You keep coming back to one situation, and you're still not sure what to do.

Here's a 50‑minute Situation Session to find what to say and what to do next. You arrive with the words half-formed, and we work out the rest.

Private 1:1 · work or personal · about 50 minutes, one situation · Zoom or in‑person in Austin · free first session

You don't need it figured out first.

Slammed? We can compress it to about 25 minutes, same goal.

I open 6–8 of these a month. If the calendar looks full, email scott@scottsolowild.com.

This tends to help when:

  • You're good at what you do, but something's gone flat you can't name.
  • There's something important you keep leaving unsaid to a partner or a co‑founder, because last time it didn't go well.
  • You keep the peace by going along with it, but it's adding up.
  • You can feel a next level, and one conversation sits in the way of it.

Something probably came to mind already. If nothing did, think of the one you keep going over, then grab a time above.

"I'd been carrying hard feelings toward my co‑founder, a close friend, for years. In one 1:1 session with Scott I got clear on what I actually wanted to say and how to say it, and when I finally had the conversation the charge was gone and the air was cleared."
Founder, multi‑billion dollar company

Why it stays stuck

I've found the fight happens when there's a verdict mixed in. Separating those lets the important thing be said, and land. That's how a conversation you've dreaded for months can clear in a single exchange. There might be a second tangle too: several conversations trying to happen at once. Sorting those takes five minutes.

How it works

  1. You lay out what's been going on and what's at stake.
  2. We separate the important thing from the verdict that's been keeping it unsaid.
  3. You leave with what to say and do afterward.

About 50 minutes · Free first session · No ongoing commitment

Who benefits most

People who are good at what they do and can feel a next level coming, and who have one high‑stakes situation in the way of it. It might be a conversation with a partner, a co‑founder, a direct report, a parent, or a peer. It might be a decision you can't call, or a pattern you can't break. Work or personal. If one situation keeps taking up space in your head and you haven't figured out what to do, this is for you. Maybe you tried once and it stalled. Maybe you haven't yet. Either works, if you still believe it could change.

Sometimes it doesn't look like a conversation at all. You keep looking for what's next, when what's next is a conversation with someone already here.

Is this for you?

This is the room for:

  • One live situation you keep going over: a conversation you're rehearsing, a decision you can't call, a pattern you want named
  • Wanting words for what to say next, rather than a diagnosis of why you're like this
  • Acting on it soon, this week or the next, rather than someday

I suggest a different room for:

  • Understanding your past and your patterns over many months, where a therapist is the right guide
  • Building broad leadership skills and frameworks, where an executive coach fits better
  • Open-ended exploration when no real situation is pressing yet

About Scott

I'm Scott Solo Wild, a high-stakes conversation specialist in Austin. I've helped partners, founders, co‑founders, and executives get through the conversations that were costing them. My background mixes 15 years in software engineering and technical leadership with years in high‑pressure sport. Past sessions have included people connected to Firefly Aerospace, Capital Factory, and LeafHealth. I live in Austin with my wife and two kids and meet people over Zoom or in person.