Strategic advice for leaders who need to see the forest for the trees.

Understory Advising works with founder-led companies and senior operators navigating growth, complexity, and transition.

When everything feels urgent and interconnected, the work isn’t to move faster. It’s to see more clearly.

  • Understory Advising provides strategic, steady counsel when the view feels crowded.

    This is not coaching, and it’s not consulting theater. It’s a place to step back, get oriented, and decide what actually matters next.

    Some conversations happen across a table. Many happen on a walk.

  • I work with leaders to:

    • Clarify priorities when everything feels equally important

    • Think through risk, tradeoffs, and long-term consequences

    • Build systems and structures that can support real growt

    • Navigate people, pressure, and responsibility with steadier footing

    The goal isn’t constant motion. It’s direction.

  • Understory Advising is for:

    • Founder-led businesses outgrowing early systems

    • CEOs and senior operators carrying complexity that isn’t visible on an org chart

    • Leaders who value perspective, discretion, and long-range thinking

    If you’re looking for quick fixes or prescribed answers, this may not be the right fit.

Services Offered

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Services Offered 〰️

Real strategy requires clearing the debris before you build. Typically, our engagements will be in this order:

  1. The Executive Clear-Cut

    A one-day strategic intensive designed to strip a specific operational bottleneck to the studs and define the path forward.

  2. Advisory Retainer

    Following this architectural phase, clients often transition to an executive sounding board relationship to oversee the build.

Throughout both phases, the work is conversational, rigorous, and grounded in real constraints—not frameworks for their own sake. We focus less on noise, and more on what holds.

Upcoming Workshops

Field Notes: Lessons from the Weeds

Date: February 2026

Time: 10AM - 1PM

Field Notes is a workshop series that’s a strategic reset for leaders who are tired of optimizing their burnout and are ready to operationalize their recovery.

No hacks. No "hustle." Just the systems you need to see the forest again.

BRIDGING THE GAP BETWEEN STARTUP GRIT AND ENTERPRISE SCALE

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BRIDGING THE GAP BETWEEN STARTUP GRIT AND ENTERPRISE SCALE 〰️