NEWJoin 1M+ SaaS Professionals|Get Weekly Insights, Trends & Expert PicksSubscribe Free →

Spotsaas logo

Hightail vs Filemail Comparison

Last updated:

Hightail

3.9(1,931 reviews)

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…

Filemail

4.0(6 reviews)

Starting at $5 /Month

  • Free Trial
  • Large Enterprises
  • Medium Business

Filemail is a comprehensive Content Management Solution available, both as a radically low cost product and as a complete set of integrated solutions for any size organization. FileMail is a secure, web-based email clien…

Filemail leads on user satisfaction with a 4.0-star rating across 6 reviews.

Hightail vs Filemail — at a glance

FeatureHightailFilemail
Rating3.9 / 54.0 / 5
Reviews1,9316
Starting price$12 /Month$5 /Month
Free trial Yes Yes
Free version No No
Best forLarge Enterprises, Medium Business, Small BusinessLarge Enterprises, Medium Business, Small Business
CategoryOnline Proofing SoftwareCMS Tools
PlatformsSaaS/Web/Cloud, Mobile - Android, Mobile - iOSSaaS/Web/Cloud, Mobile - Android, Mobile - iOS, Installed - Windows, Installed - Mac
APIAvailable
Support modesBusiness Hours, OnlineOnline
CertificationsGDPR
Data residencyUSUS

Key differences between Hightail and Filemail

  • Pricing: Hightail starts at $12 /Month, while Filemail starts at $5 /Month.
  • User satisfaction: Filemail scores higher with a 4.0-star average.
  • Deployment: Hightail supports SaaS/Web/Cloud, Mobile - Android, Mobile - iOS; Filemail supports SaaS/Web/Cloud, Mobile - Android, Mobile - iOS, Installed - Windows, Installed - Mac.

Hightail vs Filemail — find the better fit before you commit.

01

Which tool fits your team best

02

Which is actually cheaper for your team size

03

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.

Hightail - Online Proofing Software
Talk to an expert
Talk to an expert
Filemail - CMS Tools
Talk to an expert
Talk to an expert

Biggest differences

Start here before you go deeper into features.

Hightail

Best for secure, simple file transfer and remote team collaboration.

Choose if
  • 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.
Consider alternatives if
  • Your organization demands extensive customization and advanced integrations.
  • You require undo functionality for sent files to mitigate user errors.

Filemail

Best for

Large Enterprises, Medium Business, Small Business

Hightail typically suits Large Enterprises and Medium Business. Filemail 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

Filemail is a comprehensive Content Management Solution available, both as a radically low cost product and as a complete set of integrated solutions for any size organization. FileMail is ... Read More about Filemail

Entry Level Pricing

  • Starts from $12
  • Starts from $5 , Billed Yearly

Free Trial Availability

Spotsaas Score

What's this? ↗

9.8/10

Not Available

User Ratings

Based on verified Spotsaas reviews

Best Company Size

Small BusinessMedium Business
Get pricing help
Get pricing help

Software Demo

Demo

Need a second opinion?

Get shortlist help from a software advisor

Share your priorities, budget, and team needs, and we’ll help you narrow the options and understand the tradeoffs before you talk to vendors.

How do Hightail and Filemail Compare on Features?

Total Features

10 Features

0 Features

Unique Features

No unique features

No features

Get Quote
Get Quote

Compare Hightail and Filemail 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

      Starting From

      • $12
      • $5 , Billed Yearly

      Pricing Plans

      • Not Available
      • INDIVIDUAL PRO

        • Max. transfer size 25 GB

        • Files available for 30 days

        • Storage capacity 1 TB

        Show more +

      • MULTI-USER BUSINESS

        • Includes the features of Pro plan, plus

        • Unlimited transfer size

        • Files availability: configurable

        Show more +

      • MANAGED FILE TRANSFER ENTERPRISE

        • Includes the features of Business plan, plus

        • Unlimited transfer size

        • Files availability: configurable

        Show more +

      Pricing Page

      Hightail pricing
      Filemail pricing

      Other Details

      Organization Types supported

      • Freelancers
      • Medium Business
      • Small Business
      • Individuals
      • Large Enterprises
      • Freelancers
      • Medium Business
      • Small Business
      • Individuals
      • Large Enterprises

      Platforms Supported

      • Browser Based (Cloud)
      • Mobile - Android
      • Mobile - iOS
      • Installed - Windows
      • Installed - Mac
      • Mobile - Windows
      • Browser Based (Cloud)
      • Browser Based (Cloud)
      • Mobile - Android
      • Mobile - iOS
      • Installed - Windows
      • Installed - Mac
      • Mobile - Windows
      • Browser Based (Cloud)

      Modes of support

      • 24/7 (Live rep)
      • Business Hours
      • Online
      • 24/7 (Live rep)
      • Business Hours
      • Online

      API Support

      • Not Available
      • Available
      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

      Rating Distribution

      1222

      13

      5

      0

      9

      2

      4

      0

      0

      0

      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

      • Ease of use
      • Reliability
      • Security features

      Common complaints

      • Limited customization
      • Lack of undo functionality

      Buyer sentiment

      Buyer sentiment is positive across 6 reviews, with strong overall satisfaction.

      What buyers like

      • Secure email sharing
      • Comprehensive management solution
      • User-friendly interface

      Common complaints

      • Limited to email management
      • Not a full CMS
      • May lack advanced features

      Pros and Cons

      • User-friendly and intuitive interface suitable for beginners and experienced users

      • Reliable and consistent file transfer and syncing capabilities

      • Strong security features including file encryption and time-limited downloads

      • Limited customization options and advanced functionalities

      • No ability to undo sent files, increasing risk of user errors

      • Provides secure and efficient email sharing capabilities.

      • Cost-effective for organizations of all sizes.

      • User-friendly interface enhances accessibility.

      • Limited functionality beyond email management.

      • Not a full-fledged CMS for diverse content needs.

      Positive Reviews

      No reviews available for the product

      No reviews available for the product

      Media and Screenshots

      Videos

      video-0

      3 Videos

      video-0

      1 Videos

      Top Alternatives to Hightail and Filemail in 2026

      Expand your shortlist

      Add another option to compare side by side

      Search by product name to compare pricing, fit, and buyer feedback in one view.

      Compare similar software options

      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 Filemail?
      Filemail edges out the other on user ratings (4.0 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 Filemail offer a free trial?
      Yes, both Hightail and Filemail offer a free trial.
      What is the starting price of Hightail vs Filemail?
      Hightail starts at $12 /Month. Filemail 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 Filemail?
      Top alternatives to Filemail include WeTransfer, SendSpace, SmartFile, ShareFile, CloudFiles.

      Grow your pipeline with buyers who are already looking for you

      254,000+ buyers use Spotsaas every month to evaluate and shortlist software. Get in front of them — for free, or with a managed growth plan built around your category.