$560 / month
Start free, decide later
Ben is CEO and Fractional C-Suite leader at Inside Startups. He is a four-time founder with one exit and has coached more than 200 founders across 25 countries over 15 years. He helps founders clarify go-to-market strategy, grow their businesses, and build stronger teams.
Based on 15 verified mentee reviews
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. As a mentor I am regularly helping individuals incorporate AI into their day to day activities, whether it be Claude, GPT, Manus, Notebook or Gemini. I have mentored people in the Big 4 financial houses to startup founders.
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.
5 out of 5 stars
Ben is great! He asks the right questions and has helped our business a lot after struggling with market, direction and strategy. He gave us a clear path and all what is left now is proper execution.
Standard Plan • 1 month
5 out of 5 stars
great advice and very helpful in my journey towards sales and entrepreneurship!
Standard Plan • 1 month
5 out of 5 stars
Ben brings sharp strategic clarity and real operator credibility. He asked the right questions, challenged our GTM assumptions with concrete examples, and gave direct, actionable feedback from day one. Thanks for the time Ben, looking forward to the next session.
Session: Introductory Call
How to stay positive during the difficult times of running a business and turn it into a learning experience.
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This blog breaks down how I helped a startup successfully navigate a multi-million-dollar enterprise negotiation against one of the world’s …
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You tell Ben your goals. They see exactly what you want to work on before session one.
You meet within days. Ben reviews your application and books your first session, usually within a day or two.
You leave with a plan. Concrete next steps and a weekly rhythm from your very first week.
Ben Sheppard
CEO | Fractional C- Suite at Inside Startups
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Book a free intro call with Ben
Connect with Ben in a quick call (usually 15-20 minutes)
One-off sessions with Ben
One-off sessions are a great option if you're looking for specific advice on a certain topic.
An introductory call is a simple way to get to know a mentor before committing to ongoing mentorship. This session gives you the chance to …
A focused session on identifying and accessing grant funding opportunities — covering national government grants, EU programmes (Horizon Europe, EIC, ERDF), and big tech grant …
What's included in the trial?
Every trial is a little different–here's what Ben says about their trial:
We'll meet for a quick where we:
- Break the ice and introduce ourselves
- Discuss your goals and how I can support you
- Coordinate logistics like time zones, meeting frequency, and communication methods
