Business Strategy Consulting & Executive Coaching

I work with founders, CEOs, and leaders who need someone who understands both the strategic side and the emotional reality of building something. Someone who brings it back to the personal question underneath every business question.

My background is institutional finance and venture-backed startups. I spent six years as a VP in Private Investments at Goldman Sachs, structuring deals and raising over $2 billion all over the world.

I left to co-found a venture-backed company—raised capital, built a team, pivoted, made all the first-time founder mistakes. It failed. That combination—sophisticated capital markets experience and the humbling truth of founder life—gives me dual fluency in spreadsheets and spirit.

I've worn all three major hats—founder, operator, investor—and have the scars and stories to prove it.

Since then, I've worked with founders and CEOs helping them break through plateaus, navigate pivots, and build with clarity and alignment. I see the human underneath the founder. The business problems are almost always personal problems in disguise. I see patterns and around corners that others miss.

  • I help leaders build strategically and in clear alignment to goals and missions. I help them see around corners, pick low-hanging fruit, and get unstuck—in business and in themselves.

    Business Strategy:

    • Business Strategy — Fundraising positioning, business model refinement, revenue optimization, go-to-market strategy

    • Narrative & Storytelling — Your investor pitch, brand positioning, company story. How you explain what you're building to the world. The narrative that makes complex ideas click and gets people to say yes.

    • Hard Decisions — Pivots, pricing, when to say no, when to double down

    • Leadership & Elevation — Becoming the leader your business needs. Who you need to become to scale, to lead with confidence, to make hard calls.

    • Alignment & Awareness — Building what matters, leading with clarity and commitment. Understanding what you actually want, not just what looks good on paper.

    • Unblocking — Getting out of your own way. The internal stories holding you back, the fears keeping you stuck, the patterns you keep repeating.

    I translate complexity, connect dots, and ask the questions most people avoid until it's too late.

    "Strategy without self-awareness is sophisticated self-sabotage."

    I primarily serve early-stage businesses and scaling agencies, but have worked with companies ranging from idea stage to public.

  • Consulting: Worked with over 25 founders and companies. Led multiple to break through from 5- or 6-figures to 7-figures. Helped over a dozen go from idea to first check or MVP. Supported even more in pivoting, strategic implementation, and facing hard decisions.

    Executive Coaching: Clarity of self is essential. The founder's inner world always becomes the company's outer reality. All leaders must spend time uncovering this.

    "Strategy without self-awareness is sophisticated self-sabotage."
    - Me

If you're a founder, CEO, or leader who needs strategic clarity and someone who won't bullshit you, let's talk.

Ready to work together?

Schedule a Strategy Session

What People Are Saying

"Jesse helped me see what I couldn't see from inside my own business.
I came to him stuck at $400K revenue, burned out, unsure if I should pivot or push through. He didn't just help me fix the strategy—he helped me realize I'd built the wrong business for who I actually am. Six months later I'm at $850K, working fewer hours, and I actually like what I'm building again."

— SaaS Founder, B2B Software

"I'd been pitching investors for months with no movement. Good product, solid traction, but the story wasn't landing. Jesse rebuilt my entire narrative in two sessions. He helped me see I was pitching features when investors wanted vision. Three months later: $2M seed round closed and two strategic partnerships I'd been chasing for a year. The strategy was always there. Jesse showed me how to articulate it."

— Fintech Founder, Seed Stage

"We came to Jesse at $600K revenue, working constantly, margins terrible. He spotted three problems in our first conversation that we'd been blind to: we were underpriced by 60%, had no boundaries with clients, and were saying yes to everyone. Within 18 months we hit $1.5M with the same team size, doubled our profit margins, and I got my weekends back. Sometimes you just need someone to tell you the obvious thing you can't see."

— Agency Owner, Creative Services

Ready to work together?

If you're a founder, CEO, or leader who needs strategic clarity and someone who won't bullshit you, let's talk.

Schedule a Strategy Session