Live Webinar

The self-employment leap

How to go out on your own without losing your safety net

Join us on October 20th for an honest conversation with three people who left the paycheck behind, built businesses that last, and rebuilt the health coverage, income protection, and savings that used to come with the job.

Tuesday, October 20, 2026

12 PM (ET) / 9 AM (PT)

Zoom Live Stream

Join us October 20th

What you’ll learn

Knowing When To Jump: How to tell the difference between a real signal and cold feet, how much runway you actually need, and why "one more year" is the most expensive decision most people make

Replacing The Paycheck: How our panelists landed their first paying work, how they priced it, and how they turned one income stream into several without burning out

Rebuilding Your Safety Net: What you actually lose when you leave an employer, how to replace health coverage and protect your income when you cannot work, and what to put in place before you hand in your notice

Building Something That Lasts: Business structure, taxes, and the boring foundations that keep a solo business standing in year two, including what changes if you plan to run it from another country