Leadership Coaching & Talent Advisory

Has your leadership kept pace with your company?

I work with founders and senior leaders navigating the moment when their business changes faster than their skills or sense of self can keep up.

See how we work Learn about Andrew

I've watched capable people get stuck when their business changes faster than their skills or personal transformation can catch up.

— Andrew Smith, Founder

15+

Years in org leadership

Fortune 500

to venture-backed startups

Not cheerleading. Not fluff. Real partnership and impact.

I coach because I know the toll that growing behind the pace of organizations takes on leaders. I came up inside organizations — running HR and talent strategy through hypergrowth, layoffs, leadership transitions, and the kind of ambiguity that doesn't fit in a framework.

When you work with me, you get a partner, coach, and advisor who understands organizational reality and won't let you stay comfortable with a story that isn't serving you anymore.

Right Fit

Who is this actually for

You're good at your job. You've been good at it for a while. Something shifted.

This isn't for people who need to be taught how to lead. It's for people who already know how — and have reached the point where more information isn't what's missing.

The founder who built something real, but now leads 40 people the way they led 4 — and can feel the drag.
The VP who keeps getting promoted into roles that require something their track record can't fully prepare them for.
The person at an inflection point — a transition, a decision, a moment they can't quite name — who needs space to think, not someone to cheer them on.
The leader who's been losing themselves to the role — and is ready to reclaim some perspective before that gap gets wider.

Work Together

Two ways to engage

For rapid change

The Coaching Sprint

Five sessions over six weeks. One focused challenge. Concentrated enough to create real movement — spaced enough that you can actually think between sessions.

This isn't general coaching. You bring a specific problem — a decision you're avoiding, a pattern you keep repeating, a leadership moment you can't quite see clearly. We dig into it, hard, until something breaks open.

Coaching Sprint — Q2 2026

10 spots · quarterly · next cohort opens May

Every sprint begins with a 30-minute intake — just the two of us, no agenda, figuring out what you actually need to work on. Then five hour-long sessions, every other week or so, followed by a check-in 30 days out to see what held. You also get a journal to think between sessions, because the work happens there too.

Sessions5 sessions + intake

Duration6 weeks

Spots10 per quarter

Apply for the next sprint →

Ongoing Coaching

Longer engagements for leaders who want a steady thinking partner.

For leaders navigating something that doesn't resolve in a month. We meet regularly, build a shared language for what's actually happening, and work over time toward something more durable than insight.

Leadership retainer

Ongoing 1:1 coaching on a regular cadence — typically twice a month. Best for executives navigating sustained complexity: scale, role change, identity, leadership growth. Inquire for pricing.

Leadership advising for teams

Brought in by a board, a CEO, or a VP of People to work directly with a leader or small team. Results-forward, not soft. Inquire for scope and pricing.

Start a conversation →

Andrew Smith

Founder, The Rockwell Fellowship

I led People and HR teams at scaling companies — including high-growth startups and Fortune 500 organizations. I've been in the room when the organization restructures. I've run the layoff. I've watched capable leaders get smaller as their companies got larger, and helped them find their way back. I've done that work quietly for years. The Rockwell Fellowship is where I do it out loud.

I'm Georgetown-trained in executive coaching and ICF certified. More importantly, I've coached leaders externally for years, and recently internally as a senior HR leader with an operator’s experience. I know the impact leaders have when they break through what’s holding them back and their teams and businesses flourish as a result.

I'm honest, direct, and I’m in your corner. I won't cheerlead you. I won’t just tell you what you want to hear. I'll help you grow.

Georgetown Certified CoachICF CertifiedM.S. I/O Psychology15+ Years HR Leadership

What Clients Say

Not before-and-after. During and after.

Working with Andrew has been phenomenal. He creates a space for you to deeply reflect on the logjams that have been impeding your professional and personal growth. He knows the right questions at the right time to guide you through a constructive process of self-discovery.

David

CEO and Founder

As a result of Andrew's coaching I have a better understanding of my unique gifts, leadership skills, and capabilities. I have a clearer sense of those with whom I work — and how to work with them more effectively. And I have a clear, actionable plan for achieving my desired outcomes.

Steve

Non-profit leader

For anyone who desires not a list of the latest steps and tips but instead real transformation, I highly recommend Andrew Smith.

Susannah

Founder and CEO, Non-profit

Andrew was able to help me see things I had been mulling over for weeks in a new light. He synthesizes a variety of thoughts and snippets of conversation into a coherent framework for decision making that moved me forward faster.

MBA Program Director

With Andrew's help, I was able to find and build a solution 2–3 times faster than I would have on my own. We also explored ways to utilize my strengths to make a greater impact with my team.

Founder & CEO

Small business

Andrew's approach to coaching helps me solve challenges, and also helps me evolve my own thought processes and frameworks.

CTO

Scaling startup