Context Ventures is an early-stage venture capital firm that finds, develops, mentors, and assists leaders growing startups, with a strong focus on military veteran founders and mission-driven entrepreneurs. The firm invests across fintech, defense/dual-use, consumer, and software sectors, pairing capital with community and programming.
50% of their portfolio is in Fintech. Deal activity increased 100% year-over-year (2 deals in the last 12 months). Their most common stage is seed (60% of deals). Average disclosed round size is $15.0M (across 9 rounds with reported amounts).
Portfolio
9
Fund Size
—
Top Stage
Seed
Last 12 Mo
2
Team
Portfolio Breakdown
Stage Distribution
Sector Distribution
Investment Activity
DealsAvg Round Size
Portfolio
10 investments
| Company | Round | Amount | Date |
|---|---|---|---|
| HHighGround | Seed | $6.5M | Jun 2026 |
 Confido | Unknown | $9M | Feb 2026 |
 Farther | Series C | $72M | Oct 2024 |
 Confido Legal | Seed | — | Jan 2024 |
 Wove Technologies, Inc. | Seed | $3.9M | Nov 2022 |
| Farther | Series A | $15M | May 2022 |
 Perfect Venue | Seed | $3.6M | Apr 2022 |
 Azibo | Series A | $19M | Jan 2022 |
 Maker Wine Company | Seed | $2.3M | Nov 2021 |
 RentCheck | Seed | $3.6M | Jan 2021 |
Top Co-Investors
Khosla Ventures3 shared
MassMutual2 shared
Cota Capital2 shared
Moneta Ventures2 shared
XYZ Venture Capital2 shared
Bessemer Venture Partners2 shared
The LegalTech Fund2 shared
Aquiline Capital Partners2 shared
Redpoint Ventures1 shared
Lightspeed Venture Partners1 shared
Alphabet Inc.1 shared
MarcyPen Capital Partners1 shared
Notion Capital1 shared
Primary Venture Partners1 shared
Pear VC1 shared
Inflection1 shared
Defy1 shared
Amity Ventures1 shared
Early Light Ventures1 shared
Last updated: 8 September 2026