# WinSync vs Truly Simple Envelopes

The clearest difference is in-app purchases: WinSync at none against Truly Simple Envelopes's 1. WinSync also leads on iOS requirement (15.0 vs 17.0). Truly Simple Envelopes's advantage is ads (none vs shown) and update cadence (every 2 weeks vs every 2 months). On price and device support there is nothing between them.

Both are free to download. Truly Simple Envelopes sells 1 one-off in-app purchase. WinSync asks for nothing beyond the download.

WinSync ships an update every 2 months, Truly Simple Envelopes every 2 weeks. The most recent releases landed on October 7, 2026 and October 13, 2026 respectively.

## The numbers

| Metric | WinSync | Truly Simple Envelopes |
| --- | --- | --- |
| Price | Free | Free |
| Rating | **[4.9 (8 ratings)](https://appshunter.io/ios/app/winsync/id6765670813/reviews)** | — |
| Number of ratings | **8** | — |
| Positive reviews | 100.0% of reviews | — |
| In-app purchases | **No** | Yes |
| Ads | Yes | **No** |
| Update frequency | Every 2 months | **Every 2 weeks** |
| Monetization | Free with in-app purchases | — |
| Size | 62 MB | 1 MB |
| Requires iOS | **15.0** | 17.0 |
| Devices | iPhone, iPod | **iPhone, iPad, Mac** |
| Age rating | 17+ | 4+ |
| Developer | [WinSync Inc.](https://appshunter.io/developer/1896031623) | [Colin Wright](https://appshunter.io/developer/1814828139) |

## What reviewers say

### WinSync

[App page](https://appshunter.io/ios/app/winsync/id6765670813)

Organize skill-based contests with friends, set prizes, and get paid instantly. This platform handles all payments and disputes, making friendly competitions hassle-free and fun.

**Highlights:** Create private skill-based contests, Set and collect prize money, In-app winner voting, Instant debit card payouts, Transparent audit trails, Built-in dispute resolution

**In-app purchases:** none


### Truly Simple Envelopes

[App page](https://appshunter.io/ios/app/truly-simple-envelopes/id6766333795)

**In-app purchases (1)**

| Purchase | Price | Billing |
| --- | --- | --- |
| Unlock Pro | $4.99 | one-time |


## Frequently asked questions

### Is WinSync free?

WinSync is free to download, with no in-app purchases.

### Is Truly Simple Envelopes free?

Truly Simple Envelopes is free to download, with in-app purchases available.

### Do WinSync or Truly Simple Envelopes have ads?

WinSync shows ads; Truly Simple Envelopes does not.

### Which is updated more often, WinSync or Truly Simple Envelopes?

WinSync ships an update every 2 months, and Truly Simple Envelopes every 2 weeks. Most recently, WinSync was updated on October 7, 2026 and Truly Simple Envelopes on October 13, 2026.

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*Compared by [AppsHunter](https://appshunter.io/) from daily US App Store data. Review summaries are generated from verbatim App Store reviews.*