Launch, accelerate, and scale health ventures.

Launch, accelerate, and scale health ventures.

Commercial execution for insurers, healthtech, insurtech, and the investors who back them.

Proven results for healthcare ventures.

From early-stage start-ups to billion-dollar enterprises, my experience spans partnering with boards, investors, and C-suite leaders across the healthcare industry.

HealthTech & InsurTech
Launched first 10 contracts
& 1M lives on platform
Built the first go-to-market systems and disciplined sales processes for over 6 startups across the industry.
Stop Loss MGU & Captive
Accelerated GWP $1M→$60M
in first 12 months
Repositioned two firms and launched stop-loss and captive products in self-funded markets.
Insurer & Reinsurer
Premium $390M→$800M
& AM Best Upgrade
12 launches and 6 M&A deals across stop-loss, ancillary, and specialty and tech portfolios.

Add experience at a fraction of the cost.

Headshot of James Drew: A middle-aged man with short white hair wearing a blue quarter zip sweater and collared shirt, standing against a dark background.

Jim Drew helps executive teams commercially launch, accelerate, and scale health ventures. With 20+ years across insurance, reinsurance, stop loss, self-funding, captives, healthtech, insurtech, and brokertech, he turns strategic intent into commercial outcomes for insurers launching new initiatives, ventures entering new markets, and the investors underwriting both. Jim commonly works with companies across three growth stages:

At BCS Financial, the BCBS-owned carrier and reinsurer, he rose to SVP of Strategy, Product, Marketing, and Performance, scaling premium from $390M to $800M+ across 12 product launches and 6 M&A transactions, and founded Ancilyze, the BCS–Allianz insurtech JV. He later helped Medzown launch and secure its first 10 contracts and grew ClearPoint Health from $1M to $60M in gross written premium in 12 months. He also expanded stop-loss MGU brands including Medical Risk Managers and Innovative Stop Loss Solutions.

Today he’s a fractional Senior Commercial Adviser at Ubi Cras Stop Loss (launched at SIIA in October 2026), fractional GTM lead at Benefitly, and a GTM advisor to ClearChartAI. If you’re a PE/VC firm seeking an operating partner, or a founder scaling through payer, broker, TPA, or employer channels, grab time with him at jdrew.com/meet.

When not at work, Jim, his wife Lisa, and his two adult sons are based in the greater Chicago area and spend much of their time enjoying outdoor summer and winter sports in Michigan's Upper Peninsula.

Ready to make a move? Let’s connect.