⏤ Meet Jessie

Become a better you with just a few texts

Hey, I'm Jessie. A human-assisted accountability partner you can text for planning, reminders, follow-through, and getting unstuck. Zero judgment, zero pressure.

Jessie Chat text conversation about follow-through.
⏤ Take back control

Accountability works better when it is close at hand. Jessie gives you text-first support with AI speed and human backup when the moment needs care.

  • 01

    Personal Routines

    Keep workouts, reading, appointments, and the small promises to yourself from slipping away.

  • 02

    Chief of Staff

    Use Jessie for priorities, loose ends, follow-up, and the details that need another set of eyes.

  • 03

    Human Support

    AI helps with speed. A real person can step in when context, care, or judgment matters.

  • 04

    Better Decisions

    Turn messy thoughts into clear next steps without opening another dashboard.

  • 05

    Daily Check-ins

    Set the rhythm once, then let Jessie keep the thread alive when the day gets busy.

  • 06

    Zero Judgement

    Restart, change plans, or ask for help without getting a lecture.

⏤ Stay on Track

Stop Starting Over.
Start Today.

Get back your sanity and time knowing someone is helping keep track. Jessie can nudge, adjust, and hand off to human support when the thread needs more care.

Jessie Chat text messages about an appointment reminder and prep nudge.
Jessie Chat text messages identifying the highest-leverage priority.
Jessie Chat text messages about routine accountability and a short workout.
Jessie Chat text messages helping turn overwhelm into one next action.
⏤ Talk with Jessie

Useful accountability should feel personal without pretending to be therapy. Jessie is built for follow-through, planning, and steady support.

What do you want
to talk about?

Jessie combines AI-supported planning with human judgment when the conversation needs more care.

Jessie Chat text message conversation.
  • 01

    Human Backup

    When a reply needs more judgment than automation can offer, a person can step in.

  • 02

    Personal Context

    Jessie keeps the thread practical: what changed, what matters now, and what should happen next.

  • 03

    Flexible Support

    Plans move. Jessie helps you reset without treating one missed day like failure.

Jessie adapts to your needs, offering gentle nudges, practical advice, and human support when the conversation needs more context.
Jessie isn't here to replace professional help. It is a steady thread for planning, follow-through, and getting moving again.

"Jessie gives me the thing I usually lose first: follow-through. I can text a messy priority and get a clear next move without setting up another system."

Chris W. - Seattle, WA

Jessie Chat support and accountability.
Stay Accountable

Human help for the follow-through part.

Human-assisted accountability for planning, reminders, and follow-through.

Jessie Concierge

$480 /mo

Free to start. Pay when you're ready.

  • Daily planning and accountability over text
  • Human step-in when context matters
  • Custom reminders and priority nudges
  • Weekly reset and planning support
  • Lightweight chief-of-staff help when needed
Text Jessie
⏤ frequently asked questions

FAQ

General
Is Jessie available 24/7?

You can text Jessie at any time. Human support is based in California and responds from 6 am - 11 pm PST when a thread needs more context or care.

How does Jessie handle tough questions?

Jessie gives a thoughtful response or escalates to a human when the situation needs better judgment. Jessie is not a therapist or emergency service.

So Jessie is not just AI?

Jessie is AI-supported and human-assisted. Depending on your question, AI may help first or a human may step in.

Is my information private?

Jessie only knows what you text. Your data is not shared for marketing, and iMessage support is on the roadmap.

Account
What is your refund policy?

There is a no-questions-asked refund if you cancel in the first 7 days. Text Jessie 'cancel' and the team will help.

Do you offer customer support?

You can text Jessie 'help' or 'support' and a human will respond as soon as possible. You can also email support@jessie.chat.

Is my payment information secure?

Yes, your payment information is secure. We use Stripe for payment processing and do not store your payment information.

Jessie keeps you moving forward without judgment or expectations.

From managing a busy week to sticking to a new routine, Jessie helps keep the next step visible and the thread moving.

Jessie Chat interface preview.