Hightail vs DropSend 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…
DropSend
Starting at $5 /Month
- Free Trial
- Large Enterprises
- Medium Business
DropSend is a cloud file sharing, transferring, and synchronization software for enterprise, Small business, and private use. DropSend provides with the means to synchronize files between computer and other computers, dr…
DropSend leads on user satisfaction with a 4.4-star rating across 36 reviews.
Hightail vs DropSend — at a glance
| Feature | Hightail | DropSend |
|---|---|---|
| Rating | 3.9 / 5 | 4.4 / 5 |
| Reviews | 1,931 | 36 |
| Starting price | $12 /Month | $5 /Month |
| Free trial | Yes | Yes |
| Free version | No | No |
| Best for | Large Enterprises, Medium Business, Small Business | Large Enterprises, Medium Business, Small Business |
| Category | Online Proofing Software | Cloud Content Collaboration Software |
| Platforms | SaaS/Web/Cloud, Mobile - Android, Mobile - iOS | SaaS/Web/Cloud, Mobile - Android, Mobile - iOS |
| API | — | — |
| Support modes | Business Hours, Online | Online |
| Certifications | GDPR | — |
| Data residency | US | Global |
Key differences between Hightail and DropSend
- Pricing: Hightail starts at $12 /Month, while DropSend starts at $5 /Month.
- User satisfaction: DropSend scores higher with a 4.4-star average.
- Deployment: Hightail supports SaaS/Web/Cloud, Mobile - Android, Mobile - iOS; DropSend supports SaaS/Web/Cloud, Mobile - Android, Mobile - iOS.
Hightail vs DropSend — 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, Medium Business, Small Business
Hightail typically suits Large Enterprises and Medium Business. DropSend tends to fit Large Enterprises and Medium 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 | DropSend is a cloud file sharing, transferring, and synchronization software for enterprise, Small business, and private use. DropSend provides with the means to synchronize files between ... Read More about DropSend |
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Entry Level Pricing |
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Free Trial Availability | ||
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 DropSend Compare on Features?
Total Features | 10 Features | 0 Features |
|---|---|---|
Unique Features | No unique features | No features |
Get Quote | Get Quote |
Compare Hightail and DropSend 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.
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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 | 🌐 Global |
Hightail User Reviews & Rating Comparison
User Ratings | 4.4 (based on 36 reviews) | |
|---|---|---|
Rating Distribution | ||
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
| Buyer sentiment Buyer sentiment is positive across 36 reviews, with strong overall satisfaction. What buyers like
Common complaints
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Pros and Cons |
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Positive Reviews | No reviews available for the product | No reviews available for the product |
Media and Screenshots
Videos |  3 Videos |  2 Videos |
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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 DropSend?
- DropSend edges out the other on user ratings (4.4 vs 3.9). That said, the best pick depends on your use case — use the comparison tables above to evaluate each dimension.
- Do Hightail and DropSend offer a free trial?
- Yes, both Hightail and DropSend offer a free trial.
- What is the starting price of Hightail vs DropSend?
- Hightail starts at $12 /Month. DropSend starts at $5 /Month.
- 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 DropSend?
- Top alternatives to DropSend include WeTransfer, Securely Send, Dropbox Business, FileCloud, Dropbox Professional.