Thriving with AI Membership · @Work & @Home
Achieve what matters most to you with AI
Thanks to AI, this is the single greatest time in history for humans to Thrive. It’s also easy to feel overwhelmed, expose something private, or confidently follow AI in the wrong direction. This membership is a place to work through those questions together and put AI to work on something that matters to you.
First up for members:
Office hours with Henry30 minutes · 8–8:30 AM Pacific
Beginning November 2026, with more member benefits coming in 2027
“Every session will start with a few minutes on recent AI developments, what they mean for you, and what you can safely ignore. I’ll bring what I’m working on and learning, including the parts that didn’t go so well. Bring your questions and something you’d like to try.”
Join now to Thrive with AI
Membership is $18/month. The first 100 founding members only pay $10.
Your membership includes
- Office hours with Henry, 30 minutes, alternating @Work and @Home
- Bring your own goal, or start with an example I’ve prepared
- Priority replies when you email me
Founding member perks
- $10/month instead of $18, for as long as you stay subscribed
- 50% off any future member offerings through ThrivingHenry while your membership is active. Consulting and coaching are excluded.
Your account remembers your perks, so the savings apply automatically. No codes.
99 of 100 founding spots left.
Cancel anytime from your billing portal. Your access runs to the end of the month you paid for. No partial refunds.
First up: office hours
Membership starts with live office hours. I’m working on more member benefits, and founding members will always be the first to know.
Four reasons to show up
Keep up
Know what matters, and what to ignore.
AI news moves absurdly fast, and it can be a full-time job just to keep up. Every session opens with what changed, what it means for you, and what you can safely skip, so you stay current without chasing every headline.
Ask
A safe place to ask questions you don’t know who else to ask.
No question is too basic, or too advanced. Ask about your work, your tools, your situation, and learn what’s relevant to you, not what’s trending.
Get inspired
See what others are actually building.
I’ll show what I’m working on, including what didn’t work. Other members bring their projects too. Ideas spread fastest when you see what others are trying first hand.
Make progress
A standing time to move your projects forward.
Good intentions slip. A recurring session, with people expecting you, gives you a dedicated time and place to push the use cases that matter most to you.
Any one of these could be worth the membership on its own. Together, with both tracks included, office hours make your Thriving with AI membership extremely compelling … and we’re just getting started!
Start with something that matters to you.
Some annoying task you want to automate away. A topic you want to learn and get better at. A recurring workflow you want to make easier. Or a problem you’re stuck on with no clear way through.
Bring that to office hours. We’ll use AI to explore it together. You choose a meaningful goal; I’ll bring what I’m learning, some examples I’ve prepared, and a willingness to try things alongside you.
@Work
Make progress on your own work.
Writing, research, a useful tool, a better way through a recurring task. Bring a real goal from your working life. You don’t need a technical title to belong here.
@Home
Make more room for everyday life.
Planning, organizing, understanding your finances, exploring an interest. Bring something you’d like to make easier, or something you’d like to make possible.
Choose @Work, @Home, or both. The calendar invitation for every session in your tracks arrives automatically when you join.
What half an hour can hold
I’ll open with a few minutes on recent AI developments. Then we’ll get into your questions, show what we’re working on, and try things together, including 5-10-minute hot seats on a specific challenge. We’ll close with one small next step you can take before the next session.
Bring something you’re working on, try an example I’ve prepared, or listen in. If you already have a question, reply to your welcome email with what you’re trying to do and where you’re stuck. Please leave out confidential or sensitive details.
You don’t need anything (beyond a Claude or OpenAI subscription) to participate.
Put a little possibility on your calendar
Thirty minutes. Something meaningful.
We begin the first week of November. Weekly office hours alternate @Work and @Home, with the holiday exceptions below. All sessions are 8–8:30 AM Pacific.
November 2026
- @Work
- @Home
- @Work
- @Home
December 2026
- @Work
- @Home
- @Work
- @Home
Ahead of the holidays: @Home meets November 19 instead of November 26, and December 17 instead of December 24. No session December 29.
Questions
What is the membership?
Thriving with AI Membership is a home for people building toward something that matters with AI, @Work and @Home. It starts with live office hours. New benefits are included as I add them.
What do I get today?
Live 30-minute office hours with me, alternating @Work and @Home. They’re a way to keep up with what matters in AI, ask your own questions, see what others are building, and set aside real time for your own projects. Both tracks are included in one membership.
What do founding members get?
The first 100 members pay $10/month instead of $18 for as long as they stay subscribed, plus 50% off any future member offerings through ThrivingHenry while their membership is active. Consulting and coaching are excluded. No codes - your account applies it. Once the 100 spots are gone, membership is $18/month without the founding perks.
How do I sign in?
With the email you paid with. Your account sends you a secure sign-in link, so there’s no password to remember.
Will I get reminders?
Yes. The day before each session on your tracks, you’ll get an email with the time and your joining link. Membership also includes the free Thriving with AI letter. You can unsubscribe from the letter anytime without affecting your membership, and if you’d already unsubscribed, joining doesn’t sign you back up.
What if I cancel?
Cancel anytime from your billing portal. Your membership and benefits run through the end of the period you’ve paid for. No partial refunds. If you come back later, you join at the price available then; founding perks don’t carry over after a cancellation.
Can I change tracks?
Yes. Email support and we’ll switch your tracks. Your calendar invitations update automatically. Both tracks are always included.
Is this consulting?
Office hours are a group experience. If a question needs more time than we have, I’ll point you to the right next step. For dedicated work with your organization, explore working with me.
Is this AI coaching?
No. Whoever lands in the hot seat gets 5-10 minutes of focused attention on one tactical challenge. That’s different from a coach who builds you a personal growth plan and checks in 1:1. I think of AI coaching the way I think of an executive or athletic coach - it’s for dedicated people reaching for their personal peak performance. If you’d like to talk about a coaching package, contact me.
Do I need to be an AI enthusiast?
Nope. Maybe you’ve never opened ChatGPT. Maybe you’re building agents every day. Bring your curiosity and whatever you’re working on. I’ll help beginners find a way in and experienced practitioners find something worth stretching for. There’s room for everyone to learn.
Who is this not for?
People who hate AI, never want to touch it, and judge anyone who uses AI for the powers of good. If you’re here to rage or troll, or want to bloviate on the p(doom), this isn’t the place for you.
Still wondering whether it fits?
Ask me. I’d rather help you find the right next step.