WheelsUp works backward from your separation or retirement date to map every milestone, leave window, and benefit — so nothing slips through the cracks. Not just a pay calculator: the whole flight plan.
Free tier at launch · no spam — we'll only email you about WheelsUp
The rules live in dense, branch-specific regulations, and missing a window costs real money and real headaches. Most people track it in a spreadsheet and hope.
Terminal leave, SHPE/separation physical, TAPS, Skillbridge, VA BDD, SBP election — each has a hard deadline tied to your date.
AFI, Navy MILPERSMAN, Army AR, Marine MCO, Coast Guard — each branch has its own regs. Answers exist, but they're buried and hard to cross-check.
Forfeited leave, a mistimed physical, a missed SBP or BDD window — small slips with four-figure consequences.
Free tier covers the planning backbone. Pro unlocks the money math and hand-off tools.
Go beyond the timeline — model the money decisions that shape your next 30 years.
Branch, rank, base, and your separation or retirement date. Two minutes.
Every deadline, leave window, and entitlement, computed and laid out for you.
Check off milestones, run the numbers, and get reminders as dates approach.
We're building this with separating and retiring service members — not for them. Which deadlines, entitlements, or calculators would make your transition easier? Tell us and we'll prioritize what gets built first.
Or just send us feedback — it comes straight to us, no email app needed.
Or join the waitlist to follow along and get early access.
Start free. Unlock the advanced tools when you're ready — subscribe, or pay once and keep it for your whole transition.
Limited to the first 100 members. Lifetime access at the founding price — help shape v1 and get every future update. Founding spots open when we launch; join the waitlist and you'll get first call.
Your plan is yours. We don't sell data, and you can export or delete it anytime.
Calculations are planning estimates. Always verify with finance, MPF/MPS, MTF, and the VA before acting.
Made by someone who went through the transition firsthand — every feature is something we actually needed.
All five: Air Force, Army, Navy, Marines, and Coast Guard. Each branch has its own rules, milestones, and calculators built in — set your branch when you start, and WheelsUp personalizes everything to your service.
Yes. Guard/Reserve members get component-specific calculators: points-based retired pay (points ÷ 360), age-60 considerations, CRDP modeling, and Reserve-specific milestones like the Notice of Eligibility (NOE) and RCSBP. Active Duty, Guard, and Reserve all work in the same app.
Every milestone that matters: terminal leave, TAPS/transition class, Skillbridge application, VA BDD filing window, SBP election, separation pay eligibility, IDES/medical separation timelines, and more. Each has a hard deadline tied to your service end date.
Yes. The Pro retirement pay estimator models High-3, SBP, VA disability offset, CRDP (for some), plus taxes. You can run side-by-side scenarios (e.g., "SBP on vs. off" or "terminal leave vs. sell-back"). It's an estimate — always verify final numbers with finance.
Yes. Traffic is encrypted (HTTPS/TLS), data at rest is encrypted, and passwords are salted and hashed — we never see them. Your plan is isolated to your account, never sold or shared, and you can export or permanently delete it anytime. We also don't ask for SSN or other sensitive identifiers.
Yes. Pro members can access their plan on phone, tablet, and desktop, and get deadline reminders via email. Your data syncs instantly, and you can pause reminders or export a printable transition brief at any time.
No. WheelsUp is an independent planning tool built by someone who went through transition. Everything is an estimate — always verify dates and numbers with your finance office, MPF/MPS, MTF, or the VA before acting on them.
Both. Subscribe (quarterly/6-month/annual) for a low entry price, or pay once for lifetime access — choose what fits. Founding members lock lifetime pricing at a discount.
Free: timeline, checklist, and countdowns. Pro: pay estimator, terminal leave calculator, Guard/Reserve calculators, printable brief, document trackers, multi-device sync, and deadline reminders.
We're live now for staging access. Reserve one of the 100 founding-member spots to lock the founding price for lifetime access, or join the waitlist for early access once public launch opens.
Join the waitlist for early access and the founding-member price. We'll only email about WheelsUp.
Prefer to lock the founding price now? Reserve a founding spot →