| $300M2025-12-09 | Boom Supersonic | Darsana Capital Partners, Altimeter Capital, ARK, Bessemer Venture Partners, Y Combinator, Robinhood Ventures, Draper Associates, David Cowan |
| $21M2025-10-21 | ChipAgents | David Cowan |
| $11M2025-09-29 | Create, Inc. | David Cowan, Andy McLoughlin |
| $110M2025-09-23 | Auterion | Bessemer Venture Partners, Lakestar, David Cowan, Alex Ferrara |
| $15M2025-09-08 | DroneDeploy | David Cowan, Jeff Clavier |
| $7M2025-08-18 | TensorZero | David Cowan |
| $6M2025-08-14 | Create, Inc. | David Cowan |
| $9M2025-07-23 | Solomon | David Cowan |
| $50M2025-07-11 | Virtru | David Cowan |
| $99M2025-06-23 | Halter | David Cowan, Matt Ocko |
| $36M2025-05-14 | TurbineOne | David Cowan, Janelle Teng |
| $9M2025-04-10 | Fern | David Cowan |
| $100M2024-12-16 | Boom Supersonic | David Cowan |
| $2M2024-12-11 | Aimon Labs | David Cowan |
| $6M2024-10-14 | Solomon | David Cowan |
| $—2024-09-05 | Modelcode AI | David Cowan |
| $44M2024-08-20 | DEFCON AI | David Cowan |
| $30M2024-05-16 | Voxel51 | David Cowan |
| $15M2024-03-27 | TurbineOne | David Cowan, Janelle Teng |
| $44M2024-01-25 | Bastille Networks Internet Security | David Cowan |
| $3M2023-09-25 | Jingle | Kent Bennett, David Cowan |
| $53M2023-03-30 | Halter | David Cowan, Matt Ocko |
| $9M2023-03-22 | Windfall Bio | David Cowan |
| $12M2022-12-08 | Black Sheep Foods | Bessemer Venture Partners, David Cowan |
| $100M2022-11-09 | Xanadu | David Cowan |
| $20M2022-08-24 | Lumachain | Bessemer Venture Partners, David Cowan |
| $34M2022-04-19 | Demostack | David Cowan, Adam R. Fisher |
| $100M2022-03-02 | Rigetti Computing | David Cowan |
| $5M2022-01-27 | Black Sheep Foods | David Cowan |
| $7M2022-01-27 | Finmark | Bessemer Venture Partners, David Cowan, Mary D'Onofrio |
| $60M2022-01-20 | Virtru | David Cowan |
| $400M2021-12-08 | Claroty | David Cowan |
| $45M2021-11-15 | Netography | Andreessen Horowitz, Wing Venture Capital, Mike Droesch, David Cowan |
| $160M2021-09-30 | Velo3D | Jory Bell, David Cowan, Sven Strohband |
| $5M2021-09-29 | Visor | Mary D'Onofrio, David Cowan, Lawrence Bohn |
| $140M2021-06-17 | Claroty | David Cowan |
| $100M2021-05-25 | Xanadu | David Cowan |
| $30M2021-05-11 | Contractbook | Mary D'Onofrio, David Cowan |
| $30M2021-03-30 | Crosschq | David Cowan |
| $14M2021-03-09 | Demostack | Bessemer Venture Partners, Adam R. Fisher, David Cowan |
| $50M2021-01-12 | DroneDeploy | David Cowan, Jeff Clavier |
| $13M2020-12-15 | Iris Automation | David Cowan |
| $9M2020-12-09 | Contractbook | Mary D'Onofrio, David Cowan |
| $5M2020-10-28 | Finmark | Mary D'Onofrio, David Cowan |
| $24M2020-10-07 | Illusive | David Cowan |
| $9M2020-08-11 | Atomo Coffee | David Cowan |
| $79M2020-08-04 | Rigetti Computing | David Cowan |
| $7M2020-07-21 | Crosschq | David Cowan |
| $120M2020-07-14 | Auth0 Inc. | David Cowan |
| $28M2020-04-28 | Velo3D | Khosla Ventures, Playground Global, Bessemer Venture Partners, Piva Capital, Jory Bell, David Cowan, Sven Strohband |
| $40M2019-12-10 | CyberGRX | David Cowan, Doug Pepper |
| $35M2019-11-13 | DroneDeploy | David Cowan, Jeff Clavier |
| $—2019-11-05 | Illusive | David Cowan |
| $40M2019-09-25 | Spire Global | David Cowan |
| $35M2019-08-20 | Reputation | David Cowan |
| $4M2019-08-07 | Crosschq | David Cowan |
| $100M2019-05-20 | Auth0 Inc. | David Cowan |
| $30M2018-11-28 | CyberGRX | David Cowan |
| $140M2018-11-15 | Rocket Lab | Accel, K1W1, Future Fund, Greenspring Associates, DCVC, Khosla Ventures, Bessemer Venture Partners, David Cowan, Matt Ocko, Sven Strohband |
| $9M2018-09-10 | Impossible Aerospace | David Cowan, Greg Reichow, Seth Winterroth |
| $60M2018-06-11 | Claroty | David Cowan |
| $38M2018-05-31 | Virtru | David Cowan |
| $55M2018-05-15 | Auth0 Inc. | David Cowan |
| $8M2018-01-18 | Iris Automation | David Cowan |
| $27M2017-09-21 | Bastille Networks Internet Security | David Cowan |
| $30M2017-06-27 | Auth0 Inc. | David Cowan |
| $54M2017-05-08 | Smule | David Cowan |
| $20M2017-04-18 | CyberGRX | David Cowan |
| $75M2017-03-21 | Rocket Lab | David Cowan, Matt Ocko, Sven Strohband |
| $22M2017-01-05 | Reputation | David Cowan |
| $32M2016-09-13 | Claroty | David Cowan |
| $15M2016-08-24 | Auth0 Inc. | David Cowan |
| $29M2016-08-22 | Virtru | David Cowan |
| $21M2016-08-02 | Distil Networks | David Cowan |
| $22M2016-06-16 | Smule | David Cowan |
| $3M2016-05-16 | Illusive | David Cowan, Eric Schmidt |
| $23M2016-02-23 | Team8 | David Cowan |
| $22M2015-10-20 | Illusive | David Cowan |
| $9M2015-08-05 | Bastille Networks Internet Security | David Cowan |
| $—2015-07-21 | Delivery Agent | David Cowan |
| $40M2015-06-30 | Spire Global | David Cowan |
| $21M2015-06-30 | Distil Networks | David Cowan |
| $7M2015-06-24 | Auth0 Inc. | Bessemer Venture Partners, David Cowan |
| $26M2015-04-23 | Smule | David Cowan |
| $—2015-03-02 | Rocket Lab | David Cowan, Sven Strohband |
| $18M2015-02-10 | Team8 | David Cowan |
| $30M2015-01-05 | iSIGHT Partners | David Cowan |
| $30M2014-11-19 | End Game | David Cowan |
| $13M2014-09-17 | Figure Eight | David Cowan, Ethan Kurzweil |
| $2M2014-09-17 | Auth0 Inc. | Bessemer Venture Partners, David Cowan |