Ashley Rudolph seated in a cream suit.

Executive coaching for directors, VPs, and senior leaders

Your work doesn’t speak for itself.You have to.

I help ambitious leaders communicate their value, strengthen their executive presence, and make the right next move.

Apply for 1:1 coaching

Ashley’s clients work at

  • A24
  • Disney
  • Harvard Business School
  • Airbnb
  • McKinsey & Company
  • Citi
  • IDEO
  • United Nations
  • Meta
  • Starface
  • Simon & Schuster
  • JLL
  • Peloton
  • Squarespace
  • Riot Games
  • Grafana
  • Compass
  • Exposure
  • Digitas
  • Booz Allen Hamilton
  • Office of the New York State Attorney General
  • Halliburton
  • NYC Department of Education

The step change

You’re not being overlooked. You’re being misunderstood

At a certain level, working harder stops being the answer. The people making decisions about your future need to understand how you think, what you see, and why your leadership matters.

Executor: Doing excellent work
Executive: Making your judgment visible
Executor: Waiting to be recognized
Executive: Positioning yourself deliberately
Executor: Being the person who executes
Executive: Becoming the person who decides

How we can work together

Three ways to work with me.

Start with the kind of support you need: a focused leadership experience, a team workshop, or private executive coaching.

01

Flagship experience

Off The Record

A curated 5–6 hour retreat for ambitious senior leaders to step out of constant output, talk honestly, and leave clear on what comes next.

02

Teams and organizations

Leadership workshops for teams.

Direct, practical experiences for teams that need stronger communication, influence, leadership, and alignment.

03

Selective private coaching

Executive coaching for high‑stakes career moves.

Sustained one-to-one work when the stakes are high and generic advice is not going to cut it.

Real talk · Client testimonials

What my support unlocks for my clients.

“I reached out to Ashley at a time in my career when I needed guidance and someone to remind me how much I have to offer. Ashley is an expert at listening to you and truly understanding what you are passionate about and skilled at and then coming up with a strategy to get you into roles that utilize those skills and passions. I felt strongly about having a woman coach who truly understood some of the hurdles women face in career searches. With Ashley's expert guidance, I was able to ultimately a new role with a significant salary increase and leadership advancement opportunity.”

Assistant Director, Learning at an Ivy League Institution
Ashley Rudolph.

About Ashley

Former tech VP. Now I help leaders make their next move.

I went from individual contributor to tech VP in five years. I know what it takes to stop being known only for what you produce and start being trusted for how you think.

My work is direct, strategic, and grounded in lived executive experience. We get clear on what is actually going on, then decide what to do about it.

More about Ashley

Questions

Before you apply.

Who is this coaching for?

VPs, C-suite, senior leaders, and high performers ready to step into those roles, especially in fast-moving companies. If you're ready for a step change and willing to challenge your own assumptions to get there, this is for you.

Who isn’t this a fit for?

My coaching isn’t for everyone. If you believe the problem is mostly external (your boss, your company, your timing), this will be frustrating for you. Not because those things don't matter. They sometimes do. But my work starts with what you can control and shift right now. I'm also not a good fit if you're looking for ongoing emotional processing without a concrete strategy attached to it. My clients want clarity and a plan. If you're still at the "I just need to vent" stage, that's okay, but come back when you're ready for what comes after that.

How is this different from other types of coaching?

I'm a former tech VP, not a career theorist. My coaching is both tactical and strategic: we work to pinpoint what's actually holding you back, including the real fears and assumptions underneath it, then build a concrete strategy against that specific problem. My expertise is helping my clients unlock the right reframe and that involves less talking about feelings and conceptual theories, and more focus on changing outcomes.

What results can I expect?

Clients negotiate promotions and meaningful raises, nail high-stakes interviews, and finally get recognized as the strategic leaders they are, usually within a three-month engagement.

How long is the engagement?

The core partnership runs three months, with biweekly 60-minute sessions plus a comprehensive onboarding deep dive and assessments to tailor your plan.

How do we start?

Apply to work with me. I read every application personally, then follow up with the best way for us to work together, whether that's 1:1 coaching, a focused strategy session, or Reframed Insiders.

Tell me what to do

Not sure which kind of support you need? Start here.

I read every application personally, then follow up with the best way for us to work together, whether that's 1:1 coaching, a focused strategy session, or Reframed Insiders.

Apply for coaching