Insider Activity Spotlight: Clearwater Analytics Holdings Inc.
1. Recent Dealings and What They Mean
On March 31, 2026, Chief Revenue Officer Erickson Scott Stanley executed a series of RSU‑related transactions: three bulk “buy” events (3,125 shares, 5,156 shares, 26,998 shares) followed by three “sell‑to‑cover” trades (14,378 shares, 2,747 shares, 1,665 shares). These moves are routine vesting mechanics rather than discretionary sales, so they don’t signal a change in sentiment. However, the timing—just after a 1.71 % weekly gain and a price of $23.80—suggests that the company’s incentive program remains tightly aligned with shareholder value.
Across the board, the top four executives (CFO Cox, CTO Das, CEO Sahai, Client Officer Sethi) each performed nine transactions in the same period. The mix of buys and sells is balanced, indicating that insiders are neither piling on nor unloading large positions. This pattern is typical for a high‑growth tech firm whose leadership often sells to meet tax obligations on vested equity.
2. Investor Takeaway
For shareholders, the insider activity signals stability. Stanley’s RSU sales are mandated “sell‑to‑cover” transactions, not a sign of confidence erosion. The absence of any sizable aftermarket sales from the other executives supports the view that the leadership remains invested in the company’s long‑term upside. In a sector where valuation swings can be dramatic, such consistency can act as a quiet anchor for patient capital.
That said, Clearwater’s price has been under pressure in 2025, reflected in a negative P/E of –163.46 and a loss reported in the amended 2025 annual report. The current 1.71 % weekly gain is a modest rebound, and the 10.88 % buzz on social media indicates that investors are watching the company more closely than usual. As the firm continues to invest in platform expansion and moves toward a performance‑linked equity cadence, insiders’ continued alignment with shareholder interests may help steady the ship through a volatile cycle.
3. Erickson Scott Stanley – A Profile
Stanley has been a steady presence in Clearwater’s boardroom since early 2025. His transaction history shows a pattern of:
- RSU Vesting – Consistent, large‑volume vesting events (up to 26,998 shares) that reward him for the company’s performance.
- Tax‑Cover Sales – Regular “sell‑to‑cover” trades that keep his net holdings in line with tax‑planning requirements.
- Limited Direct Stock Purchases – Occasional buy trades (e.g., 30,250 shares on 2026‑02‑18) that reinforce his confidence in the company.
Overall, Stanley’s net position after the March 31 trades remains above 150,000 shares, reflecting a long‑term commitment. His activity is in line with executive compensation policies that emphasize equity vesting tied to milestones rather than speculative trading.
4. Looking Ahead
Clearwater’s upcoming strategic moves—particularly the proposed merger with GT Silver BidCo—could unlock new capital and broaden its platform footprint. If the merger proceeds, insiders will likely see larger vesting pools, potentially prompting more “sell‑to‑cover” activity in the near term. For investors, the key will be to monitor how the company balances aggressive growth funding against shareholder value preservation. As long as insiders maintain their alignment with the company’s performance‑based equity plan, the stock may find a stable footing even as it navigates the next phase of expansion.
| Date | Owner | Transaction Type | Shares | Price per Share | Security |
|---|---|---|---|---|---|
| 2026-03-31 | Erickson Scott Stanley (Chief Revenue Officer) | Buy | 3,125.00 | 0.00 | Class A Common Stock |
| 2026-03-31 | Erickson Scott Stanley (Chief Revenue Officer) | Buy | 5,156.00 | 0.00 | Class A Common Stock |
| 2026-03-31 | Erickson Scott Stanley (Chief Revenue Officer) | Buy | 26,998.00 | 0.00 | Class A Common Stock |
| 2026-03-31 | Erickson Scott Stanley (Chief Revenue Officer) | Sell | 14,378.00 | 23.80 | Class A Common Stock |
| 2026-03-31 | Erickson Scott Stanley (Chief Revenue Officer) | Sell | 2,747.00 | 23.80 | Class A Common Stock |
| 2026-03-31 | Erickson Scott Stanley (Chief Revenue Officer) | Sell | 1,665.00 | 23.80 | Class A Common Stock |
| 2026-03-31 | Erickson Scott Stanley (Chief Revenue Officer) | Sell | 3,125.00 | 0.00 | Restricted Stock Unit |
| 2026-03-31 | Erickson Scott Stanley (Chief Revenue Officer) | Sell | 5,156.00 | 0.00 | Restricted Stock Unit |
| 2026-03-31 | Erickson Scott Stanley (Chief Revenue Officer) | Sell | 26,998.00 | 0.00 | Restricted Stock Unit |
| 2026-03-31 | Das Souvik (Chief Technology Officer) | Buy | 4,688.00 | 0.00 | Class A Common Stock |
| 2026-03-31 | Das Souvik (Chief Technology Officer) | Buy | 5,156.00 | 0.00 | Class A Common Stock |
| 2026-03-31 | Das Souvik (Chief Technology Officer) | Buy | 17,819.00 | 0.00 | Class A Common Stock |
| 2026-03-31 | Das Souvik (Chief Technology Officer) | Sell | 2,738.00 | 23.80 | Class A Common Stock |
| 2026-03-31 | Das Souvik (Chief Technology Officer) | Sell | 9,458.00 | 23.80 | Class A Common Stock |
| 2026-03-31 | Das Souvik (Chief Technology Officer) | Sell | 2,490.00 | 23.80 | Class A Common Stock |
| 2026-03-31 | Das Souvik (Chief Technology Officer) | Sell | 4,688.00 | 0.00 | Restricted Stock Unit |
| 2026-03-31 | Das Souvik (Chief Technology Officer) | Sell | 5,156.00 | 0.00 | Restricted Stock Unit |
| 2026-03-31 | Das Souvik (Chief Technology Officer) | Sell | 17,819.00 | 0.00 | Restricted Stock Unit |
| 2026-03-31 | Cox James S (Chief Financial Officer) | Buy | 3,125.00 | 0.00 | Class A Common Stock |
| 2026-03-31 | Cox James S (Chief Financial Officer) | Buy | 7,813.00 | 0.00 | Class A Common Stock |
| 2026-03-31 | Cox James S (Chief Financial Officer) | Buy | 26,998.00 | 0.00 | Class A Common Stock |
| 2026-03-31 | Cox James S (Chief Financial Officer) | Sell | 1,783.00 | 23.80 | Class A Common Stock |
| 2026-03-31 | Cox James S (Chief Financial Officer) | Sell | 4,456.00 | 23.80 | Class A Common Stock |
| 2026-03-31 | Cox James S (Chief Financial Officer) | Sell | 15,392.00 | 23.80 | Class A Common Stock |
| 2026-03-31 | Cox James S (Chief Financial Officer) | Sell | 3,125.00 | 0.00 | Restricted Stock Unit |
| 2026-03-31 | Cox James S (Chief Financial Officer) | Sell | 7,813.00 | 0.00 | Restricted Stock Unit |
| 2026-03-31 | Cox James S (Chief Financial Officer) | Sell | 26,998.00 | 0.00 | Restricted Stock Unit |
| 2026-03-31 | Sahai Sandeep (Chief Executive Officer) | Buy | 12,539.00 | 0.00 | Class A Common Stock |
| 2026-03-31 | Sahai Sandeep (Chief Executive Officer) | Buy | 75,918.00 | 0.00 | Class A Common Stock |
| 2026-03-31 | Sahai Sandeep (Chief Executive Officer) | Buy | 21,991.00 | 0.00 | Class A Common Stock |
| 2026-03-31 | Sahai Sandeep (Chief Executive Officer) | Sell | 35,717.00 | 23.80 | Class A Common Stock |
| 2026-03-31 | Sahai Sandeep (Chief Executive Officer) | Sell | 10,349.00 | 23.80 | Class A Common Stock |
| 2026-03-31 | Sahai Sandeep (Chief Executive Officer) | Sell | 5,901.00 | 23.80 | Class A Common Stock |
| 2026-03-31 | Sahai Sandeep (Chief Executive Officer) | Sell | 12,539.00 | 0.00 | Restricted Stock Unit |
| 2026-03-31 | Sahai Sandeep (Chief Executive Officer) | Sell | 21,991.00 | 0.00 | Restricted Stock Unit |
| 2026-03-31 | Sahai Sandeep (Chief Executive Officer) | Sell | 75,918.00 | 0.00 | Restricted Stock Unit |
| 2026-03-31 | Sethi Subi (Chief Client Officer) | Buy | 7,813.00 | 0.00 | Class A Common Stock |
| 2026-03-31 | Sethi Subi (Chief Client Officer) | Buy | 26,998.00 | 0.00 | Class A Common Stock |
| 2026-03-31 | Sethi Subi (Chief Client Officer) | Buy | 7,813.00 | 0.00 | Class A Common Stock |
| 2026-03-31 | Sethi Subi (Chief Client Officer) | Sell | 3,641.00 | 23.80 | Class A Common Stock |
| 2026-03-31 | Sethi Subi (Chief Client Officer) | Sell | 3,641.00 | 23.80 | Class A Common Stock |
| 2026-03-31 | Sethi Subi (Chief Client Officer) | Sell | 12,576.00 | 23.80 | Class A Common Stock |
| 2026-03-31 | Sethi Subi (Chief Client Officer) | Sell | 7,813.00 | 0.00 | Restricted Stock Unit |
| 2026-03-31 | Sethi Subi (Chief Client Officer) | Sell | 7,813.00 | 0.00 | Restricted Stock Unit |
| 2026-03-31 | Sethi Subi (Chief Client Officer) | Sell | 26,998.00 | 0.00 | Restricted Stock Unit |




