Make the Leap: Career Leap
The Sunday dread that starts Saturday afternoon.
Watching people with half your skill build twice your life.
Knowing something needs to change - but not knowing what you'd change to.
Take the AssessmentFree. 10 minutes. Results are instant.
For professionals who need direction, not motivation.
Taken by 5,000+ professionals so far.
The most advanced career clarity system available. Built on proven frameworks and behavioral science to connect what you're good at, what you actually want, and what's been stopping you - then map exactly where to go.
You’ve scrolled the job boards, taken the quizzes, and told yourself ‘maybe next quarter’ so many times it stopped meaning anything.
You have the skills. The experience. The quiet certainty that you’re built for more.
What you don’t have is a clear direction. And every month you wait, the gap between where you are and where you could be gets wider.
You’ve been trying to solve a direction problem with willpower. Telling yourself you’ll figure it out eventually. Reading one more article. Taking one more quiz.
The issue was never motivation or effort. It was that nobody looked at YOUR specific skills, experience, and constraints and said: here are the three directions that actually make sense for you.
That’s what Career Leap does. A 10-minute assessment about who you actually are. 3 career paths built from your answers - with real income projections, not inspirational guesswork.
The first one takes 10 minutes. It’s free. And it’s more specific than anything you’ll get from a $300/hour career coach.
Most people who take it say the same thing: ‘I didn’t know that path existed, and now I can’t stop thinking about it.’
Not another personality label. A map with actual roads on it.
3 specific directions built from your answers, with income projections and difficulty ratings. Not generic job titles pulled from a database.
2-4 hour exercises to try each path this weekend. Without quitting your job, spending money, or telling anyone.
Weekly guidance that turns ‘I should do something’ into ‘here is exactly what I am doing this week.’ Built around your specific resistance pattern.
A look inside

Personalized career paths with income range, difficulty, and 5-year outlook

Month-by-month income projections

Step-by-step exercises with time estimates

Printable experiment worksheets for each path

Structured 4-week program with progress tracking
Included with your Roadmap
It already knows your Career DNA, your 3 paths, and your resistance pattern. Ask it anything for 30 days - interview prep, resume angles, next steps, motivation. No re-explaining your situation.
MBTI told you you're an INTJ. StrengthsFinder told you you're strategic. Great. You still don't know what to do Monday morning.
Career Leap is built on Ikigai mapping, resistance pattern science, and a proprietary analysis system that cross-references your skills, values, constraints, and blind spots to generate career paths with real income potential and 5-year durability. Not types. Not labels. Paths you can test this week.
It reads between the lines of your answers and finds connections you can't see yourself - the gap between what you're good at and what you enjoy, the pattern that's kept you circling, and the direction that fits your actual life, not just your resume.
Four phases that map your career from every angle.
Phase 1
Your current situation, frustrations, and what’s been pulling at you.
Phase 2
Your skills, strengths, and the things people come to you for.
Phase 3
Your values, dream scenario, and what’s actually stopping you.
Phase 4
Your constraints, risk tolerance, and willingness to move.
Early responses
“I’ve taken every career quiz on the internet. This is the first one that told me something I didn’t already know.”
Sara L., Product Manager“The ‘Work DNA’ section was wild. It connected dots between my hobbies and my career that I’d never seen.”
Keith R., Software Engineer“I spent six months paralyzed about what to do next. This gave me three clear options in 20 minutes.”
Connor M., Account ExecutiveStart free. Go deeper if it resonates.
Free
Take the full 28-question assessment. See your Work DNA type, Skill-Joy Gap, resistance pattern, and your #1 recommended career path. See what most career assessments charge $200+ for - free.
From $19
The Career Brief ($19) fully maps your 3 career paths with income projections. The Roadmap ($49) adds your Ikigai map, printable experiments, a Launch Kit with ready-to-use templates for your recommended path, a 4-week action program, and a personal AI career coach for 30 days. Written from your actual words. Not a template.
$297
Everything in The Roadmap plus a 1:1 live strategy session in Week 2-3 with Jon to pressure-test your top path, address your resistance pattern directly, and build a personal accountability plan. For people who are done thinking and ready to move.
A good career coach spends the first three sessions just understanding your situation - your skills, your values, what's actually stopping you, what you've already tried. That's $600-900 before they even start giving you direction.
Career Leap does that in 10 minutes. Then it cross-references your answers against patterns from hundreds of real career changers to generate paths that are specific to you - not recycled advice from a framework designed for someone else's life.
Your Work DNA type. Your resistance pattern with the specific triggers and counter-moves. Three career paths with real income projections, Week-1 experiments you can run without quitting your job, and a Launch Kit with ready-to-use templates and a first-week action plan built around your actual constraints.
Every word in your results comes from your answers. No two reports are alike. The Career Brief is $19. The full Roadmap is $49. A single coaching session that delivers less costs six times that.
This is what $120K of personal development research and the most advanced AI available in 2026 look like when they work together. Real methodology. Real personalization. A price that doesn't require a leap of faith before the actual leap.

Career changer. 73 countries. 9 years building businesses. Went from finance to travel to retreat facilitation to building tools for change. Knows what it feels like to stare at a ceiling at 2am wondering if this is really it.
Read the full story →Free download
The Career Change Cheat Sheet. Organized by your current industry - teaching, healthcare, finance, retail, government, admin, sales. Find your field, see what's possible.
10 minutes. Three career paths you can test this week.
Free to start. Go deeper if it resonates.
Looking for something deeper? Take the Life Leap →