Hightail vs PinMy Comparison
Hightail
Starting at $12 /Month
- Free Trial
- Large Enterprises
- Medium Business
Hightail is a safe, easy and affordable way to send information from one place to another. Files up to 100MB can be transferred quickly and easily from computer to computer, from computer to mobile device or from mobile…
PinMy
Starting at Contact for pricing
- Large Enterprises
- Small Business
Unlock a whole new way to enhance visual content collaboration with PinMy. Elevate your feedback game with the power of voice and text directly on images. Bid farewell to the days of scattered comments and endless email…
Hightail leads on user satisfaction with a 3.9-star rating across 1,931 reviews.
Hightail vs PinMy — at a glance
| Feature | Hightail | PinMy |
|---|---|---|
| Rating | 3.9 / 5 | — |
| Reviews | 1,931 | — |
| Starting price | $12 /Month | Contact for pricing |
| Free trial | Yes | No |
| Free version | No | No |
| Best for | Large Enterprises, Medium Business, Small Business | Large Enterprises, Small Business, Medium Business |
| Category | Online Proofing Software | Online Proofing Software |
| Platforms | SaaS/Web/Cloud, Mobile - Android, Mobile - iOS | Browser Based (Cloud), Mobile - Android, Mobile - iOS |
| API | — | — |
| Support modes | Business Hours, Online | Online |
| Certifications | GDPR | — |
| Data residency | US | US |
Key differences between Hightail and PinMy
- Pricing: Hightail starts at $12 /Month. PinMy pricing is not publicly listed.
- Free trial: Hightail offers a free trial; PinMy does not.
- Deployment: Hightail supports SaaS/Web/Cloud, Mobile - Android, Mobile - iOS; PinMy supports Browser Based (Cloud), Mobile - Android, Mobile - iOS.
Hightail vs PinMy — find the better fit before you commit.
Which tool fits your team best
Which is actually cheaper for your team size
Where each product wins, per real buyers
Most Online Proofing Software tools look identical on paper. This comparison cuts to the differences that matter — pricing structure, team fit, and what real buyers found after signing up.
Biggest differences
Features
Pricing
Buying details
Security
Buyer feedback
Integrations
Product tour
Other options
Biggest differences
Start here before you go deeper into features.
Best for secure, simple file transfer and remote team collaboration.
- You need a straightforward, user-friendly tool for quick file sharing up to 100MB.
- Your team requires secure document exchange with encryption and time-limited downloads.
- You want cross-device accessibility for seamless transfers between computers and mobile devices.
- Your organization demands extensive customization and advanced integrations.
- You require undo functionality for sent files to mitigate user errors.
Large Enterprises, Small Business, Medium Business
Hightail typically suits Large Enterprises and Medium Business. PinMy tends to fit Large Enterprises and Small Business better. The right choice depends on your team size, workflow, and whether a free trial matters.
Description | Hightail is a safe, easy and affordable way to send information from one place to another. Files up to 100MB can be transferred quickly and easily from computer to computer, from computer ... Read More about Hightail | Unlock a whole new way to enhance visual content collaboration with PinMy. Elevate your feedback game with the power of voice and text directly on images. Bid farewell to the days of ... Read More about PinMy |
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Entry Level Pricing |
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Free Trial Availability |
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Spotsaas ScoreWhat's this? ↗ | 9.8/10 | Not Available |
User RatingsBased on verified Spotsaas reviews | ||
Best Company Size | Small BusinessMedium Business | — |
Get pricing help | Get pricing help |
Software Demo
Demo |
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How do Hightail and PinMy Compare on Features?
Total Features | 10 Features | 7 Features |
|---|---|---|
Unique Features | No unique features | No unique features |
Get Quote | Get Quote |
Compare Hightail and PinMy on pricing
Review starting price, plan structure, and free-trial access side by side so you can see which option fits your budget and buying process.
Pricing Option | ||
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Pricing Page |  | Pricing information not available |
Other Details
Organization Types supported |
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Platforms Supported |
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API Support |
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Get help choosing | Get help choosing |
Security & Compliance
Certifications, data handling, and security controls for IT and compliance evaluators.
HIPAA | ✗ No | ✗ No |
|---|---|---|
GDPR | ✓ Yes | — |
Data Encryption | ✓ Yes | — |
Data Residency | 🇺🇸 US | 🇺🇸 US |
Hightail User Reviews & Rating Comparison
User Ratings | No reviews available for the product | |
|---|---|---|
Rating Distribution | No reviews available for this product | |
Spotsaas Editor’s POV generated by AI | Buyer sentiment Users generally appreciate Hightail's ease of use and reliable file transfer capabilities but note limitations in customization and advanced features. What buyers like
Common complaints
| No expert review available for this product |
Pros and Cons |
| No pros or cons available for this product |
Positive Reviews | No reviews available for the product | No reviews available for the product |
Media and Screenshots
Videos |  3 Videos |  3 Videos |
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Top Alternatives to Hightail and PinMy in 2026
Alternatives |
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Disclaimer: This research has been collated from a variety of authoritative sources. We welcome your feedback at [email protected].
Frequently asked questions
- Which is better, Hightail or PinMy?
- Hightail edges out the other on user ratings (3.9 vs -1.0). That said, the best pick depends on your use case — use the comparison tables above to evaluate each dimension.
- Do Hightail and PinMy offer a free trial?
- Hightail offers a free trial. PinMy does not.
- What is the starting price of Hightail vs PinMy?
- Hightail starts at $12 /Month. PinMy starts at Contact for pricing.
- What are the top alternatives to Hightail?
- Top alternatives to Hightail include ShareFile, Dropbox Business, Microsoft OneDrive for Business, Dropbox Professional, GoProof.
- What are the top alternatives to PinMy?
- Top alternatives to PinMy include Hightail, iAnnotate Enterprise, Wipster, Aproove, Ziflow.