I’m 34 and bought NVIDIA options in my Roth IRA and now it’s worth millions – should I take the money out so I can actually retire?

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By John Seetoo Updated Published

Quick Read

  • The Stocks: Nvidia (NVDA) trades near $231.74 with Q1 FY 2027 revenue anticipated to reach $78.8 billion, serving as a wealth accelerator for a 34-year-old who built a multi-7-figure Roth IRA through LEAPS calls on the stock.

  • The Story: A FIRE strategist with a nearly $5 million Roth IRA faces the challenge of managing explosive gains from concentrated AI holdings while minimizing early withdrawal penalties and taxes before reaching traditional retirement age.

  • If you're focused on picking the right stocks and ETFs you may be missing the bigger picture: retirement income. That is exactly what The Definitive Guide to Retirement Income was created to solve, and it's free today. Read more here
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I’m 34 and bought NVIDIA options in my Roth IRA and now it’s worth millions – should I take the money out so I can actually retire?

© Shutterstock / JRdes and Alexey Emelyanov from Getty Images

The Financial Independence Retire Early (F.I.R.E.) strategy embraced by Millennials and some Gen-Xers can be rewarding in unexpected ways. Founded on principles of thrift and aggressive growth-oriented investment, FIRE is designed so that average market growth metrics will allow for retirement nest eggs to appreciate to a 7-figure target (about 25x annual expenses) that can support retirement at a 4% withdrawal rate while one is still in their 50s, or on rare occasions, in their 40s.

Anomalous market conditions can sometimes accelerate the process. As of mid-May 2026, disruptive technologies like Artificial Intelligence continue to act as rocket fuel for Nvidia (NASDAQ: NVDA) | NVDA Price Prediction. With the stock trading near $231.74 and the market anticipating Q1 FY 2027 revenue reaching $78.8 billion, the landscape for early retirees has shifted from simple growth to sophisticated wealth management.

LEAPS Into the FIRE

Business women touching the options screen
Denizce / Shutterstock.com

LEAPS (Long Term Equity Appreciation Securities) calls are long term call options with expirations up to 3 years into the future.

One 34-year-old who had been actively self-managing his retirement account bought synthetic long LEAPS (Long Term Equity Appreciation Securities) calls on NVDA for his Roth IRA that has grown into multiple 7 figures. Given that the options have appreciated to such a high level but will eventually expire, he plans to cash them out and convert them to index funds. While these funds may reach his F.I.R.E. target in the next 5-7 years, the high tax burden of early withdrawal remains a primary concern.

Beyond a mortgage at 2.97%, the family maintains maxed IRAs, 401-Ks, HSAs, and a 529, with an annual income exceeding $200,000. Their goal is to spend more time traveling and with family, potentially utilizing geographic arbitrage by relocating to high-performing school districts in Marietta, GA or Orlando, FL to optimize cost-of-living expenses.

He posted three scenarios on Reddit to solicit feedback:

  1. Early withdrawal with a 10% penalty and a 37% tax on the remainder, moving funds to a brokerage account to supplement income while gradually cutting workloads.
  2. Leaving the Roth IRA to grow for a more extravagant retirement, though this requires staying in his current role for another 25 years.
  3. Deploying systematic incremental withdrawals to limit tax liability to the next bracket, though this process would exceed a decade.

Other Considerations To Bear in Mind

Roth ira conversion memo near retro briefcase and glasses.
Vitalii Vodolazskyi / Shutterstock.com

Converting IRA and 401-K accounts to Roth accounts can save thousands in taxes at withdrawal if the conversion is done earlier before significant growth after the fact occurs.

With the Roth IRA at nearly $5 million and a target of $10 million, the focus should remain on preservation and strategic income. For those in similar positions in 2026, current Roth IRA contribution limits stand at $7,500 ($8,600 for those 50+). Additional strategies to explore include:

  • Utilizing 72t SEPP guidelines based on May 2026 Applicable Federal Rates (AFR) to create sustainable, penalty-free early distributions.
  • Implementing an options-overlay strategy, such as selling covered calls or cash-secured puts, to generate yield on the existing portfolio without total liquidation.
  • Reviewing 2026 ACA health insurance options to address the primary hurdle for early retirees leaving high-salary corporate roles.
  • Segregating annual expenses from current income to fund travel, preventing tax liabilities from disturbing the core retirement nest egg.
  • Evaluating the 2026 tax landscape for Roth conversion laddering to bridge the gap between early retirement and age 59 ½.

This article is intended to be construed solely as informational. If greater in-depth tax or retirement finance advice is warranted, a financial tax professional should be consulted.

Editor’s Note: This article was revised to include May 2026 market data for NVIDIA, updated 2026 Roth IRA contribution limits, current Applicable Federal Rates for 72(t) calculations, and new sections regarding geographic arbitrage and options-overlay income strategies.

Photo of John Seetoo
About the Author John Seetoo →

After 15 years on Wall Street with 7 of them as Director of Corporate and Municipal Bond Trading for a NYSE member firm, I started my own project and corporate finance consultancy. Much of the work involves writing business plans, presentations, white papers and marketing materials for companies seeking budgetary allocations for spinoffs and new initiatives or for raising capital for expansion or startup companies and entrepreneurs. On financial topics, I have been published under my own byline at The Motley Fool, 247wallst.com, DealFlow Events’ Healthcare Services Investment Newsletter and The Microcap Newsletter, among others.  Additionally, I have done freelance ghostwriting writing and editing for several financial websites, such as Seeking Alpha and Shmoop Financial. I have also written and been published on a variety of other topics from music, audiophile sound and film to musical instrument history, martial arts, and current events.  Publications include Copper Magazine, Fidelity (Germany), Blasting News, Inside Kung-Fu, and other periodicals.

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