# Side Out vs Pickleball Drills

The clearest difference is in-app purchases: Side Out at none against Pickleball Drills's 3. Side Out also leads on ads (none vs shown). Pickleball Drills's advantage is rating (4.8 vs 4.5) and update cadence (every 6 days vs fortnightly). On price, review sentiment, device support and iOS requirement there is nothing between them.

Both are free to download. Pickleball Drills sells 3 in-app purchases, starting at $19.99 per month. Side Out asks for nothing beyond the download.

Pickleball Drills holds the better App Store score, 4.8 against 4.5. Both are backed by a comparable volume of ratings — 82 and 303 respectively. Written reviews complicate that: 90% of Side Out's written reviews are positive against 87% of Pickleball Drills's, so the app with the better star average is not the one people write more warmly about.

Side Out ships an update fortnightly, Pickleball Drills every 6 days. The most recent releases landed on September 10, 2026 and September 20, 2026 respectively.

## The numbers

| Metric | Side Out | Pickleball Drills |
| --- | --- | --- |
| Price | Free | Free |
| Rating | [4.5 (82 ratings)](https://appshunter.io/ios/app/side-out-pickleball/id1671243214/reviews) | **[4.8 (303 ratings)](https://appshunter.io/ios/app/pickleball-drills/id6445845357/reviews)** |
| Number of ratings | 82 | **303** |
| Positive reviews | **90.2% of reviews** | 87.1% of reviews |
| In-app purchases | **No** | Yes |
| Ads | **No** | Yes |
| Update frequency | Fortnightly | **Every 6 days** |
| Monetization | **Free** | Subscription |
| Size | 15 MB | 172 MB |
| Requires iOS | 17.0 | **16.0.2** |
| Devices | **iPhone, iPad, Apple Watch** | iPhone, iPad |
| Age rating | 4+ | 4+ |
| Developer | [205L Studio](https://appshunter.io/developer/453170205) | [Pickleball Playbook LLC](https://appshunter.io/developer/1674159187) |

## What reviewers say

### Side Out

[App page](https://appshunter.io/ios/app/side-out-pickleball/id1671243214)

Effortlessly track pickleball scores directly from your Apple Watch with intuitive swipe gestures. This app manages serving order, player positions, and game statistics, allowing you to focus on playing. An optional companion scoreboard can be used on your iPhone or iPad for spectators.

**Highlights:** Hands-free Apple Watch scoring, Automatic serving order tracking, Companion iPhone/iPad scoreboard, Multiple game and scoring formats, Player profiles and performance tracking, Match history and stats, HealthKit integration

**Features:** macOS Compatibility, Apple Watch app, Vision Pro support

**In-app purchases:** none

**What reviewers like**

- 👍 Easy to use
- 🚀 Fluid app performance
- 💡 Fully customizable rules
- 👍 Uncomplicated and works
- 👍 Syncs to watch

**What reviewers complain about**

- 🐛 Not intuitive swipes
- 🐛 Watch crown rotation issues
- 🐛 Player name input greyed out
- 🐛 App closes randomly on watch
- 🐛 Workout app integration clunky

**Reported bugs**

- App on watch randomly closes and deletes match
- Server switching courts not working
- Undo is sometimes buggy
- Display hangs occasionally
- Not properly syncing app data from iPhone to watch

**Requested features**

- Tennis app or section
- Set up on phone, control on watch
- In-game timer
- Disable Watch crown rotation
- Microphone control for player names


### Pickleball Drills

[App page](https://appshunter.io/ios/app/pickleball-drills/id6445845357)

Enhance your pickleball skills with daily drills and video instruction. Access a library of routines for all levels, including solo options for home or court practice. Improve your dinks, drops, volleys, and more with expert guidance.

**Highlights:** Daily pickleball drills, Video instruction for each drill, Drills for all skill levels, Solo practice drills (wall/ball machine), Improve dinks, drops, and volleys, Monthly new drill uploads

**Features:** macOS Compatibility, Apple Wallet, Vision Pro support

**In-app purchases (3)**

| Purchase | Price | Billing |
| --- | --- | --- |
| Monthly Subscription | $19.99 | per month |
| Biannual Subscription | $89.99 | per 6 months |
| Annual Subscription | $149.99 | per year |

**What reviewers like**

- 🚀 Awesome drills
- 👍 Easy to find & incorporate drills
- 👍 Great drills and instructions
- 👍 Helpful for improving game
- 👍 Organized well and easy to use

**What reviewers complain about**

- 🐛 Scheduler does not work
- 🐛 Login issues and app not working
- 🐛 Billing and cancellation problems
- 💡 Need more strategy-focused content
- 🔒 No captions for deaf/hard of hearing players

**Reported bugs**

- Scheduler does not work
- Login issues and app not working
- Billing and cancellation problems

**Requested features**

- Dark mode option
- More strategy-focused content


## Frequently asked questions

### Is Side Out free?

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

### Is Pickleball Drills free?

Pickleball Drills is free to download, with in-app purchases available.

### Which has better reviews, Side Out or Pickleball Drills?

Pickleball Drills is rated higher. Side Out averages 4.5 out of 5 from 82 ratings, while Pickleball Drills averages 4.8 from 303 ratings.

### Do Side Out or Pickleball Drills have ads?

Pickleball Drills shows ads; Side Out does not.

### Which is updated more often, Side Out or Pickleball Drills?

Side Out ships an update fortnightly, and Pickleball Drills every 6 days. Most recently, Side Out was updated on September 10, 2026 and Pickleball Drills on September 20, 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.*