Insider · CIK 0001862130

Massaro Michael

Reports to the SEC for 1 company · BOSTON, MA

sec.gov

Transactions

Companies

Filings

CIK

0001862130

Forms 4 and 5

Insider transactions

50 trades

Date	Company	Role	Code	Shares	Price	Value	Shares after
2026-09-01	FLYWFlywire CorpF Tax Payment	Director, Chief Executive Officer	FTax Payment	−40K sh	$18.18	−$727K	2,513,058
2026-09-01	FLYWFlywire CorpS Sale	Director, Chief Executive Officer	SSale	−113K sh	$18.39	−$2.07M	2,400,558
2026-07-17	FLYWFlywire CorpS Sale	Director, Chief Executive Officer	SSale	−32.3K sh	$18.20	−$588K	2,553,051
2026-07-16	FLYWFlywire CorpS Sale	Director, Chief Executive Officer	SSale	−92.7K sh	$18.62	−$1.73M	2,585,379
2026-06-15	FLYWFlywire CorpS Sale	Director, Chief Executive Officer	SSale	−50K sh	$15.26	−$763K	2,678,051
2026-06-01	FLYWFlywire CorpF Tax Payment	Director, Chief Executive Officer	FTax Payment	−39.8K sh	$16.61	−$661K	2,726,236
2026-05-06	FLYWFlywire CorpS Sale	Director, Chief Executive Officer	SSale	−11.8K sh	$15.65	−$185K	2,804,205
2026-05-06	FLYWFlywire CorpS Sale	Director, Chief Executive Officer	SSale	−38.2K sh	$16.62	−$634K	2,766,035
2026-03-16	FLYWFlywire CorpM Exercise/Conversion	Director, Chief Executive Officer	MExercise/Conversion	+14.1K sh	$3.95	+$55.6K	2,816,035
2026-03-16	FLYWFlywire Corp · Employee Stock Option (right to buy)M Exercise/Conversion	Director, Chief Executive Officer	MExercise/Conversion	−14.1K sh	—	—	544,326
2026-03-02	FLYWFlywire CorpS Sale	Director, Chief Executive Officer	SSale	−150K sh	$12.31	−$1.85M	2,906,969
2026-03-02	FLYWFlywire CorpF Tax Payment	Director, Chief Executive Officer	FTax Payment	−105K sh	$12.43	−$1.31M	2,801,948
2026-02-24	FLYWFlywire CorpA Award	Director, Chief Executive Officer	AAward	+752K sh	—	—	3,056,969
2025-12-24	FLYWFlywire CorpG Gift	Director, Chief Executive Officer	GGift	−465K sh	—	—	192,193
2025-12-24	FLYWFlywire CorpG Gift	Director, Chief Executive Officer	GGift	+465K sh	—	—	2,305,158
2025-12-01	FLYWFlywire CorpF Tax Payment	Director, Chief Executive Officer	FTax Payment	−26.5K sh	$13.78	−$365K	1,838,872
2025-09-02	FLYWFlywire CorpF Tax Payment	Director, Chief Executive Officer	FTax Payment	−26.5K sh	$13.13	−$348K	1,865,386
2025-06-02	FLYWFlywire CorpF Tax Payment	Director, Chief Executive Officer	FTax Payment	−26.5K sh	$10.79	−$286K	1,891,900
2025-03-13	FLYWFlywire CorpA Award	Director, Chief Executive Officer	AAward	+766K sh	—	—	1,918,414
2025-03-03	FLYWFlywire CorpF Tax Payment	Director, Chief Executive Officer	FTax Payment	−54.1K sh	$10.76	−$583K	1,152,864
2025-02-28	FLYWFlywire CorpM Exercise/Conversion	Director, Chief Executive Officer	MExercise/Conversion	+88.7K sh	$0.59	+$52.4K	1,146,987
2025-02-28	FLYWFlywire CorpM Exercise/Conversion	Director, Chief Executive Officer	MExercise/Conversion	+18.4K sh	$3.28	+$60.5K	1,165,422
2025-02-28	FLYWFlywire CorpM Exercise/Conversion	Director, Chief Executive Officer	MExercise/Conversion	+41.6K sh	$3.95	+$164K	1,207,009
2025-02-28	FLYWFlywire Corp · Employee Stock Option (right to buy)M Exercise/Conversion	Director, Chief Executive Officer	MExercise/Conversion	−88.7K sh	—	—	0
2025-02-28	FLYWFlywire Corp · Employee Stock Option (right to buy)M Exercise/Conversion	Director, Chief Executive Officer	MExercise/Conversion	−18.4K sh	—	—	0
2025-02-28	FLYWFlywire Corp · Employee Stock Option (right to buy)M Exercise/Conversion	Director, Chief Executive Officer	MExercise/Conversion	−41.6K sh	—	—	558,413
2024-12-23	FLYWFlywire CorpG Gift	Director, Chief Executive Officer	GGift	−657K sh	—	—	1,058,256
2024-12-23	FLYWFlywire CorpG Gift	Director, Chief Executive Officer	GGift	+657K sh	—	—	657,236
2024-12-02	FLYWFlywire CorpF Tax Payment	Director, Chief Executive Officer	FTax Payment	−16.2K sh	$23.14	−$375K	1,715,492
2024-09-05	FLYWFlywire CorpS Sale	Director, Chief Executive Officer	SSale	−7,646 sh	$17.31	−$132K	1,731,705
2024-09-03	FLYWFlywire CorpS Sale	Director, Chief Executive Officer	SSale	−8,629 sh	$18.04	−$156K	1,739,351
2024-06-05	FLYWFlywire CorpS Sale	Director, Chief Executive Officer	SSale	−7,631 sh	$16.69	−$127K	1,746,882
2024-06-03	FLYWFlywire CorpS Sale	Director, Chief Executive Officer	SSale	−8,698 sh	$16.95	−$147K	1,754,513
2024-05-03	FLYWFlywire CorpM Exercise/Conversion	Director, Chief Executive Officer	MExercise/Conversion	+108K sh	$0.35	+$37.6K	1,763,211
2024-05-03	FLYWFlywire Corp · Employee Stock Option (right to buy)M Exercise/Conversion	Director, Chief Executive Officer	MExercise/Conversion	−108K sh	—	—	0
2024-04-03	FLYWFlywire CorpS Sale	Director, Chief Executive Officer	SSale	−13K sh	$24.07	−$314K	1,655,673
2024-04-03	FLYWFlywire CorpS Sale	Director, Chief Executive Officer	SSale	−4,892 sh	$24.07	−$118K	307,548
2024-03-20	FLYWFlywire CorpS Sale	Director, Chief Executive Officer	SSale	−16.8K sh	$25.06	−$422K	1,668,716
2024-03-20	FLYWFlywire CorpS Sale	Director, Chief Executive Officer	SSale	−6,311 sh	$25.06	−$158K	312,440
2024-03-19	FLYWFlywire CorpS Sale	Director, Chief Executive Officer	SSale	−49.8K sh	$25.11	−$1.25M	1,685,544
2024-03-19	FLYWFlywire CorpS Sale	Director, Chief Executive Officer	SSale	−18.7K sh	$25.11	−$469K	318,751
2024-03-05	FLYWFlywire CorpS Sale	Director, Chief Executive Officer	SSale	−7,644 sh	$27.18	−$208K	1,735,388
2024-03-04	FLYWFlywire CorpS Sale	Director, Chief Executive Officer	SSale	−28.8K sh	$27.30	−$787K	1,743,032
2024-03-02	FLYWFlywire CorpA Award	Director, Chief Executive Officer	AAward	+341K sh	—	—	1,771,854
2023-12-14	FLYWFlywire CorpM Exercise/Conversion	Director, Chief Executive Officer	MExercise/Conversion	+93.9K sh	$0.20	+$18.8K	1,041,908
2023-12-14	FLYWFlywire CorpM Exercise/Conversion	Director, Chief Executive Officer	MExercise/Conversion	+40.8K sh	$0.59	+$24.1K	1,082,723
2023-12-14	FLYWFlywire CorpF Tax Payment	Director, Chief Executive Officer	FTax Payment	−20.3K sh	$23.33	−$473K	1,062,455
2023-12-14	FLYWFlywire CorpM Exercise/Conversion	Director, Chief Executive Officer	MExercise/Conversion	+79K sh	$0.35	+$27.6K	1,141,438
2023-12-14	FLYWFlywire CorpF Tax Payment	Director, Chief Executive Officer	FTax Payment	−38.8K sh	$23.28	−$903K	1,102,630
2023-12-14	FLYWFlywire CorpM Exercise/Conversion	Director, Chief Executive Officer	MExercise/Conversion	+740K sh	$3.28	+$2.43M	1,842,451

Recent filings

Accepted (ET)
Sep 34
Massaro Michael0001628280-26-060411
SEC(opens sec.gov)
Jul 204
Massaro Michael0001193125-26-308926
SEC(opens sec.gov)
Jun 174
Massaro Michael0001193125-26-274175
SEC(opens sec.gov)
Jun 34
Massaro Michael0001193125-26-255543
SEC(opens sec.gov)
May 84
Massaro Michael0001193125-26-214725
SEC(opens sec.gov)
Mar 184
Massaro Michael0001193125-26-114043
SEC(opens sec.gov)
Mar 44
Massaro Michael0001193125-26-091545
SEC(opens sec.gov)
Feb 264
Massaro Michael0001193125-26-078158
SEC(opens sec.gov)
Dec 34
Massaro Michael0001193125-25-306737
SEC(opens sec.gov)
Sep 44
Massaro Michael0001193125-25-196056
SEC(opens sec.gov)
Jun 44
Massaro Michael0000950170-25-081766
SEC(opens sec.gov)
Mar 174
Massaro Michael0000950170-25-040296
SEC(opens sec.gov)
Mar 54
Massaro Michael0000950170-25-034035
SEC(opens sec.gov)

Companies

Flywire CorpDirector, Chief Executive OfficerFLYW

Address

C/O FLYWIRE CORPORATION 141 TREMONT STREET, SUITE 10

BOSTON, MA, 02111