# Shoeboxed vs SherpaShare

Shoeboxed and SherpaShare both sit at 4.5 stars, but that hides the real split: 60% of Shoeboxed's written reviews are positive against 46% of SherpaShare's. Shoeboxed also leads on chart position (#138 vs unranked). SherpaShare's advantage is iOS requirement (8.0 vs 15.0). On price, rating, ratings volume and update cadence there is nothing between them.

Both are free to download. Shoeboxed sells 10 in-app purchases, starting at $7.39 per month and SherpaShare sells 2 in-app purchases, starting at $5.99 per month. Whichever you choose, the download price is not the number that matters.

On the App Store both sit at effectively the same score — 4.5 for Shoeboxed against 4.4 for SherpaShare. Both are backed by a comparable volume of ratings — 1.8K and 1.9K respectively. Written reviews are what separate them: 60% of Shoeboxed's written reviews are positive against 46% of SherpaShare's.

Shoeboxed ships an update every 2 weeks, SherpaShare weekly. The most recent releases landed on October 31, 2026 and November 1, 2026 respectively.

## The numbers

| Metric | Shoeboxed | SherpaShare |
| --- | --- | --- |
| Price | Free | Free |
| Rating | **[4.5 (1.8K ratings)](https://appshunter.io/ios/app/shoeboxed-mileage-tracker/id322143854/reviews)** | [4.4 (1.9K ratings)](https://appshunter.io/ios/app/sherpashare-driver-assistant/id975868991/reviews) |
| Number of ratings | 1.8K | **1.9K** |
| Positive reviews | **60.0% of reviews** | 46.5% of reviews |
| In-app purchases | Yes | Yes |
| Ads | No | No |
| Update frequency | Every 2 weeks | **Weekly** |
| Monetization | Freemium | Free with in-app purchases |
| Best chart rank | **#138** | — |
| Size | 30 MB | 93 MB |
| Requires iOS | 15.0 | **8.0** |
| Devices | **iPhone, iPad, iPod** | iPhone, iPod |
| Age rating | 4+ | 17+ |
| Developer | [Shoeboxed.com](https://appshunter.io/developer/322143857) | [SherpaShare, Inc](https://appshunter.io/developer/975868990) |

## What reviewers say

### Shoeboxed

[App page](https://appshunter.io/ios/app/shoeboxed-mileage-tracker/id322143854)

**Currently charting:** #138 Top Grossing · Finance (US App Store)

Effortlessly scan and organize business receipts and track mileage for tax deductions. Automates extraction of vendor, amount, date, and category. Offers automatic background mileage tracking for business trips.

**Highlights:** Automatic receipt scanning, Data extraction (vendor, amount, date, category), Searchable receipt storage, Automatic background mileage tracking, Mileage deduction calculation, Mail-in receipt scanning service, IRS-ready expense reports

**Features:** Vision Pro support

**In-app purchases (10)**

| Purchase | Price | Billing |
| --- | --- | --- |
| Starter Plan | $7.39 | per month |
| Starter Monthly | $9.00 | per month |
| Shoeboxed Mobile Premium | $14.95 | per month |
| Lite Plan | $14.95 | per month |
| Shoeboxed Mobile Pro | $24.99 | per month |
| Pro Plan | $24.99 | per month |
| Pro Monthly | $29.00 | per month |
| Plus Monthly | $79.00 | per month |
| Starter Annual | $97.00 | per year |
| Pro Annual | $290.00 | per year |

**What reviewers like**

- ⭐ Highly recommended
- 🚀 Efficient receipt management
- 👍 Easy to use
- 🤝 Excellent customer service
- 💰 Helpful for taxes and expenses

**What reviewers complain about**

- 🐛 Glitchy app updates
- 🕰️ Slow processing of receipts
- 🔍 Inconsistent data capture
- 🔒 Account and data issues
- 💰 Expensive paid plans

**Reported bugs**

- Receipts disappearing or not syncing
- Login and account creation problems
- Slow performance and app crashes
- Incorrect data extraction from receipts

**Requested features**

- Improved mileage tracking
- Faster receipt processing
- More customization options
- Better integration with accounting software
- Ability to edit/correct receipt data


### SherpaShare

[App page](https://appshunter.io/ios/app/sherpashare-driver-assistant/id975868991)

This app helps rideshare drivers maximize their earnings and minimize tax burdens. It automatically tracks mileage and expenses, provides smart route planning, and connects drivers with a supportive community. Access real-time data and exclusive savings to boost your income.

**Highlights:** Automatic mileage tracking, Expense tracking, Smart route planning, Driver community connection, Real-time data intelligence, IRS-compliant mileage log

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

**In-app purchases (2)**

| Purchase | Price | Billing |
| --- | --- | --- |
| SherpaShare Membership Premium Subscription | $5.99 | per month |
| SherpaShare Membership Premium Subscription | $59.99 | per year |

**What reviewers like**

- 🚀 Automatic mileage tracking
- 📊 Useful expense and mileage reports
- 🗓️ Easy categorization of trips
- 💰 Helps save money on taxes

**What reviewers complain about**

- 🔍 Difficulty cancelling subscription
- 🔇 Poor customer support
- 🐛 Tracking issues and data loss
- 🔋 High battery consumption

**Reported bugs**

- App randomly stops tracking mileage
- Errors during sign-up process
- Inconsistent data syncing across devices

**Requested features**

- Ability to manually enter trips
- Integration with accounting software
- More detailed trip information
- Improved heat map and location features


## Frequently asked questions

### Is Shoeboxed free?

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

### Is SherpaShare free?

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

### Which has better reviews, Shoeboxed or SherpaShare?

Shoeboxed is rated higher. Shoeboxed averages 4.5 out of 5 from 1.8K ratings, while SherpaShare averages 4.4 from 1.9K ratings.

### Do Shoeboxed or SherpaShare have ads?

Neither Shoeboxed nor SherpaShare shows ads.

### Which is updated more often, Shoeboxed or SherpaShare?

Shoeboxed ships an update every 2 weeks, and SherpaShare weekly. Most recently, Shoeboxed was updated on October 31, 2026 and SherpaShare on November 1, 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.*