You've been circling one situation, and you're not sure what to do.

Here's a 50‑minute Simplifying Session to get clearer on what it's about. You arrive with it half-formed, and you leave able to say it in your own words.

50 minutes. One situation. Free. I love doing this, and it's also a way I meet clients. Bring the one thing you keep circling. Nothing to prepare.

Private 1:1 · work or personal · Zoom or in‑person in Austin

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

This can help when:

  • You haven't said something important to a partner or a co‑founder, because last time it didn't go well.
  • You have the first line of the conversation, and you're still deciding what's under it.
  • You keep the peace by going along with it, but it's adding up.
  • You've run through what they'd have to change, in detail, more than once.
  • You can feel a next level, and one conversation is 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 starts when you say two things at once: the important thing, and what you've already decided about them. Separate them and they can hear the important thing. That's how a conversation you've dreaded for months can clear in a single exchange.

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 conclusion that's been keeping it unsaid.
  3. You leave clearer on what it's about, in your own words.

How it ends

You leave clearer on what it's about. If we have more to do together, I'll offer what that could look like.

About 50 minutes · A free Simplifying Session · No ongoing commitment

Who this is for

People who are good at what they do and can feel a next level coming, and who have one 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.

It can look like anything but a conversation. You keep looking for what's next, when what's next is a conversation with someone already in your life.

Bring one live situation, one you'd act on this week or next.

About Scott

I'm Scott Solo Wild, a turning point conversation specialist in Austin. I've been through a few turning points myself: pro racquetball to casual coaching, and 15 years in software engineering and technical leadership to a practice of my own. I've helped partners, founders, co‑founders, and executives get through the conversations that were important to them. I've had sessions with 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.