iCloud Calendar + HeyJamie: Effortless Scheduling for Freelancers, Creatives, and Everyday Life

What is HeyJamie?

HeyJamie is an AI-powered email assistant that helps you manage your inbox, schedule meetings, and stay on top of tasks—just by CCing her on any email. No dashboards, no extra apps, no learning curve.

How Does HeyJamie Work with iCloud Calendar?

Jamie connects to your iCloud Calendar using an Apple app-specific password. This is required because Apple doesn’t offer the same calendar access via OAuth as Google or Microsoft.

Once connected, Jamie can:

• Check your availability
• Create or update calendar events
• Handle bookings and follow-ups entirely via email

You stay in control. Jamie only accesses your calendar—never your email, notes, photos, or files.

What Can Jamie Do With iCloud Calendar?

Check When You’re Free

Jamie scans your calendar to find time that works. Whether it’s a client call or a coffee break, she suggests slots around your existing schedule.

Book and Send Calendar Invites

CC Jamie in any thread and she’ll send a clean, properly formatted invite with time, date, notes, links, and anything else you need—so you don’t have to lift a finger.

Handle Reschedules and Cancellations

If something changes, Jamie takes care of it—she’ll update the event, notify guests, and make sure your calendar reflects the new plan.

Add Events from Conversations

See a date mentioned in an email? Just ask Jamie to add it to your calendar, and she’ll take care of the rest.

Personal and Professional

Use Jamie to keep your client work organised—but also to protect time for rest, appointments, workouts, or just staying sane.

Why Use HeyJamie with iCloud?

Built for People Who Work Alone

Freelancers, creatives, and founders don’t have assistants. Jamie is one—without the overhead.

Email-Only Simplicity

No apps or new tabs. Just CC Jamie, and she’ll manage the back-and-forth for you.

Full Privacy and Security

Jamie never sees your email, only your calendar. App-specific passwords are limited-use and fully encrypted using AES-256—even our team can’t read or recover them.

Apple-Native

If you use iCloud across your devices, Jamie fits right in. No sync issues. No duplicated events. Just seamless scheduling.

Who Is It For?

• Freelancers and solo creatives
• Coaches, consultants, and independent operators
• People who use iCloud to manage their life and business
• Anyone who wants their time protected without hiring help

How to Connect Your iCloud Calendar to HeyJamie

1. Go to app.heyjamie.ai
2. Choose “Connect Calendar” → Select iCloud
3. Enter your iCloud email address
4. Enter your Apple app-specific password
5. You’re all set—Jamie will start managing your calendar

Need help generating an app-specific password?
Follow Apple’s instructions here: How to create an app-specific password

Frequently Asked Questions

Why does iCloud use app-specific passwords?
Apple requires app-specific passwords for third-party calendar access. It’s a security measure to keep your Apple ID safe.

Is my password secure?
Yes. We store your password using AES-256 encryption, and it’s not accessible to anyone—not even us.

Can I still use my calendar normally?
Absolutely. Jamie simply adds or updates events. You can still use the iPhone, Mac, or iCloud web calendar as normal.

Can I remove access at any time?
Yes—just delete the app-specific password from your Apple ID settings and Jamie will no longer have access.

Try HeyJamie with iCloud Calendar Today

Smart scheduling that works with your life, not against it.
Start your free trial → app.heyjamie.ai

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