| $25M2025-05-28 |  Rillet | Sequoia, Peter Specht, Creandum, First Round Capital, Susa Ventures, Sequoia Capital, First Round, Bill Trenchard |
| $22M2025-04-16 |  Assort Health | Kristina Shen, Bill Trenchard |
| $24M2025-03-25 |  Dyna Robotics | Max Gazor, Brian Zhan, Bill Trenchard |
| $14M2024-07-29 | Rillet | Cristina Cordova, Bill Trenchard |
| $52M2023-07-25 |  Ossium Health | Bill Trenchard |
| $7M2023-04-18 |  Evergrow | First Round, Garuda Ventures, Bill Trenchard |
| $7M2023-04-11 |  Xclaim | Josh Felser, Bill Trenchard |
| $7M2023-02-28 |  EvolutionIQ | First Round, Bill Trenchard |
| $210M2022-09-14 |  Verkada | Aydin Senkut, Bill Trenchard |
| $6M2022-05-02 | Ownwell | Bill Trenchard, Micah Rosenbloom |
| $21M2022-04-12 | EvolutionIQ | First Round, Bill Trenchard |
| $5M2021-11-09 |  Cascade | Astasia Myers, Bill Trenchard |
| $76M2021-10-26 |  Crossbeam | First Round, Uncork Capital, Jennifer Li, Sarah Wang, Bill Trenchard, Andy McLoughlin |
| $20M2021-09-29 |  Cocoon | First Round, Mark Goldberg, Bill Trenchard |
| $6M2021-09-15 |  Ascend | Bill Trenchard |
| $60M2021-08-01 |  Airbase | Bill Trenchard |
| $7M2021-06-25 | Xclaim | Josh Felser, Bill Trenchard |
| $50M2021-05-11 |  Legion Technologies Inc | Bill Trenchard, Sean Jacobsohn |
| $8M2021-03-18 | Edge Pathways | Bill Trenchard |
| $63M2021-03-18 | Ossium Health | Bill Trenchard |
| $40M2021-02-11 |  Labelbox | Peter Levine, Bill Trenchard |
| $6M2020-12-01 | Cocoon | Mark Goldberg, Bill Trenchard |
| $22M2020-09-02 | Legion Technologies Inc | Bill Trenchard, Sean Jacobsohn |
| $5M2020-07-21 |  Sora | Nimi Katragadda, Viviana Faga, Kent Goldman, Todd Jackson, Bill Trenchard |
| $4M2020-06-01 | Team Kitchens | Josh Felser, Bill Trenchard |
| $24M2020-03-05 | Airbase | Bill Trenchard |
| $25M2020-02-04 | Labelbox | First Round, Gradient Ventures, Peter Levine, Bill Trenchard, Anna Patterson |
| $10M2019-10-01 |  Edify | Bill Trenchard |
| $8M2019-10-01 |  Naborly | Bill Trenchard |
| $13M2019-08-21 | Crossbeam | Bill Trenchard, Andy McLoughlin |
| $3M2019-07-01 | EvolutionIQ | Bill Trenchard |
| $40M2019-04-25 | Verkada | Bill Trenchard |
| $7M2019-04-17 | Airbase | Bill Trenchard |
| $10M2019-04-09 | Labelbox | Gradient Ventures, Andreessen Horowitz, First Round, Bill Trenchard, Anna Patterson |
| $3M2018-12-11 | Crossbeam | Bill Trenchard, Andy McLoughlin |
| $4M2018-07-30 | Labelbox | Bill Trenchard, Anna Patterson |
| $8M2018-06-20 | Grove | Bill Trenchard |
| $15M2018-04-11 | Verkada | First Round, Bill Trenchard |
| $2M2018-02-09 | Grove | Bill Trenchard |
| $100M2018-01-01 |  Flexport | Bill Trenchard |
| $5M2017-11-21 |  PacketZoom | Bill Trenchard |
| $11M2017-09-27 | Legion Technologies Inc | Bill Trenchard, Sean Jacobsohn |
| $4M2017-09-21 | Verkada | Bill Trenchard, Micah Rosenbloom |
| $4M2016-10-10 | PacketZoom | Bill Trenchard, David Frankel |
| $65M2016-09-26 | Flexport | Founders Fund, Trae Stephens, 8VC, GV, First Round Capital, Y Combinator, DST Global, BoxGroup, Felicis, First Round, Bill Trenchard |
| $3M2016-07-31 | Legion Technologies Inc | Bill Trenchard |
| $22M2015-08-06 | Flexport | Bill Trenchard |
| $4M2015-08-04 |  Bright | Bill Trenchard |
| $10M2015-06-19 | Sano | Sundeep Peechu, Bill Trenchard |
| $3M2015-05-07 | Direct Match | Bill Trenchard |
| $70M2015-03-23 | Kiavi | Hugo Fernández-Mardomingo, Bill Trenchard |
| $30M2015-03-11 |  Looker | Bill Trenchard |
| $5M2014-11-26 | Zendrive | Bill Trenchard |
| $4M2014-09-01 | Flexport | Bill Trenchard |
| $28M2014-08-29 | Kiavi | Bill Trenchard |
| $7M2014-04-01 | Flexport | Bill Trenchard |
| $16M2013-08-13 | Looker | Bill Trenchard |
| $2M2013-04-01 | RedCap | Bill Trenchard |
| $2M2013-03-06 | Looker | Bill Trenchard |
| $4M2013-01-07 | Sano | Sundeep Peechu, Bill Trenchard |
| $1M2011-08-04 |  Getable | Bill Trenchard |
| $1M2011-04-07 |  Chirply | Bill Trenchard |
| $1M2010-10-15 |  Uber | Rob Hayes, Khaled Helioui, Zachary Bogue, Bill Trenchard, Dror Berman |
| $12M2010-03-29 | Readyforce | Bill Trenchard |
| $4M2008-09-16 |  NextRoll | Bill Trenchard |
| $2M2006-12-01 | Xoopit | Bill Trenchard |
| $1M2001-01-01 | Liveops | Bill Trenchard |
