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DRW Venture Capital

drw.com · Chicago, IL

“We invest in what we know: financial and enterprise technology where DRW's trading expertise adds value beyond capital.”

$1M – $5M
Check Size
Leads & Follows
Lead Tendency
01Investment Thesis

We invest in what we know: financial and enterprise technology where DRW's trading expertise adds value beyond capital.

Exclusion Criteria

Pre-revenue companies outside finance and enterprise technology.

02Investment Team
KT
Kimberly Trautmann
Partner and Head, DRW Venture Capital
CN
Cliff Nelson
Associate
03F4 Research Brief

DRW Venture Capital Research

Investment Thesis

DRW Venture Capital is the corporate venture arm of DRW, the Chicago-based diversified trading firm founded by Don Wilson. The group launched in 2011 and invests under the line "We invest in what we know": financial technology and enterprise technology companies where DRW's trading expertise, client relationships and engineering depth add value beyond the check. DRW has no outside investors, so the VC arm invests the firm's own capital and describes itself as thoughtful but nimble in deploying it.

The firm only invests in arenas it knows well and often had a direct hand in helping build. In practice that means market infrastructure, trading and data technology, crypto and digital-asset infrastructure, compliance and surveillance tooling, and a small number of adjacent enterprise or compute plays.

Stage Focus

DRWVC calls itself stage agnostic, from early-stage startups through pre-IPO companies, and says it supports companies from the initial investment through follow-on rounds to exit. Its own screening criteria lean later than the label suggests: it looks for management teams that have already achieved significant commercial traction, measured by revenue of $5M or more, with institutional deal terms and thoughtful governance.

Check Size

The site lists a first check of $1M to $5M+. As a balance-sheet investor with no fund life, it can keep supporting companies through follow-on financings.

Lead Tendency

It either leads a round or joins a syndicate. A stated must-have is investing alongside other value-add investors. Most deals are sourced through a large network of co-investors and internally through DRW employees, who are encouraged to introduce companies.

Recent Activity

  • Kaiko (crypto market data): Series B extension reported September 2026.
  • Alpaca (brokerage infrastructure API): $150M raise at a $1.15B valuation, January 2026.
  • Digital Asset (Canton Network): $135M raise, June 2025.
  • BVNK (stablecoin payments): $50M Series B, December 2024.
  • Notabene (crypto travel rule compliance): $14.5M raise, November 2024.
  • Crossover Markets (crypto execution): $12M raise, June 2024.
  • Exits include Kraken's March 2025 acquisition of NinjaTrader, and NYDIG's acquisition of Crusoe's bitcoin mining operation (March 2025).

Third-party trackers (Tracxn, CB Insights, Pitchbook) show roughly 26 to 38 tracked investments. Fund status is best read as actively deploying from DRW's balance sheet.

Portfolio Highlights

Current companies shown on the portfolio page include Kaiko, Databento, Alpaca, FinStadiumX, Lemon, Kraken, BVNK, Coincover, Notabene, Crossover Markets, Nasdaq Private Market, Talos, Skyfire, CoinLedger, TRM Labs, Fireblocks, Crusoe, TradingView, BitGo, HERE, PICO, Digital Asset, Eris Innovations, BitFury, TSOFUN and SpiderOak.

Listed exits: Droit, Eventus, NinjaTrader, ErisX, Simplex, Selerity, Green Key, SolarFlare, RedSeal, Metamako, Bolstr, Final and WhiteBox.

Team

  • Kimberly Trautmann: Partner and Head of DRW Venture Capital. Her team focuses on revenue-generating, high-growth businesses that will derive value from DRW beyond capital.
  • Cliff Nelson: Associate on the DRW Venture Capital team, working with Trautmann on a portfolio of 20+ fintech investments.
  • Don Wilson: Founder and CEO of the parent DRW (not a VC team member).

Decision Process

A small team under a single head partner, backed by DRW's own capital. No outside LPs and no fund-raising cycle. Specific committee mechanics are not published.

Founder Preferences

Proven, capable management teams with strong growth and real revenue. Founders who can use DRW as a client, a liquidity provider, a product reviewer or a distribution partner are favored.

Geographic Focus

No stated limit. The portfolio is global, with US, UK, European and Asian companies, centered on global financial markets. DRW is headquartered in Chicago with offices in New York, London, Amsterdam, Singapore and others.

Value Beyond Capital

DRW offers access to internal trading and technology teams to test products, measure success and give feedback, plus fundraising, strategy and company-building help. Portfolio companies can become DRW clients or counterparties.

04Selected Portfolio
Climate & Sustainability
Green Key
Crypto & Web3
Lemon·Kraken·Coincover·CoinLedger·Bitgo·BitFury·ErisX·Simplex·Kaiko·Alpaca·Digital Asset·BVNK·Crossover Markets
E-commerce & Marketplaces
Final
Enterprise Software
Databento·Crusoe·TSOFUN·Eventus·SolarFlare·Metamako·Notabene
Fintech & Payments
FinStadiumX·Nasdaq Private Market·Talos·Skyfire·Fireblocks·TradingView·here·Pico·Eris Innovations·Droit·NinjaTrader·Selerity·Bolstr
Media & Entertainment
WhiteBox
Security & Cybersecurity
TRM·SpiderOak·RedSeal
Open the full portfolio→
05Recent Updates

Fresh signals from public announcements, essays, and portfolio activity.

See full activity (8) →
Participated in Kaiko's Series B extension, per CB Insights.
INVESTMENT·cbinsights.com
SEP 2026
Portfolio company Alpaca raised $150M at a $1.15B valuation.
INVESTMENT·alpaca.markets
JAN 14, 2026
Portfolio company Digital Asset raised $135M for the Canton Network.
INVESTMENT·prnewswire.com
JUN 24, 2025
NYDIG to acquire Crusoe's bitcoin mining operation so Crusoe can focus on AI infrastructure.
MILESTONE·crusoe.ai
MAR 25, 2025
Kraken agreed to acquire portfolio company NinjaTrader.
EXIT·kraken.com
MAR 20, 2025
06Frequent co-investors
AV
Abstract Ventures
Both backed 3 of the same companies
Crusoe, Lemon, Alpaca
IF
Illuminate Financial
Both backed 3 of the same companies
Talos, Crossover Markets, Notabene
AG
Avenir Growth Capital
Both backed 2 of the same companies
Crusoe, BVNK
BC
Blockchain Capital
Both backed 2 of the same companies
Bitgo, Kraken
C
Cadenza
Both backed 2 of the same companies
Kraken, Lemon
Find the investors for your round→
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Quick Reference
Check Size
$1M – $5M
Stages
Seed · Series A · Series B · Growth
Decision
Partnership
Warm Intro
Not Required
Location
Chicago, IL
Sector Focus
Fintech & PaymentsEnterprise SoftwareCrypto & Web3
Models
Fintech InfrastructureEnterprise Software
Technology
Trading TechnologyDigital AssetsMarket Data
See all Fintech & Payments investors →See all Enterprise Software investors →See all Crypto & Web3 investors →
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Focus Areas
Fintech & PaymentsEnterprise SoftwareCrypto & Web3

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F4 Intelligence Report · Last Researched October 16, 2026F4 Research Engine