Portfolio Manager Reveals How Selling a 19-Bagger Too Early Changed His Investment Philosophy Forever

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By Thomas Richmond Published

Quick Read

  • Matt Ancrum’s field research led to a correct call to sell Fastenal (FAST) before a 55% sell-off. However, they ended up missing an eventual 19-fold gain from the stock’s lowest point.

  • Holding quality businesses through the storm is typically one of the investing industry’s best-kept secrets for building wealth.

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Portfolio Manager Reveals How Selling a 19-Bagger Too Early Changed His Investment Philosophy Forever

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On a recent episode of The Compound and Friends hosted by Josh Brown, former Janus analyst Matt Ancrum told a story about how he’d made the correct call that Fastenal (NASDAQ:FAST | FAST Price Prediction) stock would sell off, but by selling the position, the firm missed out on the stock’s eventual 19x move. This was an epiphany moment that showed the importance of holding for the long term.

The Trade That Looked Genius

On the podcast, the guests told the story about how back in the day, Fastenal, a Minnesota-based industrial distributor that sells nuts, bolts, and other fasteners, accounted for about 8% of the firm’s portfolio. Field research with regional VPs flagged that Fastenal would miss its upcoming earnings, so they sold the stock. Looking back, Ancrum said, “I looked like a genius,” because Fastenal went on to drop 55% while the broader market dropped 15%.

Then came the gut punch. From that low point of roughly $0.65 split-adjusted, Fastenal rose 19-fold while the S&P 500 roughly quadrupled over the same time period. Clients praised the firm for being “saved” by the sell call, but they ended up missing a generational compounder.

Why Fastenal Came Back

Fastenal has a great business model because its industrial products typically account for less than 3% of total project costs, yet missing a single fastener can stop entire construction crews. Fastenal has pricing power because customers pay for reliable supply rather than saving pennies to find the cheapest products themselves.

Fastenal is still a well-run business today. In Q4 2025, the business posted revenue of $2.027 billion, up 11.1% year over year, with EPS of $0.26. Contract customers reached 73.8% of sales, and the FMI device installed base grew to 136,638 MEUs.

The Hero’s Journey of 100-Baggers

Ancrum’s story fits a pattern. Brown framed the universal challenge as “the willingness to endure 50% drawdowns” and described the pattern of 100-baggers as “the hero’s journey,” where companies often have to “come back from the dead” to deliver their biggest gains. Neeraj Khemlani added that over the life of a 100-bagger, “nearly every single one of them experiences an existential event.”

The data shows that most 100-bagger stocks suffer maximum drawdowns of around 70%. The journey is brutal by design.

The Lesson for Finding 100-Bagger Stocks

For investors building retirement portfolios, the takeaway is that the willingness to do nothing can often be one of the most important factors for compounding wealth.

Photo of Thomas Richmond
About the Author Thomas Richmond →

Thomas Richmond is a financial writer and content strategist with 5+ years of experience covering stocks and financial markets. He has published over 250 articles focused on individual stock analysis, helping investors better understand business fundamentals, stock valuations, and long-term opportunities.

Thomas previously served as a Content Lead at TIKR, a stock research platform, where he helped scale the company’s blog to hundreds of articles per month and contributed to a weekly newsletter reaching more than 100,000 investors.

He specializes in breaking down complex companies into clear, actionable insights for everyday investors, with a focus on fundamentals-driven research.

His work has also been featured on platforms including Seeking Alpha and Sure Dividend.

Outside of work, Thomas enjoys weight lifting and soccer.

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