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
/
5.0
/
🇪🇸
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600 minutes

Reserve up to 600 minutes for your session.

Instant Schedule

You'll be able pick a time that suits you right after booking.

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 help founders navigate the high-stakes journey from initial traction to global scale. I am a 4x founder with a successful exit, a former corporate operator, and a seasoned turnaround specialist.

Over 15 years, I’ve coached 200+ founders across 25 countries and 15 different industries—spanning SaaS, Marketplaces, AI, and Web3.

Results:
• Rapid Scale: 4 companies hit $1M ARR within 16 months under my guidance.
• The Turnaround Expert: In the last year alone, I’ve led 5 successful turnarounds, including one venture that went from near-collapse to profitability in four months.
• Capital & Growth: Scaled a sales portfolio from $5M → $22M and have personally negotiated nine-figure deals.
• World-Class Feedback: I maintain a 4.9/5 coaching rating across B2B, B2C, and D2C sectors.

Why Me?
I bridge the gap between "scrappy startup" and "institutional excellence." My experience covers the full spectrum of modern tech: ConTech, HealthTech, FinTech, GovTech, LegalTech, and Sustainability.

I know how to pivot when it matters most. After raising $2.2M for Silta v1 (tokenization) and missing PMF, I pivoted the company to AI, secured seed funding from the Asian Development Bank ($150B+ in assets), and reached $1M ARR within 12 months.

I understand "Big Stakes" environments. Before coaching full-time, I spent a decade in infrastructure and M&A, acting as a buy-side advisor on a $67M toll road acquisition. I bring that same institutional rigor to the founders I mentor, including those within top-tier accelerators like Antler and Outlier Ventures.

Our pledge

We're committed to providing a safe and reliable mentorship experience with quality mentors.

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Top rated mentor

Top-rated

We take quality seriously! All mentors are pre-vetted and continuously evaluated based on their ratings.

Easy scheduling

Easy scheduling

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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