Winning Solo
Published in

Winning Solo

The 24 Most Important Things I’ve Learned in 24 Years as a Solopreneur

On June 16, 1997, at age 27, I placed a bet on myself, eliminated my steady paycheck, and hung out my shingle as a positioning and strategy consultant.

My employment record at that time included nearly five years as a marketer manager at Van Melle, where I launched products like White Mystery Airheads and the Airheads 6-bar pack. It was an…




With a focus on earnings, control & balance, Winning Solo is for independent consultants, creatives & freelancers who take the long view. This is not the place to “hack” your way to 3x growth by Tuesday, but it is the place to design a life that works for you.

Recommended from Medium

What A Decade of Freelance Writing Has Taught Me

[How To Stop Fearing Writing Copy…]

Value Amazing Clients First

5 Strategies of Highly Successful Freelancers

How to Take a Vacation When You’re a Freelancer

Xolo puts Freelance management on Autopilot

Who are freelancers and what motivates them

There’s A Different Way to Working Parent Life

Picture of a number of people waiting to board a tram in the foreground one passenger with glasses, backpack and beige coat who stares at the tram somewhat in disbelief — kristin_schuhknecht — 35 minutes from despair to hope the tram ride that got me into freelancing — illumination — humanity — worklife — parenting — freelancing — freelance writing — writing

Get the Medium app

A button that says 'Download on the App Store', and if clicked it will lead you to the iOS App store
A button that says 'Get it on, Google Play', and if clicked it will lead you to the Google Play store
Matthew Fenton

Matthew Fenton

I write about brand strategy & freelancing. Ex-CMO. Music junkie. For brand leaders: For freelancers:

More from Medium

Is WFH Really A Good Idea?

Why Are We All So Obsessed With Independence?

Budget Impacted by COVID?

Mind&Melody Email marketing created by Maritza Diaz

Lessons Learned From a Freelance Marketplace Refugee

Writer struggling at a laptop