How can we help?

We answer every message. Email is the fastest way to reach us — we read each one personally and aim to respond within 24 hours.

Common questions

How do I manage my subscription?

Subscriptions are managed through Apple. On your iPhone, open Settings → [Your Name] → Subscriptions → Caddie. From there you can upgrade, downgrade, change between monthly and annual billing, or cancel.

How do I cancel my subscription?

Same path: Settings → [Your Name] → Subscriptions → Caddie → Cancel Subscription. Your subscription remains active until the end of the current billing period. You can keep using Caddie until then. You can also re-subscribe at any time.

How do I cancel during the free trial?

Same path as above. To avoid being charged, cancel at least 24 hours before the trial ends. Apple sends a system reminder before any free trial converts to a paid subscription, so you'll know it's coming.

How do I get a refund?

Refunds are handled by Apple, not by us. Visit reportaproblem.apple.com, sign in with the Apple ID that purchased Caddie, and find the charge you'd like to refund. Apple decides whether to grant a refund. If you'd like our context attached to your refund request, email hey@heycaddie.app and we'll send Apple a note.

How do I get a copy of my data?

Email hey@heycaddie.app with the subject "Data export" and we'll prepare a ZIP archive of your conversations, uploaded files, and connected integration data. We'll send the download link within 30 days, usually much sooner.

How do I delete my account?

Open the Caddie app and go to Settings → Privacy & Data → Delete Account. You'll be asked to confirm. Your account and all associated data are permanently deleted within 30 days. If you have an active subscription, please cancel it first through iOS Settings — deleting your Caddie account does not automatically cancel your Apple subscription.

If you can't reach the in-app deletion flow for any reason, email hey@heycaddie.app and we'll process the deletion on your behalf.

What happens if I hit my monthly token cap?

Caddie will message you in chat and offer two options: upgrade to a higher tier with a higher cap, or pause until your next billing cycle. Your conversations, memory, and files are preserved either way — nothing is lost.

How long do you keep my data?

As long as your account is active. When you delete your account, we delete your data within 30 days. Backups containing your data cycle out within an additional 30 days. See our Privacy Policy for the full retention policy.

How private is my data?

Completely. Your conversations and files are processed only to run your assistant — nothing else. We don't read them. We don't analyze them. We don't train any AI on them (ours or anyone else's). We don't share them. Each user runs on a private, isolated backend; your data never touches another user's. The only time anyone on our team would ever access your data is if you specifically ask us to help with an issue you've reported, and only with your consent.

Is Caddie available on Android, the web, or other platforms?

Not currently. Caddie is iPhone-only and requires iOS 17 or later. We don't have a public roadmap for other platforms yet — let us know at hey@heycaddie.app if you'd like us to add you to the notification list for an Android or web release.

I think I found a bug. How do I report it?

Email hey@heycaddie.app with as much detail as you can — what you were doing, what you expected to happen, what actually happened, and a screenshot or screen recording if relevant. We read every report and prioritize fixes based on impact.

I have a privacy, security, or legal concern. Who do I contact?

Email hey@heycaddie.app — same inbox covers privacy questions, data deletion requests, security disclosures, and legal matters.