Trying to decide between Smartsheet and Hightail? Both are industry-leading solutions, but which one is the best fit for your business? In this detailed comparison, we evaluate their features, pricing, ease of use, and customer support to help you make an informed choice. Whether you need advanced automation, better scalability, or user-friendly interfaces, this guide breaks down everything you need to know to select the right software for your needs.
Compare ratings, pricing, descriptions, buyer fit, integrations, category features, product details, alternatives, and SoftwareWorld’s final conclusion with Smartsheet on the left and Hightail on the right.
Smartsheet
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Hightail
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See ratings, free-trial availability, starting price, and a short description for each product in two dedicated columns.
Software
Smartsheet is a versatile work management and automation tool that simplifies complex tasks. With a spreadsheet-like interface, users can easily create, organize, and collaborate on sheets. These sheets serve as...
Read more about Smartsheet
Software
Hightail is a versatile file-sharing and creative collaboration software designed specifically for creative workflows and team projects. It excels in handling large files, allowing users to send files up to...
Read more about HightailOpen any shared category to compare the features selected under that category for both products.
Features shown here belong only to the Project Management Software category.
| Feature | Smartsheet | Hightail |
|---|---|---|
| Milestone Tracking | Listed | Listed |
| Testing/QA Management | Listed | Listed |
| Time & Expense Tracking | Listed | Listed |
| Projections | Listed | Listed |
| Alerts/Notifications | Listed | Listed |
| Calendar Management | Listed | Listed |
| Project Planning | Listed | Listed |
| Project Scheduling | Listed | Listed |
| Issue Management | Listed | Listed |
| Billing & Invoicing | Listed | Listed |
| Gantt/Timeline View | Listed | Listed |
| Client Portal | Listed | Listed |
| Kanban Board | Listed | Listed |
| Collaboration Tools | Listed | Listed |
| File Sharing | Listed | Listed |
| Prioritization | Listed | Listed |
| Risk Management | Listed | Listed |
| Traditional Methodologies | Listed | Listed |
| Task Management | Listed | Listed |
| Status Tracking | Listed | Listed |
| Resource Management | Listed | Listed |
| Budget Management | Listed | Listed |
| Task Progress Tracking | Listed | Listed |
| Commenting/Notes | Listed | Listed |
| Document Management | Listed | Listed |
| Portfolio Management | Listed | Listed |
| Agile Methodologies | Listed | Listed |
| Activity Dashboard | Listed | Listed |
| Idea Management | Listed | Listed |
| Project Tracking | Listed | Listed |
| Multiple Projects | Listed | Listed |
| Real Time Updates | Listed | Listed |
| Artificial Intelligence | Not listed | Not listed |
Features shown here belong only to the Collaboration Software category.
| Feature | Smartsheet | Hightail |
|---|---|---|
| Project Management | Listed | Listed |
| Screen Sharing | Listed | Listed |
| Drag & Drop | Listed | Listed |
| @mentions | Listed | Listed |
| Communication Management | Listed | Listed |
| Discussions/Forums | Listed | Listed |
| Commenting/Notes | Listed | Listed |
| File Sharing | Listed | Listed |
| Real Time Notifications | Listed | Listed |
| Calendar Management | Listed | Listed |
| Video Conferencing | Listed | Listed |
| Chat/Messaging | Listed | Listed |
| Version Control | Listed | Listed |
| Task Management | Listed | Listed |
| Contact Management | Listed | Listed |
| Document Management | Listed | Listed |
| Task Progress Tracking | Listed | Listed |
| Content Management | Listed | Listed |
| Collaboration Tools | Listed | Listed |
| Alerts/Notifications | Listed | Listed |
| Task Scheduling | Listed | Listed |
| To-Do List | Listed | Listed |
| Prioritization | Listed | Listed |
| Tagging | Listed | Listed |
| Assignment Management | Listed | Listed |
| Artificial Intelligence | Not listed | Not listed |
Features shown here belong only to the File Sharing Software category.
| Feature | Smartsheet | Hightail |
|---|---|---|
| Access Controls/Permissions | Listed | Listed |
| Alerts/Notifications | Listed | Listed |
| Secure Data Storage | Listed | Listed |
| Role-Based Permissions | Listed | Listed |
| Authentication | Listed | Listed |
| Electronic Signature | Listed | Listed |
| Drag & Drop | Listed | Listed |
| Real Time Synchronization | Listed | Listed |
| Task Management | Listed | Listed |
| Version Control | Listed | Listed |
| Tagging | Listed | Listed |
| Collaboration Tools | Listed | Listed |
| Search/Filter | Listed | Listed |
| Email Management | Listed | Listed |
| File Transfer | Listed | Listed |
| Activity Tracking | Listed | Listed |
| User Management | Listed | Listed |
| Encryption | Listed | Listed |
| Commenting/Notes | Listed | Listed |
| Automatic Backup | Listed | Listed |
| Messaging | Listed | Listed |
| File Management | Listed | Listed |
| Calendar Management | Listed | Listed |
| Artificial Intelligence | Not listed | Not listed |
Features shown here belong only to the Advertising Agency Software category.
| Feature | Smartsheet | Hightail |
|---|---|---|
| Calendar Management | Listed | Listed |
| Collaboration Tools | Listed | Listed |
| File Sharing | Listed | Listed |
| Prioritization | Listed | Listed |
| Project Management | Listed | Listed |
| Project Tracking | Listed | Listed |
| Task Management | Listed | Listed |
| Task Progress Tracking | Listed | Listed |
| Task Scheduling | Listed | Listed |
| Time Tracking | Listed | Listed |
| Campaign Management | Listed | Listed |
| Commenting/Notes | Listed | Listed |
| Email Management | Listed | Listed |
| Reminders | Listed | Listed |
| Status Tracking | Listed | Listed |
| Deadline Management | Listed | Listed |
| Billing & Invoicing | Listed | Listed |
| Client Management | Listed | Listed |
| Resource Management | Listed | Listed |
| Artificial Intelligence | Not listed | Not listed |
Features shown here belong only to the Online Proofing Software category.
| Feature | Smartsheet | Hightail |
|---|---|---|
| Audit Trail | Listed | Listed |
| Document Review | Listed | Listed |
| Task Management | Listed | Listed |
| Workflow Management | Listed | Listed |
| Version Control | Listed | Listed |
| Third-Party Integrations | Listed | Listed |
| File Sharing | Listed | Listed |
| @mentions | Listed | Listed |
| Role-Based Permissions | Listed | Listed |
| Collaboration Tools | Listed | Listed |
| Status Tracking | Listed | Listed |
| Reporting & Statistics | Listed | Listed |
| Markup Tools | Listed | Listed |
| Approval Process Control | Listed | Listed |
| Due Date Tracking | Listed | Listed |
| Multiple Projects | Listed | Listed |
| Artificial Intelligence | Not listed | Not listed |
Compare deployment, device support, pricing model, support channels, and target company size for both products.
Explore alternatives to Smartsheet and Hightail before making a final choice.
Explore other software products that buyers may consider instead of Smartsheet.
Explore other software products that buyers may consider instead of Hightail.
This comparison brings public profile information, category-specific feature selections, review visibility, and clearly labeled sponsored placements together in a structured format so you can evaluate both products with confidence.
Each section keeps Smartsheet and Hightail in clearly separated columns so you can compare equivalent information without losing context.
Shared categories open into their own feature comparisons, helping you review use-case-specific capabilities rather than only broad product claims.
Sponsored products stay outside the detailed comparison, and paid placements are clearly labeled so the core comparison remains focused on Smartsheet and Hightail.
Profile pages, category pages, integrations, and alternatives are linked throughout the page so you can continue your research from the same comparison.