Fractional Operator with

Ben

This plan is for funded companies that need a seasoned operator in the room each week — not just guidance from the sidelines. You get close, consistent access to someone who has led pivots, run multi-million-dollar portfolios, negotiated enterprise deals, … Read more ↓
Ben Sheppard
$1999
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5.0
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600 minutes

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About this Session

This plan is for funded companies that need a seasoned operator in the room each week — not just guidance from the sidelines. You get close, consistent access to someone who has led pivots, run multi-million-dollar portfolios, negotiated enterprise deals, and supported founders through high-pressure moments.

We work together across whatever matters most: clarifying priorities, solving problems, steering through complexity, supporting your leadership team, preparing for investor or board conversations, or driving a specific initiative forward. You get senior judgment, steady decision support, and the kind of operating cadence that keeps the company aligned and moving.

If you’re carrying a lot, scaling quickly, or navigating a pivotal phase, this is the level where progress accelerates and pressure eases.

Your mentor

I work with funded companies (Seed–Series D) when growth has stalled, complexity has spiked, or the company has simply outgrown its current operating system.
Over the last 20+ years I’ve:

Built 4 companies across Hong Kong, Switzerland, Spain and the UK.

Raised $2.2M pre-seed off a slide deck and vision, then pivoted the company from blockchain to AI and grew it to $1M ARR in year one, backed by the Asian Development Bank.

Built a consulting unit on behalf of a group company from zero to ~$2M ARR within 18 months, delivering blockchain/data projects for banks, NGOs, automotive and infrastructure clients.

Scaled a regional project portfolio from $5M → $22M, running a 120-person team across Southeast Asia.

Served as buy-side advisor on a $67M infrastructure acquisition, plus transaction advisory on infrastructure projects of $200M to 600M.

Co-founded and exited a hybrid legal–infrastructure advisory firm and then scaled another advisory business 12 months later to ~$1M ARR.

Won and delivered major enterprise clients, including Bloomberg, Rockefeller, HSBC, UnionBank, WWF, ADB, ATOS, Nokia, and others.

Spoken at Google HQ, the United Nations, and the World Economic Forum on technology, AI, infrastructure and innovation.

Earlier in my career, I led feasibility and commercial design for large infrastructure projects across Asia. That meant advising some of the most influential business families in their countries on $200M–$600M investment decisions, incorporating the companies to deliver those projects, and onboarding hundreds of people to run them. I learned to make clear decisions under pressure, in politically complex environments where mistakes are very expensive.

Over the past 12 months on MentorCruise and privately I’ve:

- Helped 4 companies reach $1M+ in revenue within 16 months
-Doubled MRR for multiple startups (e.g. 15k→30k; 30k→60k within a year)
-Turned around a startup with two months’ runway to profitability
-Supported founders through pivots, early M&A conversations (including with Google), and multimillion-dollar enterprise deals in AI, healthcare, aviation, and SaaS

What I actually do with founders:
Fix drift: We diagnose where execution is breaking down, realign the leadership team, and rebuild your operating cadence so the company stops lurching from fire to fire.

Scale what works: We sharpen GTM, pipeline, hiring and product focus so revenue grows in a controlled, repeatable way.

Support pivotal moments: Fundraising, pivots, enterprise contracts, board pressure, first M&A approaches — I help you see the full chessboard and choose the next move.

My style is straightforward: calm, direct, and very hands-on. I’m there to help you make better decisions, move faster on the right things, and carry the weight a bit more lightly — but I won’t sugar-coat where the gaps are.

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Ben Sheppard
$1999
/
5.0
/
🇪🇸
Continue to booking

Scheduling conflict? No-show? Cancel session & get your money back instantly.

Limited spots Only 4 Spots Left