SEC Insider Transactions from SMITH W KEITH.

Last updated: 2026-03-16 13:03 UTC | Total transactions: 67

Keith W. Smith, President of Direct Digital Holdings, Inc. ($DRCT), made 23 open market sales of company stock over the past year, totaling about $216,000, with the latest on November 14, 2025. He ranks 8,256th among 11,678 insiders for sales volume, well below the average of $8.6 million per seller and 6 transactions. Smith reported no open market purchases in this period.

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Transaction Date Company Ticker Insider Name Title Transaction Type Security Shares Price Shares Owned Following Total Shares Outstanding % of Owned % of Outstanding
Nov. 14, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 100000 $0.21 523,428.0000 20,431,828 16.04% 0.49%
Nov. 13, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 71242 $0.37 623,428.0000 20,431,828 10.26% 0.35%
Sept. 11, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President C Class A Common Units of Direct Digital Holdings LLC 600000 $0.00 4,594,000.0000 10,868,000 11.55% 5.52%
Sept. 11, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President C Class A Common Stock, par value $0.001 per share 600000 $0.00 694,670.0000 10,868,000 633.78% 5.52%
July 24, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 15800 $0.53 111,620.0000 10,868,000 12.40% 0.15%
July 25, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 8900 $0.53 102,720.0000 10,868,000 7.97% 0.08%
July 28, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 8050 $0.54 94,670.0000 10,868,000 7.84% 0.07%
July 21, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 16987 $0.52 154,675.0000 10,868,000 9.90% 0.16%
July 22, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 15321 $0.51 139,354.0000 10,868,000 9.91% 0.14%
July 23, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 11934 $0.51 127,420.0000 10,868,000 8.56% 0.11%
July 17, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 19950 $0.52 191,150.0000 10,868,000 9.45% 0.18%
July 18, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 19488 $0.51 171,662.0000 10,868,000 10.20% 0.18%
July 16, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 11694 $0.53 211,100.0000 10,868,000 5.25% 0.11%
July 14, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 20476 $0.55 230,894.0000 10,868,000 8.15% 0.19%
July 15, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 8100 $0.54 222,794.0000 10,868,000 3.51% 0.07%
June 18, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President C Class A Common Stock, par value $0.001 per share 185000 $0.00 251,370.0000 10,868,000 278.74% 1.70%
June 18, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President C Class A Common Units of Direct Digital Holdings LLC 185000 $0.00 5,194,000.0000 10,868,000 3.44% 1.70%
June 10, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President M Class A Common Stock, par value $0.001 per share 20300 $0.00 71,314.0000 10,868,000 39.79% 0.19%
June 10, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President F Class A Common Stock, par value $0.001 per share 4944 $0.56 66,370.0000 10,868,000 6.93% 0.05%
June 10, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President M Restricted Stock Units 20300 $0.00 0.0000 10,868,000 100.00% 0.19%
April 1, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President A Restricted Stock Units 45000 $0.00 45,000.0000 10,868,000 9999.99% 0.41%
April 1, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President A Employee Stock Options (right to buy) 45000 $0.00 45,000.0000 10,868,000 9999.99% 0.41%
March 27, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 12186 $0.78 51,014.0000 10,868,000 19.28% 0.11%
March 20, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President M Restricted Stock Units 9970 $0.00 9,970.0000 0 50.00% 0.00%
March 20, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President F Class A Common Stock, par value $0.001 per share 2957 $0.79 51,014.0000 0 5.48% 0.00%
March 25, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 7700 $0.76 83,763.0000 0 8.42% 0.00%
March 26, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 20563 $0.78 63,200.0000 10,868,000 24.55% 0.19%
March 20, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President M Class A Common Stock, par value $0.001 per share 9970 $0.00 53,971.0000 0 22.66% 0.00%
March 20, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 15631 $0.79 100,581.0000 0 13.45% 0.00%
March 21, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 5831 $0.76 94,750.0000 0 5.80% 0.00%
March 24, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 10300 $0.76 84,450.0000 0 10.87% 0.00%
March 17, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 8657 $0.73 131,508.0000 0 6.18% 0.00%
March 18, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 5125 $0.80 126,383.0000 0 3.90% 0.00%
March 19, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 10171 $0.80 116,212.0000 0 8.05% 0.00%
March 14, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 15874 $0.77 140,165.0000 0 10.17% 0.00%
March 12, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 14881 $0.83 159,842.0000 0 8.52% 0.00%
March 13, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock, par value $0.001 per share 3803 $0.81 156,039.0000 0 2.38% 0.00%
Jan. 24, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President A Restricted Stock Units 45000 $0.00 45,000.0000 0 9999.99% 0.00%
Jan. 24, 2025 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President A Employee Stock Options (right to buy) 45000 $0.00 45,000.0000 0 9999.99% 0.00%
Dec. 13, 2024 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President D Restricted Stock Units 9970 $0.00 0.0000 0 100.00% 0.00%
Dec. 13, 2024 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President D Class A Common Stock, par value $0.001 per share 7542 $0.00 174,723.0000 0 4.14% 0.00%
Dec. 13, 2024 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President D Restricted Stock Units 40000 $0.00 0.0000 0 100.00% 0.00%
Dec. 13, 2024 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President D Class A Common Stock, par value $0.001 per share 25435 $0.00 182,265.0000 0 12.25% 0.00%
Nov. 15, 2024 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock 313 $1.80 207,700.0000 0 0.15% 0.00%
April 1, 2024 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President F Class A Common Stock 2428 $15.24 195,702.0000 0 1.23% 0.00%
March 20, 2024 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President M Restricted Stock Units 40000 $0.00 0.0000 0 100.00% 0.00%
March 20, 2024 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President M Restricted Stock Units 9970 $0.00 19,940.0000 0 33.33% 0.00%
April 1, 2024 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President F Class A Common Stock 14565 $15.24 198,130.0000 0 6.85% 0.00%
March 20, 2024 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President M Class A Common Stock 40000 $0.00 202,725.0000 0 24.58% 0.00%
March 20, 2024 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President M Class A Common Stock 9970 $0.00 212,695.0000 0 4.92% 0.00%
June 14, 2024 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President F Class A Common Stock 7989 $2.64 175,091.0000 0 4.36% 0.00%
June 10, 2024 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President M Restricted Stock Units 20300 $0.00 20,300.0000 0 50.00% 0.00%
June 10, 2024 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President M Class A Common Stock 20300 $0.00 183,080.0000 0 12.47% 0.00%
March 18, 2024 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President F Class A Common Stock 5803 $28.87 162,780.0000 0 3.44% 0.00%
March 11, 2024 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President A Class A Common Stock 22505 $0.00 168,583.0000 0 15.41% 0.00%
Dec. 12, 2023 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock 41348 $10.22 146,078.0000 0 22.06% 0.00%
Dec. 11, 2023 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President S Class A Common Stock 77930 $11.13 187,426.0000 0 29.37% 0.00%
Dec. 5, 2023 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President C Class A Common Units of Direct Digital Holdings LLC 210000 $0.00 5,379,000.0000 0 3.76% 0.00%
Dec. 5, 2023 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President C Class A Common Stock 210000 $0.00 265,356.0000 0 379.36% 0.00%
June 10, 2023 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President M Class A Common Stock 20300 $0.00 60,300.0000 0 50.75% 0.00%
June 10, 2023 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President M Restricted Stock Units 20300 $0.00 40,600.0000 0 33.33% 0.00%
June 10, 2023 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President F Class A Common Stock 4944 $3.25 55,356.0000 0 8.20% 0.00%
June 10, 2023 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President M Restricted Stock Units 20097 $0.00 40,803.0000 0 33.00% 0.00%
June 10, 2023 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President M Class A Common Stock 20097 $0.00 60,097.0000 0 50.24% 0.00%
March 20, 2023 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President A Restricted Stock Units 29910 $0.00 29,910.0000 0 9999.99% 0.00%
March 20, 2023 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President A Restricted Stock Units 40000 $0.00 40,000.0000 0 9999.99% 0.00%
March 20, 2023 Direct Digital Holdings, Inc. $DRCT SMITH W KEITH President A Employee Stock Options (right to buy) 29910 $0.00 29,910.0000 0 9999.99% 0.00%