Every entrepreneur, leader or manager faces hard conversations at some point in their growth. This is particularly the case when your company has got to a point where you are planning for future growth and know it will be critical to keep the team aligned and focused.
Gareth and Mark discusses why having those conversations – with co-founders, co-workers, employees, employers, partners – are so difficult. More importantly, he will offer practical and actionable advice about how you can make the hard stuff easier and more productive. Equally applicable in times of growth or trouble, Gareth will encourage participants to share some of their current challenges and help them find a way to address them.
Gareth Marlow
Executive Coach & Consultant, eqsystems.io
Gareth helps leaders navigate the messiness of real-world leadership.
A former COO of Red Gate, he’s worked with high-growth tech startups, scale-ups, and academic institutions, helping executives handle the chaos of leading when the map is constantly being re-drawn. He’s coached founders through boardroom battles, CTOs through existential strategy crises, and leaders who weren’t ready, but had to step up anyway. Gareth brings a mix of battle scars, straight-talking insight, and just enough dry humour to make the truth go down easier.
He lives in Cambridge, UK, and still can’t listen to Leftfield’s Phat Planet without feeling slightly nervous.
Online workshops
Participants run the Bootstrap skill between sessions and arrive at Session 2 with a correction list. They leave with a bootstrapped OS, a revised CLAUDE.md, and a first focus area identified.
Register nowFor founders already in motion, already using the tools, already tinkering. You’ve hit the ceiling that only a documented OS can break through. Over four weeks, co-facilitated by Tim Barker and Mark Littlewood, you’ll build one: CLAUDE.md, 5–8 strategy documents, one agent spec, and a Phase 1 mission.
Register nowSame two sessions, same material, one company: yours. You bring the context, we work through it directly. No cohort, no scheduling around others.
Register nowConference
Two days with software founders and leaders who have actually built profitable businesses. No panels, no keynotes designed to impress. Talks that earned their place because the idea was worth the room’s time.
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