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Eric’s Journey: How Cache Helped Protect Wealth as the Market Turned

How one investor used Cache to defer a $388K tax bill—and come out $278K ahead as markets turned volatile.

Srikanth Narayan

Founder and CEO

Aaron White, CFP®

Head of Investor Solutions

What you'll learn

Stock compensation has become one of the most powerful engines of wealth creation in corporate America. It lets employees participate in the upside of the companies they help build—and if the company is successful, that upside can be exponential.

Public companies spent over $350B on stock compensation in 2024, with "Magnificent 7" leading the way

But what starts as a reward can quickly become a risk.

As those shares grow in value, so does your overall exposure. And when much of your net worth is tied to one company, you carry substantial concentration risk. Left unmanaged, that risk could be a ticking time bomb.

We’ve met hundreds of employees at companies like Nvidia and Tesla who’ve experienced both sides of this coin over the years. Their shares have appreciated quickly and become a majority of their net worth. Selling to diversify would trigger massive capital gains taxes, so doing nothing is the easy route. But that leaves them exposed to the volatility of the stock price. A change in market sentiment can erase years of growth in their portfolio.

Over the last decade, investors holding high-growth stocks have experienced enormous returns, concentrating their portfolios.

That’s exactly the situation Eric, a long-time Tesla employee, found himself in during late 2024. His stock had skyrocketed. So had his concentration. The question wasn’t whether to act—but how to do it without losing a third of his gains to taxes.

Cache helped him do just that.

This is the story of how Eric avoided a $388k upfront tax bill—and positioned himself to withstand a 50% drop in Tesla stock. Today, he’s ahead by over $278K compared to doing nothing or selling outright.

Riding the Tesla Rollercoaster

Eric had been fortunate. His net worth had grown meaningfully over the years—almost entirely through his Tesla shares. While this created life-changing wealth, he recognized the risk of betting much of his financial future on Tesla alone. He decided that he’d like to diversify. 

Selling wasn’t attractive. His shares had appreciated more than 10x, and a sale would have triggered massive capital gains taxes, leaving him with a much smaller base to reinvest.

That’s when he found Cache.

Between November 2024 and March 2025, Eric contributed $1.12M of Tesla stock into Cache’s flagship Exchange Fund, UNIX. He diversified gradually by participating in seven separate Cache Exchange Fund closes over a few months. Dollar-cost averaging (through multiple contributions over time at different share prices) helped him reduce risk in a measured way. This allowed him to defer gains, keeping his full principal working in the market and positioning himself for reduced risk.

Here’s how that compares to a traditional “sell and reinvest” approach:

Cache Exchange Fund Sell and Reinvest (Hypothetical)
Initial Value (of Tesla stock) $1,120,000 $1,120,000
Cost Basis (of Tesla stock) $57,000 $57,000
Capital Gains Tax Triggered $0 $388,000
Total Invested Value $1,120,000 $730,000

All values rounded to nearest thousand.

“Capital Gains Tax Triggered” calculates the total taxes owed if he sold his stocks on days he participated in the Cache Exchange Fund. It assumes a 23.8% federal and 36.63% effective capital gains tax rate (including state and federal taxes) for a resident with an Adjusted Gross income over $1M+ in San Francisco, CA.

But did Eric make the right decision to diversify? The true benefit of that decision would become clear as the markets turned volatile.

What happened next

Eric’s first contribution came in November, when Tesla traded at $320. By December, the stock had surged to $485. It would’ve been easy to hesitate. But Eric stayed disciplined and continued to diversify across multiple closes.

Then, in early 2025, the momentum reversed sharply.

Between December and April, Tesla fell 53%—from $485 to $221.

By March 2025, broader economic uncertainty—driven largely by newly announced tariffs—had dragged down the entire market. Diversified portfolios felt the pullback too—but the impact was far smaller. Eric’s holdings in the Cache Exchange Fund were down 9.97% ($111K). Compared to the 34.6% decline ($389K), he would have faced holding Tesla directly.

Cache Exchange Fund (After fees and expenses) Hold Tesla Stock Sell and Reinvest in a Nasdaq-100 Index Fund
Initial Contributed Value $1,120,000 $1,120,000 $730,000
Value Change -$111,000 (-9.97%) -$389,000 (-34.6%) -$72,000 (-9.83%)
Values as of March 31, 2025 $1,009,000 $731,000
(Behind by $278K)
$658,000
(Behind by $351K)

All values rounded to nearest thousand.

Takeaways:
  • Eric’s decision to diversify with the Cache Exchange Fund preserved $278K in value compared to holding Tesla stock directly—despite a turbulent market.
  • If Eric had sold his stocks and reinvested into a Nasdaq-100 Index fund, his post-tax starting point would have been smaller. His portfolio would still trail his Cache holdings by more than $350K.

Lesson 1: You can’t predict your company’s future

When Eric started diversifying in November 2024, Tesla was climbing fast. Investor sentiment was euphoric, and many believed the stock still had plenty of room to run. For a moment, it looked like he’d diversified too early—Tesla continued to rally after his first contributions to Cache.

But markets don’t reward perfect timing. They reward discipline.

By the time Tesla had fallen more than 50% just a few months later, Eric’s decision looked prescient. He hadn’t tried to call the top. He just acted prudently, consistently, and early enough to avoid the worst of the drawdown.

Takeaway: Concentrated exposure can build wealth but is often a liability. Diversification is about protecting yourself from the parts you can’t see coming.

Lesson 2: Tax efficiency can be your secret superpower

For many investors we meet, taxes are the biggest obstacle to diversification. Selling a large stock position often means giving up a third of your gains in one go. That’s enough to keep most people sitting tight.

Eric faced the same dilemma. A traditional sale of his Tesla shares would have triggered over $388,000 in capital gains taxes, instantly reducing his investable capital by more than  35%.

Instead, he contributed those shares to the Cache Exchange Fund and deferred the tax entirely. That allowed him to keep his full $1.12M working in the market—giving him more capital, more exposure to growth, and more downside protection during a volatile stretch.

Without that option, Eric might have stayed concentrated and paid the price when Tesla dropped.

Takeaway: Keeping more of your capital working isn’t just efficient—it gives you a significant advantage.

Lesson 3: Diversification isn’t a strategy—it’s your financial safety net

The benefits of diversification are often only apparent in hindsight.

In Eric’s case, when Tesla reversed sharply, Eric’s diversified portfolio held its ground. That difference preserved nearly $278,000 of Eric’s wealth in just a few months.

Takeaway: Think of diversification as a safeguard for single-stock risk. It can dramatically soften the blow when things go wrong.

Lesson 4: Diversification doesn’t mean all-or-nothing

Eric didn’t need to go all in on diversification. When he first discovered Cache, he held more than $5 million in Tesla stock. Even now, he continues to hold a significant position.

He believes in the company. But he also believes in managing risk.

Cache’s structure made it easy to diversify gradually. With low minimums and bi-weekly closes, Eric was able to dollar-cost-average his exit—reducing exposure over time without having to make an all-or-nothing decision.

Takeaway: You don’t need to abandon your conviction to act prudently. Diversification can be incremental. With the tools at Cache, it can also be seamless.

Lesson 5: Diversification is a strategy for all markets

Eric made his most recent contribution to Cache in March 2025 after Tesla had already fallen 46% from its peak. Many investors might have hesitated, hoping for a rebound before taking action. But Eric understood something critical: just because a stock is down doesn’t mean the risk is gone. Eric stayed the course—proactively reducing risk instead of gambling on a recovery.

In fact, risk often increases after a drop. Still, investors tend to anchor to prior highs, waiting for the stock to “come back” before they act. But markets don’t move according to personal anchor points. While you wait, the market could race ahead, depriving you of a favorable entry point.

Diversifying after a decline may feel like locking in losses. But more often, it’s a way to avoid locking in even larger ones. Don’t try to catch a falling knife.

Takeaway: In volatile markets, diversification is about protecting what you have. Markets eventually recover, but there’s no guarantee that any stock will.

Final thoughts: Protecting wealth is as important as creating it

Eric’s story demonstrates what smarter diversification with the Cache Exchange Fund looks like in real life – particularly in volatile markets. He didn’t merely avoid major losses; he deferred a $388K tax bill and preserved $278K in value during a sharp market drop.

Most investors fixate on the hypothetical upside of the stocks they are holding. But Eric’s story poses more important questions:

What if your stock fell 50% tomorrow? What would you wish you had done today?

More than diversification, Cache helps you take control of your risk, protect what you’ve built, and stay positioned for growth—no matter the market. Take the first step toward long-term resilience. See if you’re a match >

Securities are distributed by Cache Securities LLC, member FINRA/SIPC. Cache Advisors LLC is the advisor to the Cache Exchange Fund and an Investment Advisor registered with the SEC. Registration with the SEC does not imply a certain level of skill or training. Cache Securities and Cache Advisors are affiliated and under the common control of Cache Financials, Inc.

The example shows an investor's experience in an Exchange Fund. However, some information was changed to protect individual investors' identities. Everyone's situation is different, and the purpose of this material is to inform; it should not be considered an offer, solicitation of an offer, or advice to buy or sell securities or investment products. The investments mentioned may not be appropriate for all clients. Cache does not make investment recommendations or assist in determining if an investment is appropriate for investors; they are responsible for ensuring that products suit their specific situation. A product is a long-term illiquid investment that is inappropriate for all investors. These products are for eligible, long-term investors willing to forego liquidity and put capital at risk for substantial periods. Regulations require a minimum holding period to realize the potential advantages. They may also have higher fees than traditional investments. While diversification may help spread risk, it does not assure a profit or protect against loss in a down market. There is always the potential of losing money when you invest in securities or other financial products, and all investments involve risk. The rate of return on investments can vary widely over time, especially for long-term investments. Investment losses are possible, including the potential loss of all amounts invested, including principal. Exchange Funds defers taxes but does not eliminate the need to pay them; taxes are due at the time of sale. However, exchange funds do allow for continued deferral, as there is no requirement to sell at a specified date.

Nasdaq® is a registered trademark of Nasdaq, Inc. Nasdaq-100 (NDX), a stock market index of equity securities issued by 100 of the largest non-financial companies listed on the Nasdaq stock exchange. The index is used herein for illustrative purposes only.

Cache Exchange Fund is an alternative investment. Regulations require certain eligibility criteria for participation. Cache Exchange Fund UNIX is a fund open to qualified purchasers only. Cache has funds available to both accredited investors and qualified purchasers.

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CEF I vs Nasdaq 100 Net Performance
Inception to End of 2024

Detailed Info

More detailed information

  • Cache Exchange Fund I, LLC (incepted March 8, 2024) returned 25.1% (vs. 17.4% for the Nasdaq-100 Index), outperforming by 7.7% returns net of fees since inception.

  • Cache Exchange Fund - GNU, LLC (incepted June 30, 2024) returned 18.1% (vs. 7.2%  for the Nasdaq-100 Index), outperforming by 10.9%. returns net of fees since inception.

  • Cache Exchange Fund - Unix, LLC (incepted August 30, 2024) returned 16.3% (vs. 7.6% for the Nasdaq-100), outperforming by 8.7%. returns net of fees since inception.

Cache Exchange Fund I
25.1%
Nasdaq-100 Index
17.4%
Outperformance
+7.7%
Sharpe Ratio Net Performance Fund
Inception to End of Year 2024

Detailed Info

More detailed information

The Sharpe ratio evaluates risk-adjusted performance by dividing a portfolio's excess returns over the risk-free rate by its volatility. However, its effectiveness is influenced by the selected time period, as different intervals can yield varying volatility estimates, potentially leading to inconsistent assessments of risk-adjusted return

Sharpe ratio was determined by calculating the monthly returns for the exchange funds and for the NASDAQ 100 Index and applying the formula: (annualized monthly returns - risk-free rate) / (monthly volatility annualized).   A 3-month U.S. Treasury was used for the risk-free rate.

  • Cache Exchange Fund I, LLC: 1.44 (vs. 1.03 for the Nasdaq-100 Index)

  • Cache Exchange Fund - GNU, LLC: 1.44 (vs. 0.54 for the Nasdaq-100 Index)

  • Cache Exchange Fund - Unix, LLC: 1.40 (vs. 0.65  for the Nasdaq-100 Index)

Cache Exchange Funds avg.
1.43
Nasdaq-100 Index
.73
Net Tracking Error (TE) All Funds vs Nasdaq-100
Inception to End of 2024

Detailed Info

More detailed information

Since inception, annualized tracking error is represented against the Nasdaq-100 benchmark. Tracking error has been to the upside, which will help with portfolio management in future years.

  • Cache Exchange Fund I, LLC: 3.8%

  • Cache Exchange Fund - GNU, LLC: 3.9%

  • Cache Exchange Fund - Unix, LLC: 3.8%

Since inception - December 31st, 2024, annualized tracking error Average Realized is represented against the Nasdaq-100 benchmark.

Goal
2% – 4%
Average Realized TE across all funds
3.8% – 3.9%

More detailed information

Cache Exchange Fund I, LLC (incepted March 8, 2024) returned 25.1% (vs. 17.4% for the Nasdaq-100 Index), outperforming by 7.7% returns net of fees since inception

Cache Exchange Fund - GNU, LLC (incepted June 30, 2024) returned 18.1% (vs. 7.2%  for the Nasdaq-100 Index), outperforming by 10.9%. returns net of fees since inception.

Cache Exchange Fund - Unix, LLC (incepted August 30, 2024) returned 16.3% (vs. 7.6% for the Nasdaq-100), outperforming by 8.7%. returns net of fees since inception.

More detailed information

Cache Exchange Fund I, LLC: 1.44 (vs. 1.03 for the Nasdaq-100 Index)

Cache Exchange Fund - GNU, LLC: 1.44 (vs. 0.54 for the Nasdaq-100 Index)

Cache Exchange Fund - Unix, LLC: 1.40 (vs. 0.65  for the Nasdaq-100 Index)

More detailed information

Cache Exchange Fund I, LLC: 3.8%
Cache Exchange Fund - GNU, LLC: 3.9%
Cache Exchange Fund - Unix, LLC: 3.8%