CO-COO Winn Walter Timothy bought 29,177 shares of SLND at $1.47; stock down -73.0% from 52-week high, company unprofitable with -21.2% annual revenue decline.
Winn Walter Timothy, the CO-COO and EVP, purchased 29,177 shares at $1.47 on 2026-03-31, increasing his holdings to 1,950,721 shares (a +1.5% increase). The transaction occurs amid significant company deterioration: Southland Holdings posted net income of $-75,269,000 in the latest quarter and annual revenue declined -21.2% year-over-year, with a current market cap of only $70,346,946.80. The stock is currently trading at $1.30, down -73.0% from its 52-week high of $4.81, though it has recovered +17.1% over the prior 30 days from its lows. At the same-ticker level, Winn's prior five trades at SLND show 3 of 5 were well-timed at the 90-day mark, but his cross-ticker buy history is limited (1 prior buy with -6.9% avg 90d return), whereas his 9 prior sells show strong timing discipline (88.89% well-timed rate at 90 days). This buy signal emerges when company fundamentals are deeply challenged and the stock faces a profound structural headwind, making this acquisition noteworthy given the executive's prior sell-heavy positioning elsewhere.