[Form 4] Expensify, Inc. Insider Trading Activity
Filing Impact
Filing Sentiment
Form Type
4
Rhea-AI Filing Summary
Expensify, Inc. Chief Financial Officer Ryan Schaffer reported a mix of equity grants, RSU settlements, and tax-related share sales. On March 13, 2026, he acquired 28,141 shares of Class A common stock at $0.82 per share and 8,705 additional matched shares under the 2021 Stock Purchase and Matching Plan.
On March 15, 2026, vested restricted stock units settled into 3,922 shares of Class A common stock, with related movements in RSUs and LT50 common stock. On March 17 and March 24, 2026, a total of 6,033 Class A shares were sold by the issuer’s broker solely to cover tax obligations for matched shares and RSU vesting across certain employees, including Schaffer.
Following these transactions, Schaffer directly holds 238,671 shares of Class A common stock, along with indirect and derivative interests including 70,605 shares of LT50 common stock and 54,915 restricted stock units, reflecting ongoing equity-based compensation rather than discretionary net selling.
Positive
- None.
Negative
- None.
Insider Trade Summary
Net Seller: 6,033 shares ($4,801)
Net Sell
8 txns
Insider
Schaffer Ryan
Role
Chief Financial Officer
Sold
6,033 shs ($5K)
| Type | Security | Shares | Price | Value |
|---|---|---|---|---|
| Sale | Class A Common Stock | 2,700 | $0.84 | $2K |
| Sale | Class A Common Stock | 3,333 | $0.76 | $3K |
| Exercise | Restricted Stock Units | 3,922 | $0.00 | -- |
| Exercise | Restricted Stock Units | 3,922 | $0.00 | -- |
| Exercise | LT50 Common Stock | 3,922 | $0.00 | -- |
| Exercise | Class A Common Stock | 3,922 | $0.00 | -- |
| Grant/Award | Class A Common Stock | 28,141 | $0.82 | $23K |
| Grant/Award | Class A Common Stock | 8,705 | $0.00 | -- |
Holdings After Transaction:
Class A Common Stock — 238,671 shares (Direct, null);
Restricted Stock Units — 54,915 shares (Direct, null);
LT50 Common Stock — 70,605 shares (Indirect, See note)
Footnotes (1)
- Shares purchased pursuant to the Expensify, Inc. 2021 Stock Purchase and Matching Plan ("SPMP"). Shares granted as matched shares pursuant to the SPMP. Each restricted stock unit ("RSU") represents the contingent right to receive one share of Class A common stock. This transaction represents the settlement of vested RSUs in shares of Class A Common Stock. Represents the Reporting Person's pro rata portion of the total shares sold on the transaction date to cover taxes for shares granted as matched shares under the SPMP for certain employees of the Issuer. The price reported in Column 4 is a weighted average price of all shares sold on the transaction date by the Issuer's broker to cover taxes for shares granted as matched shares under the SPMP for certain employees of the Issuer. These shares were sold in multiple transactions at prices ranging from $0.74 to $0.78, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote. Represents the Reporting Person's pro rata portion of the total shares sold on the transaction date to cover taxes upon the vesting of RSUs for certain employees of the Issuer. The price reported in Column 4 is a weighted average price of all shares sold on the transaction date by the Issuer's broker to cover taxes upon the vesting of RSUs for certain employees of the Issuer. These shares were sold in multiple transactions at prices ranging from $0.82 to $0.86, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote. The restricted stock units vest 12.5% on September 15, 2022 and 1/32nd each quarter thereafter, on December 15th, March 15th, June 15th, and September 15th. Each restricted stock unit represents the contingent right to receive one share of LT50 common stock. This transaction represents the settlement of vested RSUs in shares of LT50 Common Stock. The LT50 Common Stock is convertible into the Issuer's Class A Common Stock on a one-to-one basis only upon, and generally cannot be transferred without, satisfaction of certain notice and other requirements, including a notice period of 50 months. The LT50 Common Stock will automatically convert into shares of the Issuer's Class A Common Stock on a one-to-one basis at such time as all of the then-outstanding shares of LT10 and LT50 Common Stock represent, in the aggregate, less than 2% of all then-outstanding shares of common stock. Deposited into the Expensify Voting Trust (the "Voting Trust"). The Reporting Person retains investment control and dispositive power over the shares deposited into the Voting Trust.
Key Figures
Shares sold for taxes: 6,033 shares
First tax sale price: $0.76/share
Second tax sale price: $0.84/share
+5 more
8 metrics
Shares sold for taxes
6,033 shares
Class A shares sold on Mar 17 and Mar 24, 2026 to cover taxes
First tax sale price
$0.76/share
Weighted average Class A sale price on Mar 17, 2026
Second tax sale price
$0.84/share
Weighted average Class A sale price on Mar 24, 2026
SPMP purchase grant
28,141 shares at $0.82
Class A shares acquired on Mar 13, 2026 under 2021 SPMP
Matched SPMP shares
8,705 shares
Additional Class A matched shares granted on Mar 13, 2026
RSUs settled into Class A
3,922 shares
Class A shares from vested RSUs on Mar 15, 2026
Direct Class A holding
238,671 shares
Shares of Class A common stock held after transactions
Outstanding RSUs and LT50
54,915 RSUs; 70,605 LT50 shares
Derivative and indirect equity interests after transactions
Key Terms
2021 Stock Purchase and Matching Plan, Restricted Stock Units, LT50 Common Stock, weighted average price, +1 more
5 terms
2021 Stock Purchase and Matching Plan financial
"Shares purchased pursuant to the Expensify, Inc. 2021 Stock Purchase and Matching Plan ("SPMP")."
Restricted Stock Units financial
"Each restricted stock unit ("RSU") represents the contingent right to receive one share of Class A common stock."
Restricted stock units are a type of company reward where employees are promised shares of stock, but they only fully own these shares after meeting certain conditions, like staying with the company for a set time. They matter because they can become valuable assets and are often used to motivate employees to help the company succeed.
LT50 Common Stock financial
"Each restricted stock unit represents the contingent right to receive one share of LT50 common stock."
weighted average price financial
"The price reported in Column 4 is a weighted average price of all shares sold on the transaction date by the Issuer's broker to cover taxes."
Weighted average price is the average price of a security where each trade or component is counted according to its size, so bigger trades pull the average more than smaller ones. Think of it like calculating the average cost of a grocery haul where items you bought more of have greater influence on the final per-item cost. Investors use it to understand the true average price paid or received, judge execution quality, and compare trading performance against market movement.
Voting Trust financial
"Deposited into the Expensify Voting Trust (the "Voting Trust"). The Reporting Person retains investment control and dispositive power."
A voting trust is an arrangement where shareholders temporarily transfer their voting rights to one or more trusted individuals (trustees) who vote on company matters on their behalf. It matters to investors because it consolidates decision-making power—like handing the car keys to a single driver for a journey—which can stabilize leadership or push through strategic plans but also reduces individual shareholders’ direct influence and can affect the company’s direction and stock value.
