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Asure Software (NASDAQ: ASUR) director exercises options, uses shares for taxes

Filing Impact
(Neutral)
Filing Sentiment
(Neutral)
Form Type
4

Rhea-AI Filing Summary

Asure Software director Daniel M. Gill exercised employee stock options and used shares to cover the cost. On May 12, 2026, he exercised options for 5,000 shares of Asure Software common stock at $7.86 per share. To pay the exercise price and related obligations, 4,581 shares were disposed of as a tax-withholding transaction at a value of $8.58 per share, rather than through an open‑market sale. After these transactions, Gill directly owns 50,165 shares of Asure Software common stock. No stock options remain outstanding from this particular grant.

Positive

  • None.

Negative

  • None.
Insider GILL DANIEL M
Role null
Type Security Shares Price Value
Exercise Stock Option (Option to Buy) 5,000 $0.00 --
Exercise Asure Software, Inc. Common Stock ($0.01 par value) 5,000 $7.86 $39K
Tax Withholding Asure Software, Inc. Common Stock ($0.01 par value) 4,581 $8.58 $39K
Holdings After Transaction: Stock Option (Option to Buy) — 0 shares (Direct, null); Asure Software, Inc. Common Stock ($0.01 par value) — 50,165 shares (Direct, null)
Footnotes (1)
  1. These shares represent the payment of exercise price associated with the exercise of stock options that were originally granted on May 13, 2021. Represents grant of employee stock options that vested 1/3rd on the first anniversary of the grant date of May 13, 2021, (the "Grant Date") and the remaining 2/3rds vested over a period of two years in equal monthly installments with the last such vesting date being the third anniversary of the Grant Date.
Options exercised 5,000 shares Employee stock options exercised on May 12, 2026
Option exercise price $7.86 per share Exercise price for stock options granted May 13, 2021
Shares used for tax withholding 4,581 shares Tax-withholding disposition valued at $8.58 per share
Tax withholding share value $8.58 per share Value of shares delivered for exercise price/tax liability
Post-transaction holdings 50,165 shares Common stock directly owned after May 12, 2026 transactions
Remaining options from this grant 0 options DerivativeSummary shows no remaining options after exercise
tax-withholding disposition financial
"transaction_action: "tax-withholding disposition" describing delivery of shares for obligations"
A tax-withholding disposition is an event or transaction—such as selling or transferring securities, exercising options, or receiving compensation—that triggers a requirement to hold back part of the payment and remit it to tax authorities. It matters to investors because it reduces the cash they receive immediately and can change the timing and amount of taxable income, like a cashier taking a portion of your sale proceeds to pay taxes before you get the rest.
Exercise or conversion of derivative security financial
"transaction_code_description for code M: "Exercise or conversion of derivative security""
Stock Option (Option to Buy) financial
"security_title listed as "Stock Option (Option to Buy)" for the derivative"
exercise price financial
"footnote notes "payment of exercise price associated with the exercise of stock options""
The exercise price is the fixed amount at which you can buy or sell an asset, like a stock, when using an options contract. It matters because it helps determine whether exercising the option will be profitable or not, depending on the current market price. Think of it as the set price you agree on today to buy or sell later.
grant of employee stock options financial
"footnote describes "grant of employee stock options" with a three-year vesting schedule"
SEC Form 4
FORM 4UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940
OMB APPROVAL
OMB Number:3235-0287
Estimated average burden
hours per response:0.5
Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).
Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.
1. Name and Address of Reporting Person*
GILL DANIEL M

(Last)(First)(Middle)
17440 VIA LUGANO CT.

(Street)
MIROMAR LAKES FLORIDA 33913

(City)(State)(Zip)

UNITED STATES

(Country)
2. Issuer Name and Ticker or Trading Symbol
ASURE SOFTWARE INC [ ASUR ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
XDirector10% Owner
Officer (give title below)Other (specify below)
2a. Foreign Trading Symbol
3. Date of Earliest Transaction (Month/Day/Year)
05/12/2026
6. Individual or Joint/Group Filing (Check Applicable Line)
XForm filed by One Reporting Person
Form filed by More than One Reporting Person
4. If Amendment, Date of Original Filed (Month/Day/Year)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3) 2. Transaction Date (Month/Day/Year)2A. Deemed Execution Date, if any (Month/Day/Year)3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4)
CodeVAmount(A) or (D)Price
Asure Software, Inc. Common Stock ($0.01 par value)05/12/2026M5,000A$7.8650,165D
Asure Software, Inc. Common Stock ($0.01 par value)05/12/2026F(1)4,581D$8.5845,584D
Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned
(e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3) 2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (Month/Day/Year)3A. Deemed Execution Date, if any (Month/Day/Year)4. Transaction Code (Instr. 8) 5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 6. Date Exercisable and Expiration Date (Month/Day/Year)7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4) 8. Price of Derivative Security (Instr. 5) 9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4)
CodeV(A)(D)Date ExercisableExpiration DateTitleAmount or Number of Shares
Stock Option (Option to Buy)$7.8605/12/2026M5,000 (2)05/13/2026Asure Software, Inc. Common Stock ($0.01 par value)5,000$00D
Explanation of Responses:
1. These shares represent the payment of exercise price associated with the exercise of stock options that were originally granted on May 13, 2021.
2. Represents grant of employee stock options that vested 1/3rd on the first anniversary of the grant date of May 13, 2021, (the "Grant Date") and the remaining 2/3rds vested over a period of two years in equal monthly installments with the last such vesting date being the third anniversary of the Grant Date.
Remarks:
/s/ Daniel M. Gill05/14/2026
** Signature of Reporting PersonDate
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.
* Form 4: SEC 1474 (03-26)

FAQ

What insider transaction did Asure Software (ASUR) director Daniel M. Gill report?

Daniel M. Gill reported an option exercise and related tax-withholding share disposition. He exercised stock options for 5,000 Asure Software shares and used 4,581 shares to cover the exercise price and obligations, a routine, compensation-related event rather than an open‑market trade.

How many Asure Software (ASUR) shares did Daniel M. Gill acquire through option exercise?

He exercised employee stock options covering 5,000 shares of Asure Software common stock. These options had an exercise price of $7.86 per share and were originally granted on May 13, 2021, with vesting over three years according to the disclosed schedule.

How many Asure Software (ASUR) shares were used for tax withholding in this Form 4?

A total of 4,581 Asure Software shares were disposed of in a tax-withholding transaction. The shares were valued at $8.58 each and were delivered to cover the exercise price and related liabilities, rather than being sold on the open market.

What are Daniel M. Gill's holdings in Asure Software (ASUR) after these transactions?

Following the reported transactions, Daniel M. Gill directly holds 50,165 shares of Asure Software common stock. This post-transaction balance reflects both the 5,000-share option exercise and the 4,581 shares used for tax withholding on May 12, 2026.

Were Daniel M. Gill's Asure Software (ASUR) transactions open-market buys or sells?

They were not open-market trades. The Form 4 shows an option exercise (code M) and a tax-withholding disposition (code F), where shares were delivered to pay the exercise price and obligations, rather than being bought or sold on the stock market.

What do the footnotes reveal about Daniel M. Gill's Asure Software (ASUR) option grant?

The footnotes state the options were granted on May 13, 2021, vesting one-third after one year and the remaining two-thirds in equal monthly installments over the next two years, with the last vesting occurring on the third anniversary of the grant date.