AskWell

For people who've heard about ChatGPT but aren't sure where to start

You know ChatGPT could help. We'll tell you exactly what to ask.

AskWell looks at what's going on in your life (appointments, trips, bills, birthdays) and gives you simple questions you can copy straight into ChatGPT or Claude. No tech skills needed.

Get started for $29.99/month

$29.99 a month. Cancel any time, in one click.

  • Read-only, private access
  • We never sell your data
  • Works with the free ChatGPT

How it works

  1. Connect your email

    Sign in with Gmail, Outlook, Yahoo or iCloud. AskWell gets read-only access, so it can't send or delete anything.

  2. We spot what's coming up

    Appointments, trips, bills, birthdays, letters you've been meaning to deal with. The everyday things AI is great at.

  3. You get ready-to-use questions

    Every week, a short list of things to ask ChatGPT, written for you. Copy, paste, done.

The kind of things AskWell suggests

Each suggestion starts from something real in your inbox, so it's always about your life, not a generic tip.

Your dentist emailed about a cleaning

Ask ChatGPT“Write a short, friendly reply to my dentist asking for a Tuesday or Thursday morning appointment in the next three weeks.”

You booked flights to Phoenix in March

Ask ChatGPT“Plan a relaxed four-day trip to Phoenix for two people in their sixties who love gardens, good food and short walks. Include one day trip.”

Your grandson's birthday is coming up

Ask ChatGPT“Suggest five birthday gifts under $50 for a 12-year-old who loves Minecraft and soccer, and say why each one is a good pick.”

A letter from Medicare arrived

Ask ChatGPT“Explain this letter in plain English. What, if anything, do I need to do, and by when?”

Your car insurance renews next month

Ask ChatGPT“Make me a checklist of questions to ask three insurers so I can compare car insurance quotes fairly.”

Your book club meets on Friday

Ask ChatGPT“Give me four thoughtful discussion questions about the book, and a one-paragraph summary in case I didn't finish it.”

Private and secure, by design

Read-only access

AskWell can look, never touch. It can't send, delete or change a single email.

We never sell your data

No ads, no data brokers, no sharing. Your information is used for your suggestions and nothing else.

Nothing kept that we don't need

We keep the short suggestion, not your emails. Disconnect and we delete what's left.

Encrypted and private

Your connection is encrypted end to end, and no person at AskWell reads your messages.

One simple plan

$29.99 / month
  • A fresh list of personal suggestions every week
  • Step-by-step help for each one
  • Works with Gmail, Outlook, Yahoo and iCloud
  • Email help from a real person
  • Cancel any time, in one click
Get started

Questions people ask

Do I need to pay for ChatGPT too?

No. Everything AskWell suggests works with the free versions of ChatGPT and Claude. We show you how to sign up if you don't have an account yet.

Will you send emails or do anything without asking me?

Never. AskWell only suggests. You decide what to copy into ChatGPT, and nothing is ever sent from your account.

Is it safe to connect my email?

AskWell asks for read-only access, so it can't send, delete or change anything. Your email is analysed by a computer, never read by a person, and you can disconnect with one click at any time.

What if I'm not good with computers?

That's exactly who AskWell is for. Each suggestion comes with plain steps: open ChatGPT, paste this, press enter. If you get stuck, a real person answers your email.

How do I cancel?

Click "Cancel" in your account or reply to any AskWell email. No phone calls, no hoops, no questions. You keep access until the end of the month you've paid for.

Get started for $29.99/month