechanics behind Cache's NASDAQ 100 and S&P 500 strategies

How exchange funds work: structure, lockups, and liquidity

Using ETFs to rebalance and solve diversification constraints

Real estate allocations and the 20% illiquid asset requirement

Costs, fees, and transparency of the modern exchange fund model

Regulatory and legal perspectives behind the structure

Practical advice for advisors and investors with low-basis positions

How to access, evaluate, and engage with Cache and Alpha Architect solutions

Timestamps:
00:00 – Intro to stock compensation and its market impact
01:00 – Wes and Sri outline the ETF and exchange fund challenge
03:00 – What Section 351 is and why it matters
06:00 – How stock concentration issues are growing
08:00 – The scale of stock-based compensation in tech
10:00 – Sri’s journey founding Cache Financial
12:00 – Limitations of traditional exchange funds
14:00 – Mechanics of balancing exchange fund portfolios
17:00 – The innovation: combining 351 with exchange funds
21:00 – How the ETF conversion process works
25:00 – Real estate in exchange funds and the 20% rule
28:00 – Costs, fees, and white hat transparency
30:00 – Lockup periods and what happens after 7 years
35:00 – Diversified ETF distributions and tax implications
38:00 – Operational structure and future scaling
44:00 – Minimums, access, and onboarding small investors
48:00 – Advisor use cases and practical implementation
50:00 – Custody, billing, and transparency for RIAs
52:00 – Regulatory and legal confidence in the structure
55:00 – Where to learn more and how to get started