Hightail, established in 2004 as YouSendIt, charges between $12 and $36 monthly for file sharing services. If you are migrating to Google Drive or Dropbox, cancelling can save you up to $432 annually. Visit Hightail. Like the Roy family in Succession, sometimes you just need to sever ties with legacy empires to move forward. Trustpilot users frequently flag "billing issues" and "auto-renewal" traps, with complaints piling up about support responsiveness and unexpected charges. Whether you manage your account on iOS, Android, or desktop, we help you cut the cord and avoid those fees.
How to Cancel Hightail on Desktop or Laptop
Most users sign up via the web. If that is you, this is the only way to stop the billing cycle. The mobile app often lacks these specific administrative settings.
1 Log In to Your Account
Go to the Hightail website and log in. If you forgot your password, reset it now because you cannot cancel without access.
2 Access Account Settings
Click on your Avatar (profile picture) located in the top right corner of the screen. A dropdown menu will appear.
3 Navigate to Billing
Select Admin or Account Settings from the menu. Then, look for the Billing tab on the left sidebar. This is where they hide the plan details.
4 Cancel the Plan
Under your current plan details, click the link that says Cancel Plan or Downgrade to Lite. You might have to confirm this choice a few times. Just keep clicking until you see a confirmation screen.
How to Cancel Hightail on iPhone (iOS)
If you subscribed through the App Store, you must cancel through Apple. Hightail support cannot touch these subscriptions due to Apple's privacy policies.
1 Open Settings
Tap the grey Settings gear icon on your iPhone home screen.
2 Tap Your Apple ID
Tap your Name/Apple ID banner at the very top of the Settings menu.
3 Select Subscriptions
Tap Subscriptions. If you do not see it, check under 'Media & Purchases'.
4 Find Hightail
Scroll through your list of active subscriptions and tap Hightail.
5 Cancel Subscription
Tap Cancel Subscription in red text. If you only see 'Renew', it is already cancelled.
How to Cancel Hightail on Android
Did you sign up via Google Play? You have to cancel there. Deleting the Hightail app does absolutely nothing to stop the charges.
1 Open Google Play Store
Launch the Google Play Store app on your Android device.
2 Tap Profile Icon
Tap your profile picture in the top right corner.
3 Go to Payments & Subscriptions
Tap Payments & subscriptions, then select Subscriptions.
4 Select Hightail
Find Hightail in the list and tap on it.
5 Cancel Subscription
Tap Cancel subscription at the bottom and follow the on-screen instructions to confirm.
What is Hightail Cancellation Policy
Hightail operates on a strict "no refund" basis for the most part. When you cancel, your account downgrades to the free "Lite" version, but usually only after your current billing cycle ends. This means if you cancel the day after your $12 renewal, you are out $12 and stuck with the service for 29 more days. Complaints on the Better Business Bureau often mention frustration with this auto-renewal timing. Make sure you cancel at least 24 hours before your renewal date to be safe.
Before You Cancel Hightail: What You Should Know
The most critical thing to know is that your files might be deleted. When you downgrade from a paid plan to the free Lite plan, your storage limit drops drastically (usually to 2GB). If you have more than 2GB of files stored, Hightail may delete the excess data after a grace period. Download everything to your local hard drive before you hit that cancel button. Seriously. Do not lose your work.
Having Trouble Cancelling Your Hightail Subscription?
If the buttons are missing or the page times out, try these fixes:
- Check Third-Party Billing: You might have paid via PayPal, Apple, or Google. Check your bank statement to see who is actually charging you.
- Use a Different Browser: Hightail's legacy code sometimes glitches on modern browsers. Try Chrome Incognito mode or Firefox.
- Contact Support: If all else fails, email
[email protected]. Just be prepared for a wait time, as response speeds vary.
Subscription Plans and Pricing (2025)
| Plan Name | Monthly Price | Annual Price | Key Features |
|---|---|---|---|
| Lite | Free | Free | 2GB storage, 100MB file limit |
| Pro | $12.00 | $144.00 | Unlimited storage, 25GB file limit |
| Teams | $24.00/user | $288.00/user | Custom branding, 50GB file limit |
| Business | $36.00/user | $432.00/user | Unlimited file size, advanced security |
How Pine AI Can Help You Cancel Your Hightail Subscription
With cloud storage prices dropping in 2024, paying a premium for legacy file sharing makes less sense every day. Pine AI makes the breakup instant and painless.
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Step 1: Let's get started to cancel Hightail Tell us you want to quit Hightail. We will ask for a few basic account details to locate the subscription.
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Step 2: Pine gets to work We navigate the confusing account settings, dodge the retention tactics, and ensure the cancellation is processed correctly on the backend. We don't just suggest it; we finish it.
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Step 3: You're free from Hightail The monthly charges stop. You get a confirmation. No more paying for a service you stopped using three years ago.
Frequently Asked Questions about Hightail
Can I unsubscribe from Hightail anytime?
Can I get a refund from Hightail if I forgot to cancel?
How do I know my Hightail subscription is cancelled?
How long does it take for Hightail to cancel?
What else should I know before I cancel my Hightail subscription?
How do I raise a complaint to Hightail?
How does Pine AI work with Hightail to cancel my subscription?
