Skip to content

Practical exercises & personal coaching

Decide. Or Drift.

Cut through the confusion. Be here on purpose.

How I work

Get it out of your head. Get a clearer view.

Some things are hard to understand while they’re all happening in your head. We’ll get your situation out where you can see it, sort through what matters, and explore possible ways forward.

Illustrative example“Should I take the promotion?”

In your head
moneytimeenergygrowthfamilybut what if…everyone says yescan I even…and the kids?
On paper
Should I take the promotion? An illustrative worksheet comparing two options across five considerations.
What mattersTake itStay
MoneyMore, and it compoundsEnough, for now
TimeLonger weeks, at firstEvenings stay mine
EnergyNew, probably drainingEasy, a little flat
GrowthA steep learning curveSlow
FamilyLess time this yearHow much less? Ask.More present

Still open

Is the flat feeling about the job, or about me?

Most of the work is finding the question you haven’t asked yourself.

You are the decider. I just help you get there.

Personal R&D

Try a different way to see it.

Little experiments to understand yourself better. Some run right here; some are videos.

  • Interactive · Who you are

    The Eight Cups

    A field guide to the worldview you reach for first.

  • Interactive · Love & dating

    What You Actually Believe About Love

    Three questions about your working model of love, and the bill each model comes with.

See all exercises

Personal coaching

Bring your situation. We’ll work through it together.

Bring a decision, a challenge, or something you keep going in circles about: relationships, work, where to live, or what you want from life.

People bring things like

  • A career move
  • A relationship question
  • Where to live
  • Competing priorities
  • Something you can’t quite name

How a session works

  1. Bring what’s on your mind.

    No perfect question needed. Being stuck is the qualification.

  2. Get a clearer view.

    Focused questions and exercises on what matters, and what’s keeping you stuck.

  3. Leave with something to work with.

    Insights and next steps, plus a short written summary afterward.

Not sure which one fits? Start with a free 15-minute call to see if working together makes sense.

Grab a Free Spot
Sean McKeever smiling outdoors in late-afternoon light, wearing a blue chambray shirt.

About

Who you’d be talking to

Hi, I’m Sean.

I make and wield tools for the things we usually just think in circles about.

Sometimes that means turning a first date into a scorecard. Sometimes it means using eight cups of colored water to explore how you see the world. Usually, there’s paper involved.

I’ve spent my career in tech and analytics, helping people make sense of complicated things. I bring that same curiosity to relationships, work, and the high strangeness of the human condition.

In our sessions, we’ll ask questions, draw things out, and try exercises built around what you bring. The aim is to help you see something you couldn’t quite see before.

I live near Denver with my wife, Caley, and our two young kids.

Follow along on Instagram @seanmmckeever

What people say

  • The coaching we did together helped me move past some mental blockers and identity issues I was having after having just left the profession I thought I would retire in and entering into a world I didn't know.
    John E., Senior Operations Manager
  • Sean has a unique ability to help you reframe your career and uncover direction when you feel lost. The clarity and options we mapped out together are insights I still value today, some years later.
    Diana L., Marketing Manager

Questions

Do I need a specific decision?

No. Bring a decision, a challenge, or something you keep going in circles about: relationships, work, where to live, or what you want from life.

Being stuck is the qualification.

What happens in a session?

You and I will spend the hour exploring your predicament through practical exercises, useful frameworks, and fresh perspectives to untangle what’s going on and make your options clearer.

Do I have to decide that day?

You don’t have to leave with a decision, though you might.

You are the decider. I just help you get there.

What do I receive afterward?

After the session, I’ll send you a short written summary of the key insights, questions, and next steps we explored.

Is this therapy?

No. This is practical coaching focused on moving forward, not therapy.

It also isn’t mental health treatment, or medical, legal, tax, or investment advice. If something’s more in that territory, I’ll say so and point you somewhere better.

If you’re in crisis in the US, call or text 988.

How do I know whether this fits my situation?

That’s what the free call is for. We’ll talk through what’s going on, and I’ll tell you honestly whether this is something I can help with.

Have something you keep going in circles about?

Start with a free 15-minute call to see if working together makes sense.

Book a free 15-minute call