SAIL SailPoint, Inc. Insider Trading

CFO Carolan sells 84,416 shares across 4 transactions (Apr 7-9) at $12.03 avg; stock now $11.06, down 54.4% from 52-week high.

Brian Carolan, Chief Financial Officer of SailPoint, executed 4 separate sales totaling 84,416 shares for $1,015,497.56 between April 7–9, 2026, at prices ranging from $11.42 to $12.80 (blended average $12.03). The current stock price of $11.06 sits 54.4% below the 52-week high and has declined 27.8% over the prior 30 days and 43.8% over the prior 90 days. Carolan's cross-ticker sell history shows 8 prior open-market sales with a 100.00% well-timed rate at the 90-day mark (negative returns after his sells), and his same-ticker record at SAIL shows 5 of 5 prior sells were well-timed at the 90-day mark, most recently in January 2026 with 90-day returns of -36.6%, -35.6%, and -31.8%. The company remains unprofitable (net income $-35,975,000.00 for the latest quarter; full-year net loss) despite generating $281,942,000.00 in quarterly revenue and posting 24.4% annual revenue growth. This filing warrants close attention given the CFO's consistent pattern of selling before significant price declines, the deteriorating stock price trajectory, and the company's ongoing losses.

Chief People Officer Payne Abby sells 41,460 shares for $507,044.46 at $12.23 avg price; stock now -54.4% from 52-week high.

Payne Abby, Chief People Officer, executed 4 separate sales totaling 41,460 shares for $507,044.46 on 2026-04-07 through 2026-04-09 at prices ranging from $11.42 to $12.80, with a blended average of $12.23. This represents a -4.3% reduction from her pre-transaction holdings of 971,966 shares. Notably, her prior trades at SailPoint show a consistent pattern: all 5 prior sells at this ticker were well-timed at the 90-day mark, with average 90-day returns of -13.0%, and her cross-ticker track record shows a 100.00% well-timed rate on 5 prior sells. Meanwhile, SailPoint faces material headwinds—the company is unprofitable (full-year net income was negative), has posted a $-36.0M net loss in the latest quarter despite $281.9M in revenue, and the stock has declined -27.8% in the last 30 days and -43.8% over 90 days. The insider's execution during this period of accelerating weakness, combined with her demonstrated pattern of well-timed sales at this specific ticker, warrants attention to whether the current selling reflects information asymmetries or market signals that public investors should assess independently.

General Counsel Schmitt sold 46,074 shares (46.1K) at $12.23 avg on 2026-04-07 to 09 as stock falls 27.8% in 30 days

Christopher Schmitt, General Counsel and Secretary, executed 4 separate sales totaling 46,074 shares for $563,473.79 across April 7-9, 2026, at blended average price $12.23, reducing holdings by 3.3% to 1,355,551 shares. The timing is notable: the stock has declined 27.8% over the past 30 days and is trading at $11.06, down 54.4% from its 52-week high of $24.26. This sale follows a consistent pattern in Schmitt's at SAIL: his prior 5 trades at this ticker were all well-timed at the 90-day mark, with 90-day returns of -24.8%, -26.1%, -25.8%, -11.7%, and -13.6%, suggesting the stock has systematically declined after his sales. The company reported -$36.0M net income against $281.9M quarterly revenue, indicating ongoing unprofitability despite 24.4% annual growth. The convergence of a pattern of well-timed prior exits at this specific ticker and a General Counsel-level officer selling into sharp downward momentum warrants investor scrutiny of recent business developments.

SailPoint President Matt Mills sold 83.7K shares for $1.0M in 4 separate April 2026 sales; stock down 54.4% from 52-week high.

Matt Mills, President of SailPoint, executed 4 separate sales totaling 83,688 shares for $1,023,484.27 ($12.23 blended average) over April 7-9, 2026, reducing his holdings by 3.3% to 2,451,334 shares. The timing is significant: his prior 5 sales at SailPoint all proved well-timed at the 90-day mark (negative 90d returns ranging from -10.2% to -36.6%), and the stock is currently trading at $11.06—already 54.4% below its 52-week high of $24.26 and down 27.8% in the last 30 days alone. SailPoint remains unprofitable (full-year net income of $-35,975,000.00), though revenue grew 24.4% year-over-year to $281,942,000.00 in the latest quarter. Mills' consistent execution of sell trades that precede stock declines at this specific ticker warrants close observation as the stock continues its downtrend post-transaction.

CEO Mark D. McClain sells 227,464 shares for $2,781,833.19 across 4 transactions; stock down 54.4% from 52-week high and unprofitable.

Mark D. McClain, CEO of SailPoint, executed 4 separate sales totaling 227,464 shares for $2,781,833.19 (blended average $12.23) during 2026-04-07 to 2026-04-09, reducing his holdings by 2.7%. The timing is notable: the stock now trades at $11.06, down 27.8% in 30 days and 43.8% in 90 days from the sale window, and 54.4% below its 52-week high of $24.26. Across his same-ticker history at SAIL, McClain's 5 prior sells all proved well-timed at the 90-day mark, with declines ranging from 10.2% to 36.6%. The company's fundamentals show a mixed picture: revenue of $281,942,000.00 grew 24.4% year-over-year, but net income was negative at $-35,975,000.00 with full-year profitability also negative. The pattern of repeated well-timed sales by the CEO into a deteriorating stock price, combined with persistent unprofitability despite revenue growth, raises questions about the sustainability of the current valuation.

SailPoint CFO Brian Carolan sold 58,833 shares for $1,150,543.08 in 3 tranches over Jan 6-8; continues perfect 90-day timing record.

Brian Carolan, SailPoint's Chief Financial Officer, executed three separate sales totaling 58,833 shares for $1,150,543.08 across January 6–8, 2026, at a blended average price of $19.56, reducing his holdings by 4.4%. Notably, his cross-ticker insider track record shows 5 prior sells with a 100.00% well-timed rate and average 90-day return of -13.4%, indicating consistent pattern recognition. At SAIL specifically, all 5 prior trades executed perfectly timed entries to declines, with 90-day returns ranging from -9.9% to -17.1%. The current stock price of $19.54 is -24.0% from the 52-week high and down -10.1% over the past 90 days, consistent with the downward trajectory Carolan's prior sales have preceded. The negative net income of $-35,975,000.00 on latest quarterly revenue of $281,942,000.00 underscores operational headwinds that may provide context for his capital-allocation decisions.

SAIL CEO McClain sold 165,891 shares for $3,243,124.85 across 3 days (Jan 6–8, 2026) at $19.23–$19.90; stock now $19.54, -24.0% from 52-week high.

McClain Mark D., the Chief Executive Officer, executed 3 separate sales totaling 165,891 shares for $3,243,124.85 over a three-day period (January 6–8, 2026), reducing his holdings by 2.3% from 7.20M to 7.03M shares. The blended average sale price of $19.55 is marginally above the current market price of $19.54, yet the stock has declined 24.0% from its 52-week high of $25.70 and fallen 10.1% over the past 90 days. His same-ticker history at SAIL shows 5 prior sells, all of which were well-timed at the 90-day mark, with average 90-day returns ranging from -9.9% to -17.1%; this new sale occurs against a backdrop of negative price momentum and consistent prior pattern of selling into strength before declines. The company's latest quarterly fundamentals show net income of -$35,975,000.00 against revenue of $281,942,000.00, indicating operational losses that may inform context for the executive's capital management.

President Mills Matt sold 53,275 shares for $1,041,412.13; all 5 prior SAIL trades were well-timed declines.

Mills Matt, President of SailPoint, executed 3 separate sales totaling 53,275 shares for $1,041,412.13 between January 6–8, 2026, at an average price of $19.55. His post-transaction holdings of 1,850,983 shares represent a -2.8% reduction from the prior 1,904,258 shares. Notably, his prior 5 sales at SAIL all achieved 90-day negative returns (range -9.9% to -17.1%), establishing a 100% well-timed sell rate at this ticker. At the current price of $19.54, this filing shows near-identical execution to his recent historical pattern: trading near the 52-week range midpoint ($15.65–$25.70, currently -24.0% from the high) and immediately preceding a stock that trades -1.7% over the last 30 days. The company's net income of $-36.0M against revenue of $281.9M provides operational context for why an insider with consistent pre-decline sell timing on this ticker may warrant investor monitoring.

General Counsel Schmitt sells 26,545 shares for $518,823.87; prior 5 same-ticker sales all well-timed (100% win rate at 90d).

Christopher Schmitt, General Counsel and Secretary, executed 3 separate sales totaling 26,545 shares for $518,823.87 between 2026-01-06 and 2026-01-08 at prices ranging from $19.23 to $19.90, leaving him with 1,043,319 shares post-transaction. His prior trade history at SAIL is striking: all 5 prior sells were well-timed at the 90-day mark, with outcomes ranging from -9.9% to -17.1%, demonstrating a consistent pattern of selling ahead of declines. The stock is currently -24.0% from its 52-week high and down -10.1% over 90 days, placing it near the lower end of its historical range. This sale, combined with his established track record of well-timed exits at this ticker and the company's negative net income of $-35,975,000.00, warrants investor attention to the broader operational and market context that may have informed the timing.

CFO Carolan sells 157,763 shares for $3.5M across 5 transactions (Oct 7-9); holds 1.34M shares post-sale

CFO Brian Carolan executed 5 separate sales totaling 157,763 shares for $3,543,168.14 at a blended average price of $22.46 across October 7–9, 2025. The stock currently trades at $23.30, near the 52-week high of $25.70 and up 12.8% over the past 30 days and 15.5% over 90 days, indicating favorable recent momentum. Carolan retains 1,336,628 shares post-transaction, representing a reduction of approximately 10.6% of his pre-transaction holdings. SailPoint is currently unprofitable (net income: $-10,552,000.00 in the latest quarter) despite a market cap of $13.0B and revenue of $264,359,000.00. The sale size and multi-tranche execution structure, combined with the company's current negative profitability, warrant examination of any material developments or scheduled equity-related events at the company.