Win the Week is a weekly self-honesty scorecard. You pick one question that matters to you, answer Win or Loss each day, and write a sentence about what actually happened. Seven days makes a series. Four wins takes it. Four losses takes it. Either way, you settle the week and start the next one fresh.
$39.99 once. Family Sharing enabled. No subscription, ever.
You pick one question that matters this week. Something only you can answer, and only honestly. Did I show up for the people I love today? Did I do the thing I said I'd do? Did I tell the truth, even the small one?
Each evening you mark the day a Win or a Loss and write a sentence about what actually happened. Three words is the floor. A sentence is better. The note is the part you'll read again in a year, when the numbers have long since blurred.
A week where you honestly lose 3–4 is always better than a fake 5–2 win.
By Sunday, the week has resolved itself. Four of seven, or not. A series won, a series lost, or a quiet "no decision" you sit with. There's no streak to protect. There's no score to optimize. The app keeps count, and keeps your words, and lets you look back when you're ready.
One sentence you wrote yourself. It sits above today's card all week. You can edit it. The app trusts you to know when to.
Tap the call you're making. The note opens. Write what actually happened. Tap Done. The day commits. Nothing else asks you for anything.
Four wins takes the series. Four losses takes it the other way. Sometimes the math finishes on Wednesday. Sometimes never. Either way you have the record.
A short reflection if you have one. Then the next week opens, the same question or a new one, your call. No reset ceremony. Just another seven days.
Two tiers, both included. The free practice is the core of the app and always will be. Pro adds the longer view: patterns, memory, season archive, and sync between your own devices.
The core practice is free, forever. No daily ad, no upsell modal.
Pro is for the user who's been at this long enough to want the longer view.
$39.99 once. Family Sharing enabled. No subscription, no upgrade tier, no ads inside, ever.
Download on the App StorePatterns, Memory, and the Season Archive don't show you anything until you have something worth looking at. They quietly build as you keep weeks. By season two they start to mean something.
Win the Week is built by Tim Gerhan. He teaches elementary school. He builds small apps for his family on nights and weekends, after the kids are asleep.
If you write to the contact email, he reads it. He may not always reply same-day. He always replies.
It's the price of a paid app that respects you. You pay once and you have it. No ads. No subscription. No upsells inside the app. No vendor pressure on the maker to chase engagement metrics. You pay for the practice, not the platform.
Everything. The app, the Free practice, the full Pro feature set, iCloud Sync across your own devices, and Family Sharing for the people in your Apple Family group. There's no separate Pro tier you have to buy later.
Backfill it honestly. Tap the past day on the day strip, write what actually happened, save. The app does not punish missed days. It also does not pretend they happened. A missed day stays missed in the record until you fill it in.
If a whole week passes without an entry or a reflection, the app marks that week Skipped. The record acknowledges the absence instead of erasing it.
On your device, and in your own private iCloud database. The app has no backend server I can see. Your weekly questions, your daily entries, your reflections, your notes, none of it lands on a server I control. Sync between your devices runs through your private iCloud database, encrypted in transit and at rest.
You can export the whole record as a JSON file from the app's settings any time. You own the record.
The practice is yours. The app should not narrate your week back to you in a voice it learned from someone else's writing. Your notes stay yours. No one reads them. Not me, not an AI. Just you.
Because the practice isn't a service we deliver to you. It's something you do. The app runs on your phone, using data you wrote yourself, against questions you chose. We don't deserve a recurring payment for that. One-time purchase respects both sides of the relationship.
No trial period, but the free tier inside the app includes the full core practice. If the daily logging and weekly scorecard are working for you, the upgrade is one purchase and you have the rest.
Yes. Family Sharing is enabled at the App Store level. One purchase covers everyone in your Apple Family group, on their own devices, with their own private data. Each person picks their own weekly question, keeps their own record, sees only their own pages.
Today, iPhone only. The version shipping this week is iOS, iPhone. iPad and other platforms are not promised. If they come, they'll come because they're worth building well. They will not ship before they're ready.
It was built with you in mind. The colors are warm on purpose. The math doesn't moralize. There's nothing in the app that punishes a relapse, no notification that shames you, no gamification that rewards you for hiding. A loss is data. A skipped week is data.
That said: this is a journaling and reflection tool, not a treatment program. It works alongside the people and practices that are actually helping you. It is not a substitute for them.
wintheweek.app@gmail.com. Tim reads every email. He may not always reply same-day. He always replies.
iPhone, iOS 26 and later. $39.99 once. Family Sharing enabled. No subscription, ever.
Download on the App Store