Hightail
Depends
Confidence: Medium
Buy it if you're a creative team that needs client-friendly file reviews and approvals in one place.
Comparison
Hightail vs Peony
Hightail and Peony both land on Depends.
Peony
Depends
Confidence: Medium
Buy if you run M&A, fundraising, or diligence deal rooms and want AI Q&A with SOC 2 security.
| Compare | Hightail | Peony |
|---|---|---|
| Verdict | Depends | Depends |
| Best for | Design and video agencies | M&A deal teams |
| Who it's not for | Anyone just sending occasional big files | Simple file sharing . use Drive or Dropbox |
| Privacy | No known public vulnerabilities found in the sources reviewed; not HIPAA compliant . Hightail won't sign BAAs.⁷ | Vendor states SOC 2 Type II certification; no known public vulnerabilities found in the sources reviewed. |
| Support quality | Dedicated complaint pages exist online | No user support evidence found |
| Public sentiment | Feedback is mixed: the core product is usable, but forums and Reddit flag billing surprises and upload limits.¹ | G2 shows 4.8/5 across 19 reviews, but sources contain no detailed verbatim user feedback on this product.12 |
| Biggest gotcha | Users report unnoticed auto-renewals and surprise paid-account charges⁵ | Pricing not published . expect a sales call for actual numbers |
Pick Hightail when
- Design and video agencies
- Client file approvals and review
- Large video and photo delivery
- Freelancers sharing with clients
When Hightail is not a fit
- Anyone just sending occasional big files
- HIPAA-regulated healthcare (no BAAs signed)
- Budget users . free tools cover basic sending
- Enterprises needing managed file transfer (MFT)
Pick Peony when
- M&A deal teams
- Fundraising and diligence data rooms
- Docs needing AI-powered Q&A
- Branded, secure file sharing
When Peony is not a fit
- Simple file sharing . use Drive or Dropbox
- One-off document swaps or small contact-style use cases
- Buyers who need published pricing upfront
- Teams wanting a long-proven vendor (only 19 G2 reviews)
Sources
- Hightail Review . PCMagpcmag.comreview
review
- Trustpilot reviews of hightail.comtrustpilot.comreview
- OpenText HighTail Reviews . Capterracapterra.comreview
- Stay away from the service called HIGHTAIL . Creative Cowcreativecow.netreview
review
- Is Hightail HIPAA compliant? . Pauboxpaubox.comsecurity
- Hightail Security Rating . UpGuardupguard.comsecurity
- Plans & Pricing . Hightailhightail.comofficial
- Creative collaboration . Hightailhightail.comofficial
- OpenText Acquires Hightailopentext.comnews
- Peony Software Pricing, Alternatives & More 2026capterra.comreview
- Peony Software Reviews, Demo & Pricing - 2026softwareadvice.comreview
- Peony Virtual Data Room Overview | datarooms.orgdatarooms.orgreview