
← Brett Trainor Unplugged1 Aug · 31 min
15 Ways I've Made Money Since Leaving Corporate
Making money outside corporate is easier than landing your next corporate job. After a thousand-plus conversations with people leaving corporate, the blocker is almost never skill or experience. It's that we overcomplicate it.
This one is all mechanics. If you're 45+ and trying to make your first dollar outside corporate, or just want to stop betting everything on one paycheck, this is the playbook.
In this episode:
Your real number: why you think in cash flow now, not salary, and why it's lower than you'd guess
Why one boss is the riskiest bet you can make
Separating mission from money so you fund the life without burning out
15 ways I've actually made money since leaving corporate, from higher-effort work to low-friction income anyone can start
Three live examples with real numbers: the guy negotiating car deals, a wedding-dress business I built in 4 hours for $10, and the Amazon Influencer Program
A simple four-part filter to score any idea: pay, demand, ease, repeatability
Watch the version with slides on YouTube, or grab the deck from the resources below.
Money is solvable. Time is the thing you can't get back. Stop trading so much of it.
THE 15 WAYS (quick reference)