Jason Mackey

Jason Mackey

General Partner at RavenRock | CEO at Vintrak

I specialize in

VC & Angel Advice
Fundraising 101
Founder Advice
Fundraising strategy
Go-to-market
AI strategy
Valuation
Positioning

A founder and operator's judgment for the decisions that define a company.

Background & Highlights

General Partner deploying structured capital into post-revenue software companies stranded between VC and PE.

RavenRock

2025 – Present

RavenRock

Advise established business owners on scaling, AI deployment, and exit. Build companies that endure beyond their founder.

Mackey Advisory

2025 – Present

Mackey Advisory

General Partner investing in dual-use AI infrastructure at the intersection of national security and industrial transformation.

Athenian Capital

2022 – 2025

Athenian Capital

Founder/CEO building the OS for your garage; software for car enthusiasts, collectors, and independent dealers.

Vintrak

2026 – Present

Vintrak

About me

I'm a serial entrepreneur, operator, and investor with 17 years of experience founding, scaling, and exiting companies across technology, energy, and regulated industries. As General Partner at RavenRock, I deploy structured capital into post-revenue software companies stranded between venture capital and private equity. I've founded and run businesses through every stage from early revenue to exit, and I've advised owners through the operational and capital decisions that determine where a company ends up. What I offer here is direct: practical, recurring access to someone who has actually built and operated companies, not just advised on them. Whether you're raising capital, deploying AI across your operations, scaling without breaking, or preparing for a sale, I help you make the calls that move your company forward.

You'll get advice on

  • Fundraising strategy & capital architecture
  • Deploying applied AI into complex systems
  • Scaling operations & reducing burn
  • Principal & multi-stakeholder alignment
  • M&A, exit planning & ownership transitions

Real feedback from real sessions

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