# Headstart: See It Coming — See your week before it breaks

> See your week before it breaks (iPhone/iPad app by Joshua Deitel.)

- Source: https://appshunter.io/ios/app/headstart-see-it-coming/id6783670262 (this page in markdown: same URL + `.md`)
- Developer: [Joshua Deitel](https://appshunter.io/developer/6774584502)
- Category: Productivity, Utilities
- Price: Free with in-app purchases
- Age rating: 4+
- Requires: iOS 17.0 · 1 MB
- Released: 2026-06-30
- Data updated: 2026-07-30
- User reviews in markdown: https://appshunter.io/ios/app/headstart-see-it-coming/id6783670262/reviews.md

## What is Headstart?

Headstart sees the problems in your week before they happen.

It reads your calendar and your recurring bills, then tells you exactly what's about to break in the next seven days - the overbooked day, the renewal that hits two days before payday, the deadline you're about to miss - while you can still do something about it.

HOW IT WORKS
- Connect your calendar and add your bills and deadlines.
- Every day, Headstart synthesizes the next 7 days into a ranked list of what's likely to go wrong, and why.
- One tap to resolve, snooze, or dismiss each warning.

THIS WEEK
Plain-English warnings with a severity dot: "Thursday is overbooked: 3 back-to-back meetings + your dentist at 4." "Your $14 storage renewal hits Tuesday, 2 days before payday."

TODAY
A calm one-screen brief of just today - the one thing not to forget, your load, and what changed since yesterday.

SIGNALS
See exactly which sources fed each warning. On-device first, fully transparent.

FREE TO USE
Connect calendars, add bills, and get your daily This Week foresight and Today brief - free.

HEADSTART PRO - $0.99/month
- Patterns: the recurring failure modes in your own behavior, over weeks
- Unlimited history
- Automatic recurring-bill detection
- Warning tone control

Catch your week before it catches you.

SUBSCRIPTION
Headstart Pro is a $0.99/month auto-renewable subscription. Payment is charged to your Apple Account at confirmation of purchase. Your subscription automatically renews unless it is canceled at least 24 hours before the end of the current period. Manage or cancel anytime in your Apple Account settings.

Terms of Use (EULA): https://www.apple.com/legal/internet-services/itunes/dev/stdeula/
Privacy Policy: https://shimondeitel.github.io/cool-apps-legal/headstart/privacy.html

## Pricing and in-app purchases

Base price: Free.

**Subscriptions**

| Subscription | Price | Period |
| --- | --- | --- |
| Headstart Pro | $0.99 | per month |



## Version history (last 3 releases)

### 1.0.2 — 2026-07-23

Bug fixes and reliability improvements to the Pro subscription flow.

### 1.0.1 — 2026-07-02

Performance improvements and bug fixes.

### 1.0 — 2026-06-30

No release notes.

## More apps by Joshua Deitel

- [Oneword: A Word a Day](https://appshunter.io/ios/app/oneword-a-word-a-day/id6782638613)
- [Tally Five: Daily Wins](https://appshunter.io/ios/app/tally-five-daily-wins/id6782643051)
- [Roundup: Split & Settle](https://appshunter.io/ios/app/roundup-split-and-settle/id6782653910)
- [Snippet: Life in 15 Words](https://appshunter.io/ios/app/snippet-life-in-15-words/id6782801807)
- [Per Use: Cost-per-use tracker](https://appshunter.io/ios/app/per-use-cost-per-use-tracker/id6783111994)
- [Footnote: Notes That Finish](https://appshunter.io/ios/app/footnote-notes-that-finish/id6783668714)

All apps by Joshua Deitel: https://appshunter.io/developer/6774584502

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*Data collected daily from the US App Store and indexed by [AppsHunter](https://appshunter.io/). User reviews are verbatim App Store reviews. Ratings, prices and chart positions refresh continuously; this snapshot is from 2026-07-30.*