Insider · CIK 0001896798

Pillai Anu

Reports to the SEC for 1 company · HOUSTON, TX

sec.gov

Transactions

Companies

Filings

CIK

0001896798

Forms 4 and 5

Insider transactions

39 trades

Date	Company	Role	Code	Shares	Price	Value	Shares after
2026-04-01	DRCTDirect Digital Holdings, Inc.M Exercise/Conversion	Chief Technology Officer	MExercise/Conversion	+33 sh	—	—	201
2026-04-01	DRCTDirect Digital Holdings, Inc.F Tax Payment	Chief Technology Officer	FTax Payment	−12 sh	$3.34	−$40.08	189
2026-04-01	DRCTDirect Digital Holdings, Inc. · Restricted Stock UnitsM Exercise/Conversion	Chief Technology Officer	MExercise/Conversion	−33 sh	—	—	68
2026-03-24	DRCTDirect Digital Holdings, Inc. · Employee Stock Options (right to buy)A Award	Chief Technology Officer	AAward	+4,375 sh	—	—	4,375
2026-03-20	DRCTDirect Digital Holdings, Inc.F Tax Payment	Chief Technology Officer	FTax Payment	−5 sh	$3.32	−$16.6	168
2026-03-20	DRCTDirect Digital Holdings, Inc. · Restricted Stock UnitsM Exercise/Conversion	Chief Technology Officer	MExercise/Conversion	−10 sh	—	—	0
2026-03-20	DRCTDirect Digital Holdings, Inc.M Exercise/Conversion	Chief Technology Officer	MExercise/Conversion	+10 sh	—	—	173
2026-01-24	DRCTDirect Digital Holdings, Inc.F Tax Payment	Chief Technology Officer	FTax Payment	−36 sh	$16.48	−$593.28	163
2026-01-24	DRCTDirect Digital Holdings, Inc.M Exercise/Conversion	Chief Technology Officer	MExercise/Conversion	+102 sh	—	—	199
2026-01-24	DRCTDirect Digital Holdings, Inc. · Restricted Stock UnitsM Exercise/Conversion	Chief Technology Officer	MExercise/Conversion	−102 sh	—	—	0
2025-06-10	DRCTDirect Digital Holdings, Inc.M Exercise/Conversion	Chief Technology Officer	MExercise/Conversion	+6,218 sh	—	—	23,856
2025-06-10	DRCTDirect Digital Holdings, Inc. · Restricted Stock UnitsM Exercise/Conversion	Chief Technology Officer	MExercise/Conversion	−6,218 sh	—	—	0
2025-06-10	DRCTDirect Digital Holdings, Inc.F Tax Payment	Chief Technology Officer	FTax Payment	−2,152 sh	$0.56	−$1,205.12	21,704
2025-04-01	DRCTDirect Digital Holdings, Inc. · Restricted Stock UnitsA Award	Chief Technology Officer	AAward	+22.5K sh	—	—	22,500
2025-04-01	DRCTDirect Digital Holdings, Inc. · Employee Stock Options (right to buy)A Award	Chief Technology Officer	AAward	+22.5K sh	—	—	22,500
2025-03-20	DRCTDirect Digital Holdings, Inc. · Restricted Stock UnitsM Exercise/Conversion	Chief Technology Officer	MExercise/Conversion	−2,105 sh	—	—	2,105
2025-03-20	DRCTDirect Digital Holdings, Inc.M Exercise/Conversion	Chief Technology Officer	MExercise/Conversion	+2,105 sh	—	—	18,367
2025-03-20	DRCTDirect Digital Holdings, Inc.F Tax Payment	Chief Technology Officer	FTax Payment	−729 sh	$0.79	−$575.91	17,638
2025-01-24	DRCTDirect Digital Holdings, Inc. · Restricted Stock UnitsA Award	Chief Technology Officer	AAward	+22.5K sh	—	—	22,500
2025-01-24	DRCTDirect Digital Holdings, Inc. · Employee Stock Options (right to buy)A Award	Chief Technology Officer	AAward	+22.5K sh	—	—	22,500
2024-06-14	DRCTDirect Digital Holdings, Inc.F Tax Payment	Chief Technology Officer	FTax Payment	−1,822 sh	$2.64	−$4,810.08	14,829
2024-06-10	DRCTDirect Digital Holdings, Inc.M Exercise/Conversion	Chief Technology Officer	MExercise/Conversion	+6,216 sh	—	—	16,651
2024-06-10	DRCTDirect Digital Holdings, Inc. · Restricted Stock UnitsM Exercise/Conversion	Chief Technology Officer	MExercise/Conversion	−6,216 sh	—	—	6,218
2024-04-01	DRCTDirect Digital Holdings, Inc.F Tax Payment	Chief Technology Officer	FTax Payment	−617 sh	$15.24	−$9,403.08	11,868
2024-03-20	DRCTDirect Digital Holdings, Inc.M Exercise/Conversion	Chief Technology Officer	MExercise/Conversion	+2,105 sh	—	—	12,485
2024-03-20	DRCTDirect Digital Holdings, Inc. · Restricted Stock UnitsM Exercise/Conversion	Chief Technology Officer	MExercise/Conversion	−2,105 sh	—	—	4,210
2024-03-18	DRCTDirect Digital Holdings, Inc.F Tax Payment	Chief Technology Officer	FTax Payment	−2,961 sh	$28.87	−$85.5K	10,435
2024-03-11	DRCTDirect Digital Holdings, Inc.A Award	Chief Technology Officer	AAward	+9,002 sh	—	—	13,396
2023-06-10	DRCTDirect Digital Holdings, Inc. · Restricted Stock UnitsM Exercise/Conversion	Chief Technology Officer	MExercise/Conversion	−4,587 sh	—	—	9,313
2023-06-10	DRCTDirect Digital Holdings, Inc.M Exercise/Conversion	Chief Technology Officer	MExercise/Conversion	+4,587 sh	—	—	4,587
2023-06-10	DRCTDirect Digital Holdings, Inc. · Restricted Stock UnitsM Exercise/Conversion	Chief Technology Officer	MExercise/Conversion	−6,216 sh	—	—	12,434
2023-06-10	DRCTDirect Digital Holdings, Inc.F Tax Payment	Chief Technology Officer	FTax Payment	−1,822 sh	$3.25	−$5,921.5	4,394
2023-06-10	DRCTDirect Digital Holdings, Inc.M Exercise/Conversion	Chief Technology Officer	MExercise/Conversion	+6,216 sh	—	—	6,216
2023-03-20	DRCTDirect Digital Holdings, Inc. · Employee Stock Options (right to buy)A Award	Chief Technology Officer	AAward	+6,315 sh	—	—	6,315
2023-03-20	DRCTDirect Digital Holdings, Inc. · Restricted Stock UnitsA Award	Chief Technology Officer	AAward	+6,315 sh	—	—	6,315
2022-06-10	DRCTDirect Digital Holdings, Inc. · Restricted Stock UnitsA Award	Chief Technology Officer	AAward	+18.7K sh	—	—	18,650
2022-06-10	DRCTDirect Digital Holdings, Inc. · Restricted Stock UnitsA Award	Chief Technology Officer	AAward	+13.9K sh	—	—	13,900
2022-06-10	DRCTDirect Digital Holdings, Inc. · Employee Stock Options (right to buy)A Award	Chief Technology Officer	AAward	+13.9K sh	—	—	13,900
2022-06-10	DRCTDirect Digital Holdings, Inc. · Employee Stock Options (right to buy)A Award	Chief Technology Officer	AAward	+18.7K sh	—	—	18,650

Recent filings

Accepted (ET)
Jun 294
Pillai Anu0001896798-26-000002
SEC(opens sec.gov)
Jun 124
Pillai Anu0001880613-25-000031
SEC(opens sec.gov)
Apr 44
Pillai Anu0001628280-25-016871
SEC(opens sec.gov)
Mar 274
Pillai Anu0001628280-25-015295
SEC(opens sec.gov)
Jan 284
Pillai Anu0001628280-25-002798
SEC(opens sec.gov)

Companies

Direct Digital Holdings, Inc.Chief Technology OfficerDRCT

Address

1177 WEST LOOP SOUTH, SUITE 1310

HOUSTON, TX, 77027