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 Digital Pigeon
Hightail and Digital Pigeon both land on Depends.
Digital Pigeon
Depends
Confidence: Medium
Buy it if you're a filmmaker, editor, or audio pro regularly sending multi-gigabyte files to clients with your branding.
| Compare | Hightail | Digital Pigeon |
|---|---|---|
| Verdict | Depends | Depends |
| Best for | Design and video agencies | Video editors and filmmakers |
| Who it's not for | Anyone just sending occasional big files | Occasional one-off senders . free tools suffice |
| Privacy | No known public vulnerabilities found in the sources reviewed; not HIPAA compliant . Hightail won't sign BAAs.⁷ | No known public vulnerabilities found in the sources reviewed. |
| Support quality | Dedicated complaint pages exist online | Only in-app support docs; no quality evidence |
| Public sentiment | Feedback is mixed: the core product is usable, but forums and Reddit flag billing surprises and upload limits.¹ | Creative professionals on Reddit and review sites repeatedly recommend Digital Pigeon as a paid alternative when free tools like WeTransfer disappoint.13 |
| Biggest gotcha | Users report unnoticed auto-renewals and surprise paid-account charges⁵ | Additional team members are billed extra . per-seat costs climb fast |
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 Digital Pigeon when
- Video editors and filmmakers
- Audio post engineers
- Studios needing branded client delivery
When Digital Pigeon is not a fit
- Occasional one-off senders . free tools suffice
- Teams wanting cloud storage, not transfer
- Anyone unwilling to pay per seat for teammates
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
- Digital Pigeon Pricing 2026 . Capterracapterra.comreview
review
- Digital Pigeon homepagedigitalpigeon.comofficial