Positive Sum is an early-stage venture capital firm co-founded by Patrick O'Shaughnessy and Sam Cates. The firm backs founders pursuing their life's work across technology sectors including AI, fintech, healthcare, and enterprise software.
They made 4 investments in the last 12 months. Average disclosed round size is $155.5M (across 13 rounds with reported amounts).
Portfolio
12
Fund Size
—
Top Stage
Series A
Last 12 Mo
5
Team
Portfolio Breakdown
Stage Distribution
Sector Distribution
Investment Activity
DealsAvg Round Size
Portfolio
13 investments
| Company | Round | Amount | Date |
|---|---|---|---|
 Rogo | Series D | $160M | Apr 2026 |
 Skyryse | Series C | $300M | Feb 2026 |
 Retro | Series A | $21M | Jan 2026 |
| LLone Palm Labs | Series A | $21M | Jan 2026 |
 Base Power Company | Series C | $1B | Oct 2025 |
 ID.me | Series E | $340M | Sep 2025 |
| ID.me | Series E | $65M | Jan 2025 |
 Candidate | Pre-Seed | $4M | Oct 2023 |
 Passthrough | Series A | $10M | Feb 2023 |
 Curebase | Series B | $40M | May 2022 |
 Prefect | Series B | $32M | Jun 2021 |
 Casa | Series A | $21M | — |
 Witan Labs | Seed | $7.4M | — |
Top Co-Investors
BoxGroup5 shared
Thrive Capital4 shared
Ribbit Capital3 shared
Acrew Capital2 shared
Moonshots Capital2 shared
Scribble Ventures2 shared
Imaginary Ventures2 shared
Copper2 shared
Conviction Partners2 shared
Durable Capital Partners1 shared
Ford Motor Company1 shared
Atreides Management1 shared
Autopilot1 shared
Fidelity Investments1 shared
BAM Elevate1 shared
Baron Capital1 shared
ArrowMark Partners1 shared
Qatar Investment Authority1 shared
Tiger Global Management, LLC1 shared
Bessemer Venture Partners1 shared
Last updated: 14 September 2026