Freshworks CFO/COO Tyler Sloat Has Sold $37.8M — Then Bought $2M in a Rare Insider Purchase
Freshworks CFO and COO Tyler Sloat sold $37.8M in FRSH stock, then reversed course with a $2M open-market purchase in November 2025 — a rare insider buy signal at a beaten-down SaaS stock.
Tyler Sloat, Chief Financial and Operating Officer of Freshworks (FRSH), has filed 238 insider transactions totaling $37.8 million in career sales — but his most recent trade tells a different story. In November 2025, Sloat purchased 171,615 shares for $2.0 million at $11.62/share, a rare open-market buy from a C-suite executive who had been a consistent seller.
The Numbers
| Metric | Value |
|---|---|
| Career Sell Value | $37.8M |
| Career Buy Value | $2.0M |
| Total Transactions | 238 |
| Last Transaction | 2026-02-01 |
| Shares Remaining | 1,149,244 |
Recent Activity
| Date | Type | Shares | Price | Est. Value |
|---|---|---|---|---|
| 2025-11-11 | Buy | 171,615 | $11.6200 | $2.0M |
The November 2025 purchase stands in stark contrast to Sloat's prior 237 selling transactions. At $11.62 per share, he bought near Freshworks' post-IPO lows — the stock debuted at $36 in September 2021. The $2M buy represents meaningful personal conviction: a CFO/COO deploying his own capital into a stock he'd spent years selling is one of the strongest insider signals available.
What It Means
Sloat's reversal from net seller ($37.8M) to buyer ($2M) is the textbook insider buy pattern that academic research has shown to be predictive. When a C-suite executive who has been systematically selling suddenly turns buyer with their own money, it typically signals that internal visibility into the business has improved materially. The $11.62 price implies Sloat believes Freshworks is significantly undervalued.
Freshworks operates in the competitive customer service and IT management SaaS market, facing pressure from Salesforce and ServiceNow. The stock's decline from $36 IPO price to $11.62 reflects both sector-wide SaaS multiple compression and Freshworks-specific growth deceleration. Sloat's buy at this level — while maintaining 1.15M shares — suggests the CFO sees a floor in the business fundamentals that the market hasn't priced in yet.
What to Watch
- Whether Sloat makes additional open-market purchases in coming months
- Freshworks' next earnings report for revenue growth acceleration signals
- Other FRSH insiders following Sloat's buy with their own purchases
- SaaS sector sentiment shifts and potential M&A activity in the mid-cap space
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