Decoding Your 2025 Health Insurance Options
Self-employed? Own a small company with a team? Let’s decode your 2025 health insurance options during this live event.
In this workshop I’ll cover:
- What all those acronyms mean
- The four most likely options for individuals and small companies
- What it covers, how it works, what you pay
- How to choose your best option
- How to find and choose a policy
- How to run open enrollment
- How to get it done before the December 15 deadline
- The last 30 minutes will be reserved for Live Q&A
Meet Jill James
I work with self-funded CEO / founders with purpose. Mostly women, but not exclusively. By experience, I’m a business strategist and Chief Operating Officer. I’m really good at helping founders go from early concept to $5–$10 million without giving up equity. I’ve done most of the non-engineering jobs in SaaS and services companies. On the finance side, I have been a personal financial planner, worked in investment banking, and I have an MBA in entrepreneurship and strategy from Chicago Booth.
I’m not a coach, but clients often call me a “business therapist.” (It’s a compliment, I’m not a mental health professional.) Building a company will expose your limiting beliefs about yourself, relationships, and money — often in the context of learning new business skills. We do the work while we do the work. And we’ve done it almost exclusively remotely since 2015 because entrepreneurial moms don’t have time for boondoggles.