Your day is still winnable.

Structure your day around your health, without compromising your work. Winnable reads your Oura targets and your calendar, then quietly plans the walks, workouts and wind-down that get you there, and re-plans the moment your day changes.

Onboarding founders and operators first. Or play a day in the demo

Health is the game. Your wearable's scores are the scoreboard.

Right now your scores just judge you, and on a busy week the verdict feels final. Winnable turns each one into moves you can still make today.

Sleep Score
A wind-down before your recommended bedtime every night, moved earlier when tomorrow starts early, so bedtime stops drifting.
wind-down
Readiness, HRV balance and resting heart rate
Hard sessions land on the right days, away from the night before your heaviest meetings. Low readiness means a gentler day, never a busier one.
recovery
Training status: productive
3 to 4 medium or hard sessions a week in your clearest slots, spaced so your load builds steadily instead of in bursts.
workouts
Activity Score and inactive time
A 3-minute walk at the end of a meeting before you hit 50 minutes seated, so long desk stretches stop dragging your score down.
walks

Winnable starts from your wearable's own targets, checks what you actually did, and shows your trends against your own baseline.

Connect.

Once, two minutes

Oura and Google Calendar.

Both through official sign-in. Winnable reads your readiness, sleep and activity, and your calendar, so it knows what your day actually holds.

Plan.

Every morning

Winnable plans your day.

Movement breaks, a workout window and wind-down time go into the open gaps in your calendar, sized to your readiness that day. Low readiness gets gentler suggestions, not more of them.

Re-plan.

All day long

Your day changes, Winnable follows.

New meeting lands on top of your walk? It moves. Investor dinner running past your bedtime? Winnable drafts the note asking to start earlier, and you decide whether to send it. Your ring verifies what you actually did.

This week

2 of 3 workouts done. 1 more is still winnable: Saturday, 10am.

Activity goal met 4 of the last 7 days. Today is still winnable: about 180 active kcal to go. Lower readiness means gentler suggestions, never more of them.

Go ahead, ruin this Thursday.

This is the Winnable app on a founder's Thursday, planned by the real engine right here in your browser. Make the day go wrong and watch your phone catch up.

It's 8:45am on a busy Thursday. Pick something above and watch the plan move.

Open the full demo

Move the clock, book your own meetings, delete a walk. Nothing to connect.

8:45

Winnablenow

Thursday

Readiness 82

CalendarWinnable

11a

11p

Standup

1:1 with Priya

1:1 with Sam

Weekly metrics review

Design review

Investor call

Customer onboarding

Hiring loop debrief

9:45am3 min walk - you've got a gap

12pm3 min walk - you've got a gap

12:53pm3 min walk - stretch your legs

1:57pm3 min walk - reset before a big meeting

4pm3 min walk - you've got a gap

5:30pm3 min walk - you've got a gap

6:30pm45 min workout - your clearest slot

10:30pmWind down - bed by 11pm

Why I built this

My health declined after I started working in finance, and I watched the same thing happen to my most ambitious friends in finance and tech. It goes further than that. I know coworkers who were hospitalized from overwork, and the stories of bankers dying on the job from stress and too little sleep aren't just headlines to me.

Most of us already wear something that measures all of this. But our wearables only grade us. Score low on sleep, exercise and stress week after week and it starts to feel like a verdict you can't do anything about, at least not with a demanding career. So people stop looking. Some stop wearing them at all. But you shouldn't ignore your health.

How we act on our wearable data is still underexplored. Winnable turns it into actions: accountability built for people who are ambitious about everything, planned around the work they love instead of against it. Your calendar already knows how your day is shaping up. This makes it work for your health too.

I think of wearables the way we once thought of the iPhone: a platform. The sensors are already on millions of wrists and fingers. Winnable is one of the things that should be built on top.

Understands your calendar. Never acts without asking.

Drafts, never sends

When a late meeting would cost you sleep, Winnable writes the ask for you: "Could we start at 7pm instead? I have a hard stop." You edit it and send it yourself, or don't.

Its own calendar

Winnable writes only to a separate calendar it creates. Your events are never moved or edited.

Yours alone

Your health and calendar data is only ever visible to you. Never sold.

Gone when you say

Disconnect and everything is deleted. One button removes every Winnable block from your calendar.

Built for founders, operators and those with big career ambitions.

You already hold yourself accountable at work. Winnable brings that to your health, flexing around your calendar instead of asking you to protect time you don't have. Work calendar locked down? Set your usual desk hours and Winnable plans around those, refined by whatever calendar you can connect.

Season pass

$99/ year

or $14.99 a month. 14-day free trial, cancel anytime.

Questions

Does Winnable read my meetings?

Yes, so it can plan well: it skips meetings you declined, notices flights and time off, and puts a walk right before the meetings that matter. It never moves or edits your events, and it never sends anything on your behalf.

Which wearables work?

Oura first, Garmin next. The planner is built so other wearables can plug in.

Is there a phone app?

Yes, iPhone first. That's where Winnable shows your day and nudges you when it changes. There's a web version for your laptop too.

What if my company blocks third-party apps?

Connect what you can (a personal calendar works) and set your typical work pattern. Winnable plans around both.

Is this medical advice?

No. Winnable is a wellness tool that helps you act on your wearable's own targets. Talk to a doctor about medical questions.

Sleep on it. Tomorrow is winnable too.

We're onboarding founders and operators first. Drop your email and we'll reach out when there's a seat for you.

Or play a day in the demo first