operator-led-vc

(6)
Company
The $83 Million Fund That Turned Healthcare Operators Into a Sales Force
Vc · Health · Enterprise

The $83 Million Fund That Turned Healthcare Operators Into a Sales Force

HC9 Ventures built its pitch around a simple diagnosis: healthcare startups rarely fail for lack of software alone. They fail in the maze between a promising product and the institutions that must buy, trust, and deploy it.

healthcare-venture-capital · digital-healthRead →
Company
The Chicago Firm That Made a Business Out of Betting on the Boring Pipes of Finance
Vc · Fintech · Crypto

The Chicago Firm That Made a Business Out of Betting on the Boring Pipes of Finance

Spun out of one of the world's most secretive trading firms, Jump Capital has spent a decade quietly funding the infrastructure that markets, money, and software run on - and it prefers the unglamorous parts.

jump-capital · venture-capitalRead →
Company
The Company That Runs on Boring: How Simplify Group Turned 17 Years of Health Insurance Plumbing Into an AI Portfolio
Ai · Health · Saas

The Company That Runs on Boring: How Simplify Group Turned 17 Years of Health Insurance Plumbing Into an AI Portfolio

For 17 years, Simplify Healthcare quietly ran the paperwork behind 70-plus health plans. In late 2025 its founder folded that experience into a four-company group betting that operational scar tissue, not just models, is what makes enterprise AI actually work.

simplify-group · healthcare-payer-technologyRead →
Company
The Atlanta Venture Studio That Took Its Operator Playbook to the Future Battlefield
Vc · Saas · Enterprise

The Atlanta Venture Studio That Took Its Operator Playbook to the Future Battlefield

Rule 1 Ventures spent years turning freight, finance and security headaches into B2B software. Now the Atlanta firm is applying the same operator-first logic to aerospace and defense - where access, speed and execution matter as much as capital.

venture-capital · venture-studioRead →
Company
The Million-Dollar Commute Between Seattle and L.A.
Vc · Ai · Enterprise

The Million-Dollar Commute Between Seattle and L.A.

Unlock Venture Partners built its seed strategy around a simple map: two major technology cities, too little early capital, and founders who need more than a wire transfer.

unlock-venture-partners · seed-stage-vcRead →
Legend
Casey Woo
Investor · Founder · Operator

Casey Woo

Casey Woo is the founder and General Partner of FOG Ventures and founder/CEO of Operators Guild, the invite-only community of more than 1,000 strategic finance and operations leaders. A seven-time high-growth CFO/COO whose resume runs through Morgan Stanley, Maverick Capital, Pantheon, Zozi, WeWork and Landing, he now backs founders building the modern operator toolbox alongside a syndicate of the world's top CEOs, COOs and CFOs.

fog-ventures · operators-guildRead →