Coaching Programs

Two rooms. One standard.

Whether you need a private strategist on call or a closed room of peers operating at your level, both paths start the same way — an application, a conversation, and a clear-eyed look at whether it's a fit.

The Executive Track
1-on-1 private coaching

The Executive Track

A dedicated strategist for the decisions no one else in the building can weigh in on — succession, restructuring, board dynamics, and your own leadership blind spots.

  • Biweekly 60-minute private sessions
  • Direct messaging access between sessions
  • Quarterly 360 leadership assessment
  • On-call support before high-stakes meetings
  • 6-month minimum engagement

Best for CEOs, founders, and senior operators making decisions with no internal peer to test them against.

Apply for The Executive Track
The Roundtable
Closed executive mastermind

The Roundtable

A standing room of 8–10 senior leaders across non-competing industries, meeting monthly to pressure-test real decisions — not case studies.

  • Monthly full-day sessions, in-person or virtual
  • Vetted cohort of 8–10 senior operators
  • Private group channel between sessions
  • Access to the members-only Roundtable Circle
  • 12-month membership, renewed by invitation

Best for leaders who want ongoing peer accountability alongside — or instead of — private coaching.

Apply for The Roundtable
Adrienne Voss speaking to a leadership audience
How It Starts

No sales calls. Just a real conversation.

01

Apply

A short written application — your role, your team, and the decision you’re currently stuck on.

02

Strategy Call

A 30-minute conversation with Adrienne to confirm fit, on both sides, before anything is proposed.

03

Engagement Begins

You’re placed in the Executive Track, the Roundtable, or both — sessions start within two weeks.

Common Questions

Before you apply

Every application gets a real read from Adrienne, followed by a 30-minute strategy call if it looks like a fit. We're looking for operators with real authority and a specific, current decision they're stuck on — not general career advice seekers. Roughly one in four applicants is accepted.