1-2-1 Coaching

Your dedicated
thinking partner.

One-to-one coaching, team coaching, and coordinated operator support — built around the founder as a complete system.

Why Inside Startups Is Different

Startup performance is a
human system first.

Founders do not operate independently of their psychology or physiology. Decisions made under pressure, with inconsistent energy and cognitive load, are not the same decisions made from a clear and rested mind. We build the foundations first.

Layer 3 — The Output

BUSINESS

Strategy, fundraising, go-to-market, partnerships, commercial execution, operations, and finance. Not frameworks — applied, real-world decision-making from people who have done it.

Led by Ben Sheppard, Rob Holmes, and Aiza Pradas

Layer 2 — The Engine

BODY

Energy, resilience, recovery, and physical robustness. Founders operate at sustained intensity over long periods. This layer ensures the individual is physically equipped to handle that load without performance becoming reactive or inconsistent.

Led by Will Foden

Layer 1 — The Foundation

BRAIN

How founders think, how their environment shapes behaviour, and how to design the conditions for clarity, composure, and consistent decision-making under pressure.

Led by Sarah Taylor

"Most coaching improves a business temporarily. Inside Startups builds the underlying capability of the founder to perform at a higher level, repeatedly and sustainably."

The Coaches

Meet the Coaches

Ben Sheppard

Fractional operator, 4× founder, one exit. Strategy, fundraising, go-to-market, and commercial execution across the full founder journey.

Rob Holmes

Fractional CBO and COO. Partnerships, business development, and commercial operations.

Aiza Pradas

Fractional CFO and COO. Finance, operations, and the systems that keep a scaling business structurally sound.

Sarah Taylor

Cognition and environment specialist. How founders think, and how to design the conditions for clarity under pressure.

Will Foden

Health, resilience, and physical performance. The capacity to operate at sustained intensity over the long term.

Coaching Packages

Find the right
engagement.

All sessions are conducted online via video call.

Solo

Your coaching, your pace.

Designed around how many hours of one-to-one coaching you need each month. Every session is 60 minutes via video call. Notes and clear actions provided after every session. Unlimited questions between sessions via WhatsApp, with a response commitment of 48 working hours.

What's included

  • Sessions tailored to your monthly needs — 60 minutes each
  • Session notes and actions after every call
  • Unlimited async support via WhatsApp (48-hour response)

Best for

Founders with a specific, defined challenge who want focused, expert input from one experienced operator.

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Most Popular

Studio

Two or three coaches. One shared priority.

Six hours of coaching per month across two or three Inside Startups coaches, with a guaranteed minimum of 90 minutes from each coach. Sessions are structured around a single monthly priority — one thing the business is actively working through — with each coach contributing from their area of expertise. Full access to Inside Startups tools and frameworks.

What's included

  • 6 hours per month across 2–3 coaches
  • Minimum 90 minutes guaranteed per coach
  • Session notes and actions after every call
  • Unlimited async support via WhatsApp (48-hour response)
  • Access to Inside Startups tools and frameworks

Best for

Early-stage teams who need more than one perspective and want structured, coordinated support across business, operations, and performance.

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Inside Track

The full team. Behind your startup.

Twelve hours of coaching per month across the full Inside Startups team, with a minimum of two hours guaranteed from each core coach. Includes a monthly joint review session with at least two coaches. Full access to all Inside Startups tools, frameworks, and methodologies. Access to the Inside Startups network — introductions made where genuinely relevant, whether for fundraising, go-to-market, or strategic partnerships.

What's included

  • 12 hours per month across the full coaching team
  • Minimum 2 hours guaranteed per core coach
  • Monthly joint review session (2+ coaches)
  • Session notes and actions after every call
  • Unlimited async support via WhatsApp (48-hour response)
  • Full access to all tools, frameworks, and methodologies
  • Access to the Inside Startups network and warm introductions
  • Additional terms apply for capital raising and partnership engagements

Best for

Founders who want an experienced team sitting behind their business — available, coordinated, and invested in the outcome.

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Start the conversation

Ready to start?
Let's talk.