FOR MID-CAREER CORPORATES EYEING THE EXIT
THE ITCH IS REAL. SO IS THE UNCERTAINTY.
You're feeling the discontent in your corporate journey. The feeling that you're no longer getting more than you're giving. But it's difficult to just walk away.
Motivation isn't always the issue. It's that no one has ever helped you think through your post-corporate options clearly — consulting, founding a business, investing, building a speaking practice, teaching online, advisory work — with your actual background on the table.
You've been thinking about this. Maybe even had an informal conversation or two. But sporadic thinking on this hasn't yet produced a real set of options to go validate for your next chapter.
That's what The Parachute Plan is designed to do.
THE PARACHUTE PLAN
A structured path for mid-career professionals who feel an itch to leave corporate and want to pressure-test a range of self-deployment options before making a big move.
THE PARACHUTE BRIEF
$450
credited toward your next step
A clear-eyed written read on what a post-corporate leap could actually look like for you — with consulting as a serious contender, alongside other realistic deployment options. Founding a business. Investing. Building a speaking practice. Teaching online. Advisory work. We get them all on the table in a deep-dive interview, and work through which ones are most feasible given your background.
You leave with a written brief that captures my assessment and a clear set of next steps for your path forward.
If consulting emerges as the strongest lane — and you have the intent and motivation to pursue it — we'll identify the Step 2 engagement that matches how far you want to take it, if you wish to continue.
Everything begins here.
Select a package based on how far you want to take your consulting hypothesis before making any big moves.
THE BIRD'S EYE VIEW
$1,650*
For the corporate expert who wants a clear first map of where their expertise could take them. In a focused session, we lay out 2-3 potential consulting hypotheses, identify your core problem-solving capabilities, and develop a framework for gathering initial market feedback on your own. You leave with a named direction and a clear sense of what to go test next.
*Price of Parachute Brief credited to package cost
THE FLIGHT TEST
$2,750*
For the corporate expert ready to translate deep expertise into a market-validated consulting offer — and confident enough to pursue first engagements before leaving corporate. We identify your most promising lane, build a one-page consulting thesis, and put it in front of the right people for direct feedback. You come back with what you heard and we sharpen the thesis based on real market reaction, not more thinking. You leave with a validated consulting lane and the clarity and confidence to shop around for potential first engagements.
*Price of Parachute Brief credited to package cost
THE TANDEM JUMP
$4,750*
For the corporate expert ready to commit to a fully supported transition into independent consulting. Includes everything in the Flight Test — the validated hypothesis, the market conversations, the sharpened thesis — plus three months of ongoing support as you prepare for launch. Bring proposals, pricing questions, frameworks in progress, and market conversation debriefs. You leave the engagement with a confident exit and early engagements already in motion.
*Price of Parachute Brief credited to package cost
WHO AM I?
YOUR PERSONAL POST-CORPORATE GUIDE
I'm Wes Wheless — strategist and coach for independent consultants, and the author of The Expert's Privilege: A Self-Deployment Guide to Leaving Corporate and Going Solo.
I made my own corporate exit after two decades in consulting, product management, and edtech, and I've spent the last several years helping experienced professionals turn what they know into clear, portable expertise that the market can actually see and pay for.
The Parachute Plan is what I could've used when I was sitting where you are — plenty of accumulated expertise, a growing itch, and no clear map for what came next.
As Featured On
The White Rabbit · Female Fractionals · Unleashed · SF Tech Week · Umbrex · Lettuce Solo Summit · Doing Daily · Stop the Noise · Mylance
READY TO FIND OUT WHAT'S ACTUALLY POSSIBLE?
I take on a small number of Parachute clients at a time. Start with a short fit call — we'll talk about where you're at, I'll tell you honestly whether this is the right next step for you, and what the Parachute Brief could surface given where you are right now.
Not ready quite yet? Learn more about the book at the root of this work, The Expert's Privilege.