Vestigo Ventures is an early-stage venture capital firm based in Cambridge, Massachusetts, that invests in technical founders developing disruptive AI and fintech companies. Founded in 2016 by Mark Casady, former CEO of LPL Financial, the firm closed its Fund II with $117.3 million in commitments.
32% of their portfolio is in Fintech. Deal activity increased 200% year-over-year (3 deals in the last 12 months). Their most common stage is seed (42% of deals). Average disclosed round size is $17.3M (across 36 rounds with reported amounts).
Portfolio
30
Fund Size
$117.3M
Top Stage
Seed
Last 12 Mo
3
Team
Portfolio Breakdown
Stage Distribution
Sector Distribution
Investment Activity
DealsAvg Round Size
Portfolio
38 investments
| Company | Round | Amount | Date |
|---|---|---|---|
 Advocate | Seed | $18M | Aug 2026 |
 The Advocate | Seed | $18M | Aug 2026 |
 Cork | Seed | $6M | Jan 2026 |
 Clarasight | Series A | $11.5M | Jan 2026 |
| Advocate | Seed | $18M | Jan 2026 |
 Savvy Wealth | Series C | $100M | Jan 2026 |
 Savvy | Series C | $100M | Jan 2026 |
 Roots | Unknown | $22.2M | Sep 2024 |
 Hatz AI | Seed | $2.5M | Jan 2024 |
 Clerkie | Series A | $33M | Apr 2023 |
 Roots Automation | Series A | $10M | Nov 2022 |
 Retirable | Seed | $6M | Nov 2022 |
 Cushion | Series A | $12M | May 2022 |
 Acorn Finance | Series A | $8.4M | Jan 2022 |
 Zenledger Io | Series B | $15M | Jan 2022 |
 Wagmo | Series A | $12.5M | Jul 2021 |
| RRailz.ai | Series A | $12M | May 2021 |
 ForMotiv | Seed | $6M | Jan 2021 |
| Wagmo | Series A | $12.5M | Jan 2021 |
| CCuru | Seed | $3M | May 2020 |
| RRailz.ai | Seed | $3.1M | Jan 2020 |
| Wagmo | Seed | $3M | Dec 2019 |
| Wagmo | Pre-Seed | $3M | Dec 2019 |
 Jobble | Series A | $11M | Jul 2019 |
| Zenledger Io | Seed | $3.4M | Jan 2019 |
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Top Co-Investors
Clocktower Technology Ventures7 shared
Techstars6 shared
MetaProp5 shared
Harlem Capital4 shared
Female Founders Fund4 shared
MissionOG3 shared
Harbert Growth Partners3 shared
Plug and Play Tech Center3 shared
N49P3 shared
Brewer Lane Ventures3 shared
Euclidean Capital3 shared
CMFG Ventures Discovery Fund2 shared
Flourish Ventures2 shared
Portage Ventures2 shared
Primary Venture Partners2 shared
Accomplice2 shared
MassMutual2 shared
Moderne Ventures2 shared
Nyca Partners2 shared
Last updated: 7 October 2026