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Hightail vs Box

A detailed comparison to help you choose the right tool for your needs.

Hightail logo

Hightail

Cloud Storage & File Sharing

Try Hightail
VS
Box logo

Box

Cloud Storage & File Sharing

Try Box

A
About Hightail

Hightail (formerly YouSendIt) is a cloud-based file sharing and collaboration platform designed primarily for creative professionals and teams. It allows users to send and receive large files that would typically exceed email attachment limits, while also providing visual collaboration tools for reviewing and approving creative assets like images, videos, and design files. The platform stands out with its annotation and markup features that let stakeholders provide precise feedback directly on files, reducing the back-and-forth common in creative workflows. It's particularly popular among marketing teams, designers, and agencies who need a streamlined review and approval process.

B
About Box

Box is a cloud content management and file sharing platform designed primarily for businesses and enterprises. It allows teams to store, organize, share, and collaborate on files from anywhere, with a strong emphasis on security, compliance, and governance features. Box differentiates itself from consumer-focused alternatives by offering enterprise-grade admin controls, extensive compliance certifications (HIPAA, FedRAMP, GDPR), and a robust set of APIs for custom integrations. It's widely used across industries like healthcare, financial services, and government where data security requirements are strict. While it works for smaller teams, its real strengths shine in mid-to-large organizations with complex content workflows.

Pricing Comparison

Tool
Hightail
Box
Price
Free — From $12/user/mo
Free — From $15/user/mo
Category
Cloud Storage & File Sharing
Cloud Storage & File Sharing
Rating
4.3 (14)
4.3 (43)
Free Plan
No
No
Integrations
6+ apps
8+ apps
Founded
2004
2005

Feature Comparison

Feature
Hightail
Box
File sharing with customizable expiration dates
Large file uploads up to 100GB
Collaboration tools for creative teams
Version control for file management
Integration with Adobe Creative Cloud
Secure file transfer with encryption
Advanced file sharing permissions
Real-time collaboration on documents
Automated workflow management tools
Version history tracking for files
Integration with third-party applications

Choose Hightail

Hightail is a cloud storage and file sharing platform designed for creative professionals.

Try Hightail Free

Read full review

Choose Box

Box is a secure cloud storage and file sharing platform designed for collaboration.

Try Box Free

Read full review

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Score Comparison

Ease of Use
7.0
7.0
Features
8.0
8.0
Pricing
6.0
7.0
Support
7.0
8.0
Integrations
9.0
9.0
Overall
7.4
7.8
HightailBox

Our Verdict

Hightail

You're a creative team needing robust file sharing features for large media files.

BoxWinner

Your team is medium-sized and requires secure collaboration features for sensitive documents.

More affordable
Better support

Hightail vs Box: The Bottom Line

Both Hightail and Box are strong cloud storage & file sharing tools, but they serve different needs. Both have similar user ratings (4.3). On pricing, Hightail is more affordable starting at $12/mo.

Still unsure? Check the full reviews for Hightail and Box, explore Hightail alternatives, or use our AI search to describe exactly what you need.

Frequently Asked Questions

Is Hightail or Box better?

It depends on your needs. Hightail (4.3★) is from $12/mo, while Box (4.3★) is from $15/mo. Box has a higher user rating.

Can I switch from Hightail to Box?

Yes. Most SaaS tools offer data export features. Check if Box has a migration guide or import tool specifically for Hightail users. Many offer onboarding assistance for switchers.

Which is cheaper, Hightail or Box?

Hightail starts at $12/mo, which is cheaper than Box at $15/mo.

What are the main differences between Hightail and Box?

Hightail focuses on file sharing with customizable expiration dates and large file uploads up to 100gb, while Box emphasizes advanced file sharing permissions and real-time collaboration on documents. Both are in the Cloud Storage & File Sharing category but serve slightly different use cases.