Ben Sheppard
4x Founder, 1 Exit | Business Coach & Fractional Operator
I specialize in
“I have coached over 221 startups and ran 4 of my own.”
Background & Highlights
I’m a 4× founder with an exit and a former corporate operator who’s restructured divisions and scaled cross‑border ventures. I’ve raised millions, negotiated nine‑figure deals and led teams through rapid growth, turnarounds and acquisitions. In the past 12 months, I’ve mentored 24 startups — several backed by Antler and Outlier Ventures — across AI, robotics, education, construction, shipping, oceans, agriculture, law, infrastructure and finance. Across 10 years of coaching, I’ve maintained a 4.9/5 rating. ClearPath, my diagnostic framework, identifies what’s blocking growth and turns it into a focused plan. I stay involved until the work delivers — four teams reached millions in ARR within 16 months. Before coaching full-time, I spent a decade in infrastructure, finance, and M&A, including acting as buy-side advisor on a $67M toll road acquisition. After raising $2.2M for Silta v1 (tokenisation) and missing PMF, I pivoted the company to AI, secured seed funding from the Asian Development Bank — a multilateral with $150B+ in assets — and led it to $1M ARR within 12 months. Recent results that speak - Four companies hit $1M in revenue within 16 months. - Two others doubled revenue in under a year. - One turned from near-collapse to profitability in four months. - A sales portfolio scaled from $5M → $22M in two years.
You'll get advice on
- How To Launch a Startup from zero to one
- Reduce bottlenecks around the founder
- Access to AWS build and migration grants
- How to get alignment across your organization
- Systems that don't fall over when scaling