Winmark Stock Is Down More Than 30% in 2026. Here’s What $1,000 Became in 10 Years

Nov 9, 2026
winmark-stock-is-down-more-than-30%-in-2026.-here’s-what-$1,000-became-in-10-years

Chris Lange

5 min read

Quick Read

  • A $1,000 bet on Winmark (NASDAQ:WINA) a decade ago grew to about $3,140, but the stock has dropped 32% in 2026.

  • Winmark trailed the S&P 500 (NYSEARCA:SPY) over one, five and ten years, even with dividends, which turned $1,000 into $3,140 versus $3,507.

  • Franchisees run the stores while Winmark collects royalties, producing $45 million of free cash flow and funding buybacks and special dividends.

  • Building a portfolio and living off one are two completely different skills, and almost nobody teaches the second. This problem is what The Definitive Guide to Retirement Income helps, and it is free today. Read more here. (Sponsor)

A $1,000 investment in Winmark (NASDAQ:WINA) made a decade ago would be worth $3,139.54 today, a 213.95% gain with dividends included. The catch is 2026: the shares are down 32.39% this year alone.

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How a Resale Franchisor Became a Cash Machine

Winmark owns the brands, and franchisees own the stores. Its 1,398 franchised locations run Plato’s Closet, Once Upon A Child, Play It Again Sports, Style Encore, and Music Go Round. Most of Winmark’s revenue comes from royalties, which reached $21.71M in Q3, up from $20.91M a year earlier.

Because Winmark doesn’t carry store costs, the business produced $44.70M of free cash flow in FY2025. Management handed cash back through buybacks and special dividends so heavily that shareholders’ equity now stands at -$37.4M.

Why 2026 Hurt

Winmark has missed EPS estimates for five straight quarters. The worst was Q2, when it reported $2.81 against an estimate of $3.14. The stock fell from $461.40 at February’s earnings report to $283.70 in October. Much of the extra spending is going into new advertising funds. CEO Brett Heffes explained why: “For many years Winmark and our franchisees have underinvested in the marketing necessary to consistently amplify our message across North America.”

Your $1,000 Tripled but Trailed the Market

Winmark’s figures include dividends. The S&P 500 figures use the share price of SPDR S&P 500 ETF Trust (NYSEARCA:SPY) only.

1-Year Return

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