Helping CEOs Lead with Clarity, Confidence & Purpose — Especially When the Stakes Are High

I work directly with a small number of CEOs to help them navigate complexity, align their leadership, and make better decisions, without losing themselves in the process.

LET’S TALK


ABOUT ME

I’m a multi-exit founder, former CEO, and PhD psychologist who understands the intense complexity of high-level leadership — because I’ve lived it.

I’ve built companies, led through crises, and sold to a Fortune 20 acquirer. I’ve also experienced what it’s like to look successful from the outside — while feeling disconnected and off-track inside.

Even with great support around me, I learned firsthand how hard it is to carry the weight of leadership when your inner and outer worlds are out of sync.

Today, I help other CEOs navigate those same moments with more clarity, confidence, and control. My work blends psychological depth with operational experience to create space for reflection, alignment, and growth — personally and professionally.

HOW I HELP

I offer a set of focused engagements designed to meet CEOs where they are — and help them move forward with clarity.

The CEO Reset
For high-performing CEOs who feel stuck, dissatisfied, or disconnected — this focused sprint helps you reset, refocus, and lead from solid ground.

Even the sharpest leaders hit moments where something just feels off. On the surface, things are going well — growth, traction, momentum. But internally, you’re tired, distracted, or questioning what’s next.

The CEO Reset helps you slow down just long enough to re-center, get clear, and move forward with renewed energy and direction.

Includes:

  • A 3-week or 30-day engagement

  • Strategic thinking sessions + reflection frameworks

  • Personal clarity and leadership alignment tools

  • A grounded, actionable roadmap for what’s next

This is a confidential, high-trust space to recalibrate — not coaching, not therapy, and not a long-term program. Just focused clarity, fast.

CEO Acquisition Partner
I support CEOs through every phase of selling their company — pre-acquisition strategy, active deal-making, and post-close leadership and identity realignment.

Selling a company isn’t just a financial transaction — it’s an identity shift. I’ve lived it myself, and I help CEOs stay grounded through all three phases: getting clear on what they want before the deal, staying steady during the ups and downs of negotiation, and rebuilding purpose after the close.

Includes:

  • An 8–12 week engagement (customizable to your timeline)

  • Pre-acquisition clarity on goals, values, and decision-making

  • During-acquisition grounding, strategy, and communication support

  • Post-acquisition identity and leadership recalibration

This isn’t legal or financial advice — it’s personal and leadership clarity from someone who’s actually been through it.

Executive Team Reset
A structured, high-trust reset for executive teams to get aligned, clarify roles, and operate at a higher level of performance and trust.

Even strong teams drift. Sometimes it’s visible tension. Sometimes it’s just a subtle drag — too many meetings, unclear roles, or decisions that keep stalling. With a PhD in psychology focused on group dynamics — and years of CEO experience — I help leadership teams move from good to exceptional.

Includes:

  • Discovery interviews with key stakeholders

  • 2–4 day in-person or hybrid facilitation

  • Clarity on roles, accountability, and decision-making

  • A custom team operating system or culture framework

This work is practical, human, and built for teams that want more, not just to fix what's broken.

Executive Roundtable
A private, in-person group for select CEOs — built for deep conversation, strategic thinking, and meaningful connection over an 18-month journey.

Most CEOs don’t have a space where they can be fully real — about the pressure, the uncertainty, or what leadership actually feels like. I created this roundtable to bring together a small group of experienced leaders for a curated, in-person experience focused on clarity, connection, and real-time problem-solving.

Includes:

  • One in-person, 2.5-hour facilitated session per month

  • A curated group of high-caliber, non-performative CEOs

  • Structured frameworks, personal check-ins, and strategic deep dives

  • A time-bound, 18-month experience to ensure commitment and growth

No fluff. No networking theater. Just deep, meaningful conversation led by someone who’s been there.

WHO THIS IS FOR

If you’re a CEO navigating complexity — whether in your business, your team, or yourself — this work is for you.

  • You’re growing quickly and want to stay centered

  • You’re selling (or just sold) your company and feel off-balance

  • You’re asking big questions about what’s next — professionally or personally

  • Your team is strong, but not quite clicking

  • You’re successful, but it doesn’t feel how you thought it would

You don’t need to do it alone — and you don’t need to sacrifice yourself to keep leading.

LET’S TALK

If something here resonates, reach out.

There’s no pressure, no funnel, and no awkward pitch. Just a real conversation about what you're carrying — and whether I can help.

➡️ Let’s talk.

Those of you who are considering this should understand that Doug combines the best background and elements an advisor, counsel, or executive coach can have: solid experience as a psychologist, extraordinary entrepreneur, business executive, and a top leader of people. I recommend him unconditionally; he’s in his sweet spot, so let him help you reach yours.
— Gene Raitt, Chairman, Datatrade Group