End-to-End Encrypted
4.9/5 Rating
30-Day Guarantee
Instant Responses
AI via iMessage

AI That Lives in Your
Messages App

No app to download. No interface to learn. Just text OutpostAI like you'd text a friend - and get intelligent answers instantly on any Apple device.

Works on iPhone, iPad, Mac & Apple Watch

50,000+
Questions Answered
<3s
Avg Response
99.9%
Uptime
24/7
Always Available

Why iMessage?

The best AI experience is one that fits seamlessly into how you already use your devices.

Native Experience

Feels just like texting a friend - blue bubbles and all

Rich Media

Send photos, screenshots, and receive formatted responses

Synced Everywhere

Access your conversations on iPhone, iPad, Mac, and Watch

Apple Privacy

Protected by Apple's industry-leading encryption

Works on Every Apple Device

Start a conversation on your iPhone, continue on your Mac

iPhone

The full iMessage experience

iPad

Perfect for longer conversations

Mac

Type on your keyboard

Apple Watch

Quick questions from your wrist

OutpostAI vs ChatGPT App

Why native iMessage integration wins

FeatureOutpostAI
(iMessage)
ChatGPT
(iOS App)
App RequiredNo - built into iOSYes - download app
Works OfflineVia iMessage queueNo
Conversation SyncAll Apple devicesLogged-in devices only
Siri IntegrationComing SoonLimited
Apple WatchFull supportNo native app
Monthly Cost$7.99$20 (Plus)

Set Up in 60 Seconds

1

Sign Up

Create your OutpostAI account. You'll get a phone number for your AI assistant.

2

Save Contact

Add "OutpostAI" to your contacts with the number provided. That's it.

3

Start Texting

Open Messages, text OutpostAI, and get instant AI assistance on any topic.

See It in Action

Real conversations, real answers

O
OutpostAI
iMessage

Can you help me write a professional email declining a job offer politely?

Here's a professional decline email: Subject: RE: Job Offer - [Position Name] Dear [Hiring Manager], Thank you for offering me the [Position] role at [Company]. I genuinely appreciate the time you and your team invested in the interview process. After careful consideration, I've decided to decline this opportunity. This was a difficult decision, as I was impressed by [specific positive aspect]. I hope we can stay connected, and I wish you and the team continued success. Best regards, [Your Name] Want me to customize this further?

Real-Life Moments

When iMessage AI integration makes all the difference

🚇

Commute Productivity

Sarah's on the subway heading to work. She remembered she needs to send a client proposal but hasn't drafted it yet.

Challenge: No laptop, limited time, and she wants to use the 20-minute commute productively.

Texts sent:

"Help me outline a proposal for a website redesign project"

"Now write the executive summary section"

Result: By the time Sarah reaches her office, she has a complete proposal draft in her iMessage history, ready to copy-paste and send.

⌚

Apple Watch Quick Check

Tom's in a meeting when his phone buzzes. He discreetly checks his Apple Watch - it's his wife asking what time dinner reservations are.

Challenge: He can't pull out his phone and doesn't remember the restaurant name or time.

Texts sent:

"What restaurants did I ask about for anniversary dinner last week?"

Result: OutpostAI recalls their conversation about Italian restaurants and the 7:30 PM reservation at Lucia. Tom whispers the answer to his Watch and continues the meeting.

📸

Photo Analysis

Lisa found a weird bug in her apartment and wants to know if it's harmful. She snaps a photo.

Challenge: It's late at night, pest control is closed, and Google image search isn't giving clear answers.

Texts sent:

[Sends photo] "Is this bug dangerous? Should I be worried?"

Result: OutpostAI identifies it as a harmless house centipede that actually eats other pests. Lisa can sleep peacefully knowing it's not a bedbug.

Free Guide: 50 Ways to Use AI via iMessage

From productivity hacks to creative writing - discover all the ways OutpostAI can help.

What Apple Users Say

"Having AI in my iMessage means I can get help on my Mac while working, then continue the same conversation on my iPhone when I leave. The sync is seamless."

David K.

Product Designer • San Francisco

"I was paying $20/month for ChatGPT Plus but barely used the app. With OutpostAI in iMessage, I actually use AI daily because it's always right there."

Rachel M.

Marketing Manager • Chicago

"Quick code questions from my Apple Watch while pair programming? Game changer. No need to interrupt the flow to open an app."

Michael T.

Software Engineer • Seattle

"The native typing experience is so much better than any AI app. And I can send screenshots for context."

Jennifer L.

Freelance Writer • Austin

Privacy You Can Trust

Encrypted

iMessage encryption + our servers

Auto-Delete

Conversations deleted after 24 hours

Never Sold

Your data is never sold or shared

US-Based

All data stored in the United States

OutpostAI vs. The Alternatives

FeatureOutpostAIChatGPT AppSiri
Native iOS experience
Works across all Apple devicesLimited
No app download required
Advanced AI capabilitiesLimited
Apple Watch support
Image analysis
Cost per month$7.99$20Free

Simple, Affordable Pricing

Less than a coffee per month

UNLIMITED AI VIA iMESSAGE
$7.99/month
  • Unlimited messages
  • Works on all Apple devices
  • Send & analyze images
  • Apple Watch support
  • Conversations sync everywhere
  • 24/7 availability
  • 30-day money-back guarantee

No credit card required

Frequently Asked Questions

AI That Fits Your Apple Life

Stop switching apps. Start texting intelligence.

Works on iPhone, iPad, Mac & Apple Watch. No credit card needed.

Stay Updated

Get tips and updates about OutpostAI

AI via iMessage
$7.99/mo - Try Free