Hightail, which started way back in 2004 as YouSendIt, is a cloud service for sharing and storing big files. It's a useful tool, but maybe you're not using it enough to justify the cost. With everyone cutting back on their monthly software stack, it makes sense to re-evaluate every subscription. As one user on Reddit put it, 'I signed up for one project and then totally forgot about it for six months.' We've all been there. This guide covers canceling on Desktop, iOS, and Android. With plans ranging from $12 to $24, you could save up to $144 a year. Just cancel it.
How to Cancel Hightail on Desktop or Laptop
Canceling your Hightail subscription is done by downgrading your account to their free 'Lite' plan. This stops the billing but keeps your account active with limited features. The process is most reliable on a desktop browser.
1 Log In to Your Hightail Account
First, head over to the Hightail website and sign in to your account. This is the only way to access your billing settings, so make sure you have your password handy.
2 Access Your Account Settings
Once you're logged in, find your avatar or profile icon in the top-right corner of the screen. Click on it, and a dropdown menu will appear. Select Account Settings from this menu.
3 Navigate to Plan & Billing
In the Account Settings area, look for a tab or link labeled Plan & Billing. This is where all your subscription details are managed. It can sometimes be a little hidden, so look carefully.
4 Downgrade Your Plan to Lite
Hightail's cancellation process is actually a downgrade. You'll need to switch your plan to the free 'Lite' version. Look for an option that says Change Plan or Downgrade. Select the Lite plan. This effectively stops all future payments.
5 Confirm the Cancellation
You'll likely have to click through a few confirmation screens asking if you're sure you want to downgrade. Just keep confirming until the process is complete. You should receive an email confirming the change.
How to Cancel Hightail on iPhone (iOS)
If you paid for Hightail using your Apple ID, you must cancel through your iPhone or iPad settings. This method will not work if you signed up on the Hightail website.
1 Open the Settings App
If you subscribed through the App Store, you need to cancel it there. Tap the Settings app on your iPhone's home screen.
2 Access Your Apple ID
Tap on your name and profile picture at the very top of the Settings menu to go to your Apple ID settings.
3 Go to Subscriptions
On the Apple ID screen, tap on Subscriptions. This will show you a list of all your active and expired App Store subscriptions.
4 Find and Cancel Hightail
Scroll through the list to find your Hightail subscription. Tap on it, then tap the Cancel Subscription button. You'll need to confirm your choice. If you don't see it here, you likely subscribed directly on their website.
How to Cancel Hightail on Android
Subscriptions started on an Android device via the Google Play Store must be managed there. If you signed up on the Hightail website, these steps won't apply.
1 Open the Google Play Store
For subscriptions made through your Android device, start by opening the Google Play Store app.
2 Go to Your Subscriptions
Tap on your profile icon in the top-right corner. In the menu that appears, select Payments & subscriptions.
3 Select Subscriptions
On the next screen, tap on Subscriptions to see all the services you're currently paying for through Google Play.
4 Cancel Your Hightail Subscription
Find Hightail in the list and tap on it. Follow the instructions to Cancel subscription. If Hightail isn't listed, you need to cancel directly on their website using a browser.
Before You Cancel: What You Should Know
Before you hit cancel, keep a few things in mind:
- Your Data Isn't Deleted Immediately: When you cancel, you're actually downgrading to the free 'Lite' plan. Your files will remain, but you'll be subject to the free plan's storage limits. If you're over the limit, you may need to delete files to avoid issues.
- No Prorated Refunds: Hightail's policy is pretty clear, they do not offer refunds for partial months or unused time. Once you've paid for a billing cycle, you've paid for it. You'll retain access to paid features until the end of that cycle.
- You Can't Pause: There is no option to pause your subscription. Downgrading to the free plan is the only way to stop payments without completely deleting your account.
Having Trouble Cancelling Your Hightail Subscription?
It can be frustrating when you can't find the cancel button. Here are a few things to try:
- Check Where You Subscribed: If you can't cancel on the Hightail website, you might have subscribed through the Apple App Store or Google Play Store. You must cancel on the same platform you used to sign up.
- Use a Desktop Computer: Some subscription management pages don't work well on mobile browsers. Try logging in on a laptop or desktop computer to access the full site features.
- Clear Your Browser Cache: Sometimes old data stored in your browser can cause issues. Try clearing your cache and cookies or using an incognito/private browsing window to log in and cancel.
- Contact Support Directly: If all else fails, you can submit a support request through Hightail's help center. Explain that you're trying to cancel your subscription and the online method isn't working. Be prepared for a bit of a wait.
Subscription Plans and Pricing (2025)
| Plan | Price (Billed Annually) | Price (Billed Monthly) | Details |
|---|---|---|---|
| Lite | Free | Free | 2 GB storage, 100 MB file size limit, basic features. |
| Pro | $12/month | $15/month | Unlimited storage, 25 GB file size limit, password protection, advanced tracking. |
| Teams | $24/user/month | $30/user/month | Includes Pro features plus team branding, admin controls, and project management tools. |
| Business | $36/user/month | $45/user/month | Includes Teams features plus advanced security, compliance, and dedicated support. |
How Pine AI Can Help You Cancel Your Hightail Subscription
Tired of navigating confusing menus just to cancel a subscription? Let Pine AI handle it. We can cancel your Hightail account and other unwanted subscriptions for you, quickly and securely. Stop worrying about surprise renewals and save time. Connect your accounts and let us take care of the rest.
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?
Rachel Adams
Technology & Software Editor
Rachel Adams is the Lead Tech & App writer at Pine AI, where she decodes the complexities of the digital software landscape. With over eight years of experience as a software reviewer and tech journalist, her work focuses on the security, usability, and subscription models of popular apps and SaaS platforms. Rachel's insights empower consumers to make informed decisions, avoid predatory billing, and select software that genuinely adds value.
