Model the career nobody's parents had
Plan sabbaticals, gap years, and career pivots with confidence. Our AI simulates thousands of financial scenarios so you know exactly when you can take a break—and for how long.
Your parents' career advice is obsolete
Work 40 years, retire at 65, die with money. That's not how we live anymore.
Burnout is real
76% of millennials report career burnout, but fear taking a break will derail their future.
Traditional planning fails
Financial advisors still think careers are linear. Nobody models sabbaticals or pivot years.
Guesswork isn't a strategy
"Can I afford 6 months off?" shouldn't require a leap of faith. It requires data.
Detour models the career you actually want
We run thousands of Monte Carlo simulations using your real financial data. The result? A personalized timeline showing exactly when you can take breaks, for how long, and what it costs.
Everything you need to plan unconventional careers
Built for a generation that doesn't believe in "one job for life."
Wealth Projections
Monte Carlo simulations model market volatility, inflation, and your unique spending patterns.
Timeline Builder
Drag and drop career phases, sabbaticals, and life events to build your ideal path.
Scenario Comparison
Compare multiple life paths side-by-side. See the real cost of that year abroad.
AI Recommendations
Get personalized suggestions for optimal break timing based on your goals and risk tolerance.
Stress Testing
What if there's a recession? A health emergency? We model the worst so you're prepared.
Mobile Dashboard
Track your progress anywhere. Update your plan in real-time as life happens.
Plan your detour in 4 simple steps
From overwhelmed to optimized in under 10 minutes.
Connect Your Data
Securely link your bank accounts, investments, and income sources. Takes under 5 minutes.
Define Your Goals
Tell us about your dream sabbatical, career pivot, or early retirement target.
Explore Scenarios
Our AI runs thousands of simulations and shows you exactly what's possible.
Execute Your Plan
Get actionable steps, milestone tracking, and ongoing optimization as life evolves.
Join 10,000+ detourists living intentionally
Real people who stopped waiting for "someday" and started planning for it.
“Detour showed me I could take 9 months off at 34 without touching my retirement. I'm writing this from a rice paddy in Ubud.”
“I was scared to leave tech for teaching. Detour modeled 50 scenarios and found a path that works. Starting my M.Ed in fall.”
“Traditional advisors said 'keep grinding.' Detour showed me I could coast at 45. That changed everything about how I work now.”
Ready to plan your detour?
Join thousands who've discovered they can take breaks, pivot careers, and still retire comfortably. Your unconventional path is waiting.
No credit card required. Free forever for basic planning.