Michael Massaro
CIK 1862130 · View on SEC EDGAR ↗
Insider
First SEC filing: May 25, 2021 · Latest: June 17, 2026
On this page
- Insider at Companies where this person is a reporting insider.
- Insider transactions Every share this person bought or sold, from Form 4 filings.
- Derivatives Options and other derivative holdings reported by this person.
- Initial holdings The stakes this person held when they first started reporting.
- Compensation Executive pay disclosed in company proxy statements.
Insider at
Insider transactions
0 buys (P)
6 sells (S)
Net:
$-5,742,948
+ 38 non-open-market transactions below
last 12 months, based on the transactions shown below
Price change vs current quote, split-adjusted for corporate actions since the filing — not benchmarked, not annualized, not size-weighted
38 other filings hidden
| Date | Ticker | Code | Shares | Price | Value | Owned after | Δ own | A/D | vs now |
|---|---|---|---|---|---|---|---|---|---|
| July 17, 2026 | FLYW | S 10b5-1 | 32,328 | $18.20 | $588,370 | 2,553,051 Direct | -1.25% | Disposed | 4.2% (price as of 2026-08-20) |
| July 16, 2026 | FLYW | S 10b5-1 | 92,672 | $18.62 | $1,725,553 | 2,585,379 Direct | -3.46% | Disposed | 1.9% (price as of 2026-08-20) |
| June 15, 2026 | FLYW | S 10b5-1 | 50,000 | $15.26 | $763,000 | 2,678,051 Direct | -1.83% | Disposed | 24.3% (price as of 2026-08-20) |
| May 6, 2026 | FLYW | S 10b5-1 | 38,170 | $16.62 | $634,385 | 2,766,035 Direct | -1.36% | Disposed | 14.1% (price as of 2026-08-20) |
| May 6, 2026 | FLYW | S 10b5-1 | 11,830 | $15.65 | $185,140 | 2,804,205 Direct | -0.42% | Disposed | 21.2% (price as of 2026-08-20) |
| March 2, 2026 | FLYW | S 10b5-1 | 150,000 | $12.31 | $1,846,500 | 2,906,969 Direct | -4.91% | Disposed | 54.1% (price as of 2026-08-20) |
| Sept. 5, 2024 | FLYW | S | 7,646 | $17.31 | $132,352 | 1,731,705 Direct | -0.44% | Disposed | 9.6% (price as of 2026-08-20) |
| Sept. 3, 2024 | FLYW | S | 8,629 | $18.04 | $155,667 | 1,739,351 Direct | -0.49% | Disposed | 5.2% (price as of 2026-08-20) |
| June 5, 2024 | FLYW | S | 7,631 | $16.69 | $127,361 | 1,746,882 Direct | -0.43% | Disposed | 13.7% (price as of 2026-08-20) |
| June 3, 2024 | FLYW | S | 8,698 | $16.95 | $147,431 | 1,754,513 Direct | -0.49% | Disposed | 11.9% (price as of 2026-08-20) |
| April 3, 2024 | FLYW | S | 4,892 | $24.07 | $117,750 | 307,548 Indirect | -1.57% | Disposed | -21.2% (price as of 2026-08-20) |
| April 3, 2024 | FLYW | S | 13,043 | $24.07 | $313,945 | 1,655,673 Direct | -0.78% | Disposed | -21.2% (price as of 2026-08-20) |
| March 20, 2024 | FLYW | S | 6,311 | $25.06 | $158,154 | 312,440 Indirect | -1.98% | Disposed | -24.3% (price as of 2026-08-20) |
| March 20, 2024 | FLYW | S | 16,828 | $25.06 | $421,710 | 1,668,716 Direct | -1.00% | Disposed | -24.3% (price as of 2026-08-20) |
| March 19, 2024 | FLYW | S | 18,689 | $25.11 | $469,281 | 318,751 Indirect | -5.54% | Disposed | -24.5% (price as of 2026-08-20) |
| March 19, 2024 | FLYW | S | 49,844 | $25.11 | $1,251,583 | 1,685,544 Direct | -2.87% | Disposed | -24.5% (price as of 2026-08-20) |
| March 5, 2024 | FLYW | S | 7,644 | $27.18 | $207,764 | 1,735,388 Direct | -0.44% | Disposed | -30.2% (price as of 2026-08-20) |
| March 4, 2024 | FLYW | S | 28,822 | $27.30 | $786,841 | 1,743,032 Direct | -1.63% | Disposed | -30.5% (price as of 2026-08-20) |
| Dec. 5, 2023 | FLYW | S | 7,679 | $23.40 | $179,689 | 947,970 Direct | -0.80% | Disposed | -18.9% (price as of 2026-08-20) |
| Oct. 18, 2023 | FLYW | S 10b5-1 | 10,749 | $29.03 | $312,043 | 955,649 Direct | -1.11% | Disposed | -34.7% (price as of 2026-08-20) |
| Oct. 17, 2023 | FLYW | S 10b5-1 | 11,457 | $29.00 | $332,253 | 966,398 Direct | -1.17% | Disposed | -34.6% (price as of 2026-08-20) |
| Oct. 5, 2023 | FLYW | S 10b5-1 | 11,457 | $29.76 | $340,960 | 977,855 Direct | -1.16% | Disposed | -36.3% (price as of 2026-08-20) |
| Oct. 4, 2023 | FLYW | S 10b5-1 | 10,857 | $29.38 | $318,979 | 989,912 Direct | -1.08% | Disposed | -35.4% (price as of 2026-08-20) |
| Oct. 4, 2023 | FLYW | S 10b5-1 | 600 | $30.30 | $18,180 | 989,312 Direct | -0.06% | Disposed | -37.4% (price as of 2026-08-20) |
| Sept. 19, 2023 | FLYW | S 10b5-1 | 11,457 | $30.20 | $346,001 | 1,000,769 Direct | -1.13% | Disposed | -37.2% (price as of 2026-08-20) |
| Sept. 18, 2023 | FLYW | S 10b5-1 | 11,457 | $30.93 | $354,365 | 1,012,226 Direct | -1.12% | Disposed | -38.7% (price as of 2026-08-20) |
| Sept. 6, 2023 | FLYW | S 10b5-1 | 11,457 | $33.40 | $382,664 | 1,023,683 Direct | -1.11% | Disposed | -43.2% (price as of 2026-08-20) |
| Sept. 5, 2023 | FLYW | S 10b5-1 | 11,457 | $33.82 | $387,476 | 1,035,140 Direct | -1.09% | Disposed | -43.9% (price as of 2026-08-20) |
| Sept. 5, 2023 | FLYW | S 10b5-1 | 7,742 | $33.75 | $261,292 | 1,046,597 Direct | -0.73% | Disposed | -43.8% (price as of 2026-08-20) |
| Aug. 30, 2023 | FLYW | S 10b5-1 | 11,457 | $32.99 | $377,966 | 1,054,339 Direct | -1.07% | Disposed | -42.5% (price as of 2026-08-20) |
| Aug. 29, 2023 | FLYW | S 10b5-1 | 11,457 | $31.95 | $366,051 | 1,065,796 Direct | -1.06% | Disposed | -40.6% (price as of 2026-08-20) |
| Aug. 18, 2023 | FLYW | S 10b5-1 | 11,457 | $30.27 | $346,803 | 1,077,253 Direct | -1.05% | Disposed | -37.3% (price as of 2026-08-20) |
| Aug. 17, 2023 | FLYW | S 10b5-1 | 11,457 | $30.70 | $351,730 | 1,088,710 Direct | -1.04% | Disposed | -38.2% (price as of 2026-08-20) |
| July 13, 2023 | FLYW | S 10b5-1 | 11,457 | $30.96 | $354,709 | 1,063,373 Direct | -1.07% | Disposed | -38.7% (price as of 2026-08-20) |
| July 12, 2023 | FLYW | S 10b5-1 | 11,457 | $29.84 | $341,877 | 1,074,830 Direct | -1.05% | Disposed | -36.4% (price as of 2026-08-20) |
| July 5, 2023 | FLYW | S 10b5-1 | 11,457 | $29.93 | $342,908 | 1,093,909 Direct | -1.04% | Disposed | -36.6% (price as of 2026-08-20) |
| July 3, 2023 | FLYW | S 10b5-1 | 11,457 | $30.92 | $354,250 | 1,105,366 Direct | -1.03% | Disposed | -38.6% (price as of 2026-08-20) |
| June 14, 2023 | FLYW | S 10b5-1 | 11,457 | $31.26 | $358,146 | 1,116,823 Direct | -1.02% | Disposed | -39.3% (price as of 2026-08-20) |
| June 13, 2023 | FLYW | S 10b5-1 | 11,457 | $32.31 | $370,176 | 1,128,280 Direct | -1.01% | Disposed | -41.3% (price as of 2026-08-20) |
| June 6, 2023 | FLYW | S 10b5-1 | 11,457 | $31.18 | $357,229 | 1,139,737 Direct | -1.00% | Disposed | -39.2% (price as of 2026-08-20) |
| June 5, 2023 | FLYW | S | 7,622 | $31.30 | $238,569 | 1,086,287 Direct | -0.70% | Disposed | -39.4% (price as of 2026-08-20) |
| June 5, 2023 | FLYW | S 10b5-1 | 11,457 | $31.04 | $355,625 | 1,151,194 Direct | -0.99% | Disposed | -38.9% (price as of 2026-08-20) |
| May 31, 2023 | FLYW | S 10b5-1 | 11,457 | $29.30 | $335,690 | 1,162,651 Direct | -0.98% | Disposed | -35.3% (price as of 2026-08-20) |
| May 30, 2023 | FLYW | S 10b5-1 | 11,457 | $29.66 | $339,815 | 1,174,108 Direct | -0.97% | Disposed | -36.0% (price as of 2026-08-20) |
| May 17, 2023 | FLYW | S 10b5-1 | 11,457 | $28.85 | $330,534 | 1,185,565 Direct | -0.96% | Disposed | -34.2% (price as of 2026-08-20) |
| May 16, 2023 | FLYW | S 10b5-1 | 11,457 | $30.54 | $349,897 | 1,197,022 Direct | -0.95% | Disposed | -37.9% (price as of 2026-08-20) |
| April 12, 2023 | FLYW | S 10b5-1 | 11,457 | $29.27 | $335,346 | 1,162,987 Direct | -0.98% | Disposed | -35.2% (price as of 2026-08-20) |
| April 11, 2023 | FLYW | S 10b5-1 | 50 | $29.27 | $1,464 | 1,174,444 Direct | 0.00% | Disposed | -35.2% (price as of 2026-08-20) |
| April 11, 2023 | FLYW | S 10b5-1 | 25,740 | $28.70 | $738,738 | 1,174,494 Direct | -2.14% | Disposed | -33.9% (price as of 2026-08-20) |
| April 4, 2023 | FLYW | S 10b5-1 | 19,033 | $29.11 | $554,051 | 1,200,234 Direct | -1.56% | Disposed | -34.8% (price as of 2026-08-20) |
| April 3, 2023 | FLYW | S 10b5-1 | 27,138 | $29.11 | $789,987 | 1,219,267 Direct | -2.18% | Disposed | -34.8% (price as of 2026-08-20) |
| March 29, 2023 | FLYW | S 10b5-1 | 2,000 | $29.04 | $58,080 | 1,246,405 Direct | -0.16% | Disposed | -34.7% (price as of 2026-08-20) |
| March 29, 2023 | FLYW | S 10b5-1 | 8,332 | $27.99 | $233,213 | 1,248,405 Direct | -0.66% | Disposed | -32.2% (price as of 2026-08-20) |
| March 28, 2023 | FLYW | S 10b5-1 | 24,296 | $27.31 | $663,524 | 1,256,737 Direct | -1.90% | Disposed | -30.5% (price as of 2026-08-20) |
| March 14, 2023 | FLYW | S | 22,013 | $26.31 | $579,162 | 1,281,033 Direct | -1.69% | Disposed | -27.9% (price as of 2026-08-20) |
| March 14, 2023 | FLYW | S 10b5-1 | 700 | $27.00 | $18,900 | 1,303,046 Direct | -0.05% | Disposed | -29.7% (price as of 2026-08-20) |
| March 14, 2023 | FLYW | S 10b5-1 | 4,166 | $25.80 | $107,483 | 1,303,746 Direct | -0.32% | Disposed | -26.5% (price as of 2026-08-20) |
| March 13, 2023 | FLYW | S 10b5-1 | 4,166 | $24.04 | $100,151 | 1,023,476 Direct | -0.41% | Disposed | -21.1% (price as of 2026-08-20) |
| Feb. 13, 2023 | FLYW | S 10b5-1 | 4,166 | $26.31 | $109,607 | 1,027,642 Direct | -0.40% | Disposed | -27.9% (price as of 2026-08-20) |
| Feb. 10, 2023 | FLYW | S 10b5-1 | 4,666 | $26.11 | $121,829 | 1,031,808 Direct | -0.45% | Disposed | -27.3% (price as of 2026-08-20) |
| Feb. 3, 2023 | FLYW | S 10b5-1 | 10,732 | $28.56 | $306,506 | 1,036,474 Direct | -1.02% | Disposed | -33.6% (price as of 2026-08-20) |
| Feb. 2, 2023 | FLYW | S 10b5-1 | 49,202 | $28.76 | $1,415,050 | 1,047,206 Direct | -4.49% | Disposed | -34.0% (price as of 2026-08-20) |
Showing latest 100 of 195 transactions
P = Open-market purchase · S = Sale · A = Grant/award · M = Option exercise · G = Gift · F = Tax withholding
Insider transactions are not a recommendation; sales are often driven by liquidity or tax reasons.
Derivative holdings (Form 4 Table II)
Options, RSUs and convertible securities reported on Form 4 Table II.
| Date | Ticker | Security | Underlying | Exercise price | Expiration | Shares | A/D |
|---|---|---|---|---|---|---|---|
| March 16, 2026 | FLYW | Employee Stock Option (right to buy) | Voting Common Stock (14,087) | $3.95 | Jan. 20, 2031 | 14,087 | Disposed |
| Feb. 28, 2025 | FLYW | Employee Stock Option (right to buy) | Voting Common Stock (41,587) | $3.95 | April 29, 2025 | 41,587 | Disposed |
| Feb. 28, 2025 | FLYW | Employee Stock Option (right to buy) | Voting Common Stock (18,435) | $3.28 | April 29, 2025 | 18,435 | Disposed |
| Feb. 28, 2025 | FLYW | Employee Stock Option (right to buy) | Voting Common Stock (88,731) | $0.59 | April 29, 2025 | 88,731 | Disposed |
| May 3, 2024 | FLYW | Employee Stock Option (right to buy) | Voting Common Stock (107,538) | $0.35 | April 29, 2025 | 107,538 | Disposed |
| Dec. 14, 2023 | FLYW | Employee Stock Option (right to buy) | Voting Common Stock (739,821) | $3.28 | Feb. 27, 2029 | 739,821 | Disposed |
| Dec. 14, 2023 | FLYW | Employee Stock Option (right to buy) | Voting Common Stock (78,983) | $0.35 | April 29, 2025 | 78,983 | Disposed |
| Dec. 14, 2023 | FLYW | Employee Stock Option (right to buy) | Voting Common Stock (40,815) | $0.59 | July 25, 2026 | 40,815 | Disposed |
| Dec. 14, 2023 | FLYW | Employee Stock Option (right to buy) | Voting Common Stock (93,938) | $0.20 | March 11, 2024 | 93,938 | Disposed |
| Aug. 1, 2023 | FLYW | Stock Option (right to buy) | Voting Common Stock (35,750) | $3.28 | Feb. 27, 2029 | 35,750 | Disposed |
| Dec. 22, 2022 | FLYW | Employee Stock Option (right to buy) | Voting Common Stock (12,500) | $3.28 | Feb. 27, 2029 | 12,500 | Disposed |
| May 27, 2022 | FLYW | Employee Stock Option (right to buy) | Voting Common Stock (210,000) | $0.59 | July 25, 2026 | 210,000 | Disposed |
| May 27, 2022 | FLYW | Employee Stock Option (right to buy) | Voting Common Stock (50,000) | $3.28 | Feb. 27, 2029 | 50,000 | Disposed |
| May 27, 2022 | FLYW | Employee Stock Option (right to buy) | Voting Common Stock (4) | $0.35 | April 29, 2025 | 4 | Disposed |
| May 27, 2022 | FLYW | Employee Stock Option (right to buy) | Voting Common Stock (1) | $0.20 | March 11, 2024 | 1 | Disposed |
| May 27, 2022 | FLYW | Employee Stock Option (right to buy) | Voting Common Stock (210,000) | $0.59 | July 25, 2026 | 210,000 | Disposed |
| May 27, 2022 | FLYW | Employee Stock Option (right to buy) | Voting Common Stock (50,000) | $3.28 | Feb. 27, 2029 | 50,000 | Disposed |
| May 27, 2022 | FLYW | Employee Stock Option (right to buy) | Voting Common Stock (4) | $0.35 | April 29, 2025 | 4 | Disposed |
| May 27, 2022 | FLYW | Employee Stock Option (right to buy) | Voting Common Stock (1) | $0.20 | March 11, 2024 | 1 | Disposed |
Exercise/conversion price is blank when not applicable (e.g. RSUs).
Initial ownership (Form 3) 12 holdings
Securities held when first becoming an insider, per SEC Form 3.
| Date | Ticker | Security | Shares | Ownership |
|---|---|---|---|---|
| May 25, 2021 | FLYW | Class A Common Stock [F1] | 1,225,530 | Direct |
| May 25, 2021 | FLYW | Class A Common Stock [F1] | 180,000 | Indirect |
| May 25, 2021 | FLYW | Class A Common Stock [F1] | 120,000 | Indirect |
| May 25, 2021 | FLYW | Employee Stock Option (right to buy)→ Class A Common Stock [F1] (93,939) | 93,939 | Direct |
| May 25, 2021 | FLYW | Employee Stock Option (right to buy)→ Class A Common Stock [F1] (78,792) | 78,792 | Direct |
| May 25, 2021 | FLYW | Employee Stock Option (right to buy)→ Class A Common Stock [F1] (107,733) | 107,733 | Direct |
| May 25, 2021 | FLYW | Employee Stock Option (right to buy)→ Class A Common Stock [F1] (105,948) | 105,948 | Direct |
| May 25, 2021 | FLYW | Employee Stock Option (right to buy)→ Class A Common Stock [F1] (233,598) | 233,598 | Direct |
| May 25, 2021 | FLYW | Employee Stock Option (right to buy)→ Class A Common Stock [F1] (856,506) | 856,506 | Direct |
| May 25, 2021 | FLYW | Employee Stock Option (right to buy)→ Class A Common Stock [F1] (302,724) | 302,724 | Direct |
| May 25, 2021 | FLYW | Employee Stock Option (right to buy)→ Class A Common Stock [F1] (300,000) | 300,000 | Direct |
| May 25, 2021 | FLYW | Employee Stock Option (right to buy)→ Class A Common Stock [F1] (300,000) | 300,000 | Direct |
Compensation (DEF 14A)
Matched by name from proxy statements (DEF 14A) — verify against the filing.
FLYW
CEO| Fiscal year | Salary | Bonus | Stock awards | Option awards | Non-equity incentive | Pension change | Other | Total |
|---|---|---|---|---|---|---|---|---|
| 2025 | $450,000 | — | $7,732,055 | — | $610,000 | — | $11,440 | $8,803,495 |
| 2024 | $450,000 | — | $9,295,443 | — | $241,776 | — | $11,598 | $9,998,817 |
| 2023 | $450,000 | — | $7,628,574 | — | $585,000 | — | $11,076 | $8,674,650 |
Figures from the Summary Compensation Table of the company's proxy statement (DEF 14A). Compensation is not a recommendation.