The decisions that shape your life deserve a coach and a thinking partner. Now you have one.
Life Charted helps you think through what matters most: your money, your career, the big moves, where your life is headed. It gets you to a plan you trust, remembers your situation as it grows, and leaves every decision to you.
Works inside the Claude or ChatGPT app you already have. Setup takes about two minutes.
What it does
A real thinking partner, on the things that matter.
Sees what you hadn't thought of
A thinking partner widens your view: the angle you missed, the option you hadn't considered, the question under the question.
Gets you to clarity
It doesn't rush to an answer. It draws out what you actually want and where you really stand, until the picture is clear.
Turns it into a plan
You come out with something real: the call, the next moves, and the signals that tell you it's working.
Remembers, so your thinking builds
It keeps your context as your life grows and connects the dots over months, so you never start from zero.
How it works
It walks you to a plan, one question at a time.
Underneath every conversation is a simple sequence, the kind used for an organization's biggest decisions, pointed at your life:
What do you really want?
What would success actually look like?
Where are you right now?
What are the gaps?
How are you going to get there?
How will you keep track over time?
How do you adjust as life changes?
Your answers become the plan, and the plan grows with you.
What to bring it
Bring it the big stuff.
What to do with your life
When the direction isn't obvious yet.
Your career
Which path, when to move, how to grow into it.
Your money, for the long haul
Building the foundation, not just getting through the month.
A big move or a leap
A city, a degree, a change you keep weighing.
The person you want to become
And how you actually get there.
What matters to you
Your own principles, settled before the decisions pile up.
Why I built it
I've spent almost twenty years helping people think through what's next.
Foster homes, the Big Brother program, family, friends, people I've worked with. Alongside that, years inside the kind of structured strategic planning used for an organization's biggest decisions. The conviction behind Life Charted: those methods work just as well on your own life, and almost no one is ever taught them.
So I built the private version of it. A coach and thinking partner for your real decisions, that helps you see what you hadn't thought of yet.
Ben GillenwaterFamily IT Guy. Builder of Life Charted.
Your stuff is yours
Private to you, never trained on.
Your records are private to your sign-in and kept separate from everyone else. Nothing you tell Life Charted is used to train a model, and it never quietly erases your history, because your past is what makes its thinking fit you.
One honest note: your conversation runs through your own Claude or ChatGPT account, so the chat itself follows that app's terms. Your saved records stay private and separate either way.
You chart your course. Life Charted helps you see the map clearly.
Life Charted is invite-only while it's in early access. Want in? Send me a note and I'll get you set up.