You’ve spent years building a career, sharpening valuable skills and earning people’s trust. This step-by-step workbook helps you turn that experience into a business of your own. One that gives you the freedom and agency you've been seeking. more control over your time, your income and your future.

This workbook is for the space between maybe one day and okay, let’s try it.
Practical exercises, one step at a time. You write, you decide, you leave with a plan you can start in just days or weeks.
Real pages from the workbook: short, honest prompts and space to write your answers.





He was a founding member of Acceleration, an international marketing-technology company now part of WPP, then co-founded Boston design firm Fresh Tilled Soil and led it as CEO, delivering product and design work for more than 700 clients. Along the way he wrote and co-wrote books on leadership and product, including Product Leadership (O’Reilly).
Today he and Devon McDonald run Second Harvest, a community for people in midlife who are designing their next chapter. This workbook is same book used in the in-person workshops and in our 1:1 coaching sessions.
Since we spoke yesterday, I’ve launched my advisory, announced on LinkedIn, solidified the frameworks and narrative around the work, and have a first client wanting a proposal.
I stopped theorizing about it. I took an in-person conference and used it to pressure test the work on real people… I now have three customers in the pipeline I am working toward closing. Not closed yet, but that is a very different place than where I was sitting in your workbook a month ago.
A digital workbook in PDF format. Nothing ships; you download it straight after checkout.
Then it’s a good time to do this. The exercises help you find out whether there’s a business in your experience, and what a small, safe first test would look like, before you change anything.
Spend a few evenings turning it into a plan you can test.
Get the Workbook · $39