CEO Michael Massaro and a 10% owner (Voss Capital) sold a combined $2.76M of FLYW shares in the last week of August / first days of September. The CEO's $2.07M open-market sale is the largest single trade and follows a broader pattern of $3.1M in insider sales over the prior 30 days. Tax-withholding share surrenders by multiple other C-suite officers (President, CFO, General Counsel, Chief Payments Officer) are routine non-cash events tied to equity vesting and carry no economic signal. Given the company's $2.3B market cap, total open-market selling of $2.76M represents 0.12% of market cap — modest in absolute proportion but notable for being CEO-led within a cluster context. Cross-filing amplifiers for cluster + insider trades are all statistically significant, supporting an elevated impact score. Sentiment is bearish with a notable impact score of 5.
Price Chart
Executive Summary
CEO Michael Massaro and a 10% owner (Voss Capital) sold a combined $2.76M of FLYW shares in the last week of August / first days of September. The CEO's $2.07M open-market sale is the largest single trade and follows a broader pattern of $3.1M in insider sales over the prior 30 days. Tax-withholding share surrenders by multiple other C-suite officers (President, CFO, General Counsel, Chief Payments Officer) are routine non-cash events tied to equity vesting and carry no economic signal. Given the company's $2.3B market cap, total open-market selling of $2.76M represents 0.12% of market cap — modest in absolute proportion but notable for being CEO-led within a cluster context. Cross-filing amplifiers for cluster + insider trades are all statistically significant, supporting an elevated impact score. Sentiment is bearish with a notable impact score of 5.
Key Financial Metrics
Key Facts
- CEO Michael Massaro sold 112,500 shares open-market for $2.07M on September 1.
- 10% owner Voss Capital LP sold 37,000 shares open-market for $695K on August 28.
- Total open-market selling in this cluster: $2.76M (0.12% of $2.3B market cap).
- Four other C-suite officers engaged only in tax-withholding share surrenders (non-cash, no economic signal).
- Prior 30-day insider selling totaled $3.1M, indicating persistent insider distribution.
Financial Impact
CEO and 10% owner sold $2.76M combined — 0.12% of market cap.
Risk Factors
- CEO selling may presage weaker Q3 results or guidance.
- Voss Capital's partial exit reduces a supportive large shareholder base.
- Persistent insider selling pattern ($5.86M in 37 days) despite modest absolute proportion (0.25% of market cap).
Market Snapshot
Investment Themes
Documents Analyzed
This report is based on 1 SEC document filed with EDGAR.
| Document | Accession Number |
|---|---|
| CLUSTER Data (Synthetic) | cluster-FLYW-1788506241581 |
Filters
| Type | Now | ||||
|---|---|---|---|---|---|
Oct 22, 2026 4d ago | Press Release | $19.15 | awaiting T+60 | — | $19.15 (−0.00%) |
Sep 15, 2026 5w ago | Insider Cluster | $17.80 | awaiting T+60 | — | $19.15 (+7.58%) |
Sep 10, 2026 6w ago | Insider Cluster | $17.75 | awaiting T+60 | — | $19.15 (−7.89%) |
Sep 3, 2026 7w ago | Insider Cluster | $18.55 | awaiting T+60 | — | $19.15 (−3.23%) |
Aug 19, 2026 9w ago | Press Release | $18.83 | awaiting T+60 | — | $19.15 (+1.70%) |
Aug 12, 2026 10w ago | Press Release | $17.46 | awaiting T+60 | — | $19.15 (+9.68%) |
Aug 7, 2026 11w ago | 144 | $17.78 | awaiting T+60 | — | $19.15 (+7.71%) |
Jul 6, 2026 16w ago | Insider Cluster | $18.55 $17.50 | ▼ −5.66% | ▼ −7.66% | $19.15 (+3.23%) |
Jun 26, 2026 17w ago | Institutional Cluster | $17.54 $17.13 | ▼ −2.37% | ▼ −6.85% | $19.15 (+9.18%) |
Jun 17, 2026 18w ago | Insider Cluster | $15.85 | awaiting T+60 | — | $19.15 (−20.82%) |
US Market Status
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