DRW Venture Capital is the corporate venture capital arm of DRW Holdings, a Chicago-based proprietary trading firm founded by Don Wilson in 1992. It is a stage-agnostic investor in financial and enterprise technology companies, leveraging deep fintech and enterprise tech expertise to invest from early-stage through pre-IPO.
Deal activity increased 67% year-over-year (5 deals in the last 12 months). Their most common stage is series-b (42% of deals). Average disclosed round size is $62.2M (across 36 rounds with reported amounts).
Portfolio
35
Fund Size
—
Top Stage
Series B
Last 12 Mo
5
Team
Kimberly Trautmann
Partner, DRW Venture Capital
KT
Kimberly Trautmann
Partner and Head of DRW VC
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Alyssa (Clarke) Blankenship
Investor
Portfolio Breakdown
Stage Distribution
Sector Distribution
Investment Activity
DealsAvg Round Size
Portfolio
45 investments
| Company | Round | Amount | Date |
|---|---|---|---|
 Crossover Markets | Series B | $31M | Mar 2026 |
 TRM Labs | Series C | $70M | Feb 2026 |
 Nasdaq Private Market | Series C | $37.6M | Jan 2026 |
 Alpaca | Series D | — | Jan 2026 |
 Kraken | Growth | — | Jan 2026 |
 Talos | Series B | $45M | Jan 2026 |
 TensorZero | Seed | $7.3M | Aug 2025 |
 Digital Asset Holdings | Series E | $135M | Jun 2025 |
 BVNK | Series B | $50M | Dec 2024 |
| Crossover Markets | Series A | $12M | Jun 2024 |
| CCrossover | Series A | $12M | Jun 2024 |
 Crossover Markets | Series A | $12M | Jun 2024 |
| Nasdaq Private Market | Series B | — | Feb 2024 |
 BVNK | Series B | $50M | Jan 2024 |
| NNotabene Id | Series B | $14.5M | Jan 2024 |
| BVNK | Series B | — | Jan 2024 |
 InterPrice Technologies | Series A | $7.3M | Nov 2022 |
 Interprice | Series A | $7.3M | Nov 2022 |
 Kaiko | Series B | — | Jun 2022 |
 Talos | Series B | $105M | May 2022 |
 Crusoe | Series C | $350M | Apr 2022 |
 CoinLedger | Series A | $6M | Feb 2022 |
| TRM Labs | Series B | — | Dec 2021 |
 Fireblocks | Series D | $310M | Jul 2021 |
 Coincover | Series A | — | Jul 2021 |
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Top Co-Investors
Illuminate Financial10 shared
Nasdaq Ventures8 shared
Valor Equity Partners7 shared
Wintermute Ventures7 shared
Citi Ventures6 shared
Fidelity Investments5 shared
CMT Digital5 shared
Tiger Global Management, LLC5 shared
Coinbase Ventures5 shared
Earlybird Venture Capital4 shared
Y Combinator4 shared
Castle Island Ventures4 shared
Ripple4 shared
Stripes3 shared
SCB 10X3 shared
Tribe Capital3 shared
Flat Capital3 shared
MUFG Innovation Partners3 shared
Opera Tech Ventures3 shared
Unbound3 shared
Last updated: 7 October 2026