Executive & Team Coaching for SME and Scale-Up Leaders
A grounded development partner for CEOs, COOs and executives helping you navigate operational pressures, complex decisions, and your personal evolution as a senior leader.
Why SME leaders work with me
Being a senior leader in an SME comes with a constant mix of challenges, from high-level strategic choices down to the daily friction of leading teams, managing workload, and improving your personal effectiveness in the role. You don't need to be in the middle of a major crisis or pivot to benefit from dedicated coaching space. Most of my clients use our sessions as an ongoing sounding board to work through live operational dilemmas, untangle complex team dynamics, develop their leadership style and competencies, or simply process the personal pressure and trade-offs that come with the job.
Executive coaching can often miss the mark in high-growth businesses, either by being too non-directive and lacking in substance, or by enforcing rigid playbooks and generic psychometrics (for the record, I’m an INTJ...) that don’t fit the reality SME leaders face. As your development partner, I bridge that gap, combining practical leadership models and psychological depth with direct candour and accountability, informed by my own experiences in high-pressure roles. If you bring the openness and commitment, we’ll get you there together.
My practice integrates four distinct capabilities:
1. Real operational experience: I’m not a former consultant or management theorist. I spent 15 years in operational roles, later training and practicing as a leadership coach and therapist alongside the demands of life in startups to hone my craft of supporting and enabling leaders. As the former VP People at Depop, I sat on the executive team through Series A to C funding rounds, scaling from 40 to 500+ people, and navigating our $1.6bn acquisition by Etsy Inc. I’ve lived through rapid growth, painful organisational restructuring, M&A integration, and executive team dynamics from the inside.
2. Psychological rigour & insight: In addition to my executive coaching credentials (AoEC diploma accredited by the ICF and EMCC) and coaching experience, I am a trained counsellor (PgDip with BACP registration) and spent years supporting clients navigating deeply personal challenges and growth. I bring this deep psychological grounding to coaching sessions, moving beyond surface-level tactics to examine the underlying beliefs, inner patterns and leadership habits that can inhibit or unleash your capacity, growth and performance.
3. Investor & boardroom context: Through my work with Catalysis Advisory, I have led management due diligence and strategic organisational reviews for VC/PE investors, Chairs, and management teams across multiple industries and scales, as well as advising numerous CEOs, COOs and CPOs on organisational strategy. I understand the commercial expectations, delivery pressures and governance frameworks placed on SME leaders, and how expectations of executives shift as an organisation scales.
4. Practical facilitation & team alignment: Beyond 1:1 executive coaching, I design and facilitate executive offsites, alignment sessions, and practical leadership workshops that unblock issues, improve team culture, and create clarity and momentum. The time I spend with teams exploring their dynamics and challenges feeds into my expertise as an executive coach, and vice versa.
What clients say
“I would describe Chris's approach to leadership as high performance and high drive balanced with high empathy and compassion. He always knows how to ask the killer next question and is never afraid to address the elephant in the room head-on.” - Nick Barlow, Executive Director at DrDoctor
“Chris shifts seamlessly between developmental coaching and hands-on, situational guidance. Having a coach with genuine people leadership experience meant I could bring live, complex problems to our sessions and get practical, grounded support.” - Alice Galsworthy, Chief Operating Officer at Mother Root
“Chris has an approachable style, and his experience in high-growth contexts made working with him immediately impactful across people, strategic, and execution challenges.” - Rachel Astall, Chief Commercial Officer at Beam
“Chris is a talented People professional and a skilled coach. He has drive, integrity, wisdom, empathy and was an invaluable thinking partner and support to me as CEO of Depop.” - Maria Raga, Former CEO at Depop / Venture Partner
How we can work together
1:1 Executive Coaching: Engagements designed for CEOs, COOs, and senior leaders navigating live operational dilemmas, role transitions, or complex peer dynamics - focused on formalising your leadership growth and improving executive performance.
Executive Team Coaching & Offsites: Facilitated sessions for leadership teams to resolve artificial harmony, navigate structural friction, and align on organisational priorities.
Custom Leadership Workshops & Cohorts: Targeted, practical development for rising executives and key line managers to embed leadership capabilities and accountability across your organisation.
Frequently Asked Questions
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Most clients commit to an initial 6-month engagement featuring monthly 90-minute sessions, supplemented by tailored reflection exercises and ad-hoc check-in calls between sessions for live issues.
For leaders navigating a specific inflection point, such as stepping into a C-suite role, managing a restructure, or preparing for a funding round, 6 months provides ample time to meet initial growth goals and create necessary change, with clearer development goals moving forward. For others navigating multi-year scale-up journeys, our work may evolve into an ongoing, trusted coaching and advisory relationship.
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My approach integrates real operational scale-up experience (most recently as VP People at Depop, scaling from Series A to a $1.6bn exit) with BACP-registered psychological training, alongside investor-level leadership due diligence and advisory experience.
Most coaching leans too far in one direction - either focusing purely on business tactics or solely on individual reflection. By bringing these perspectives together, we bridge the gap between operational realities and strategy with human psychology. Rather than treating business dilemmas and personal leadership habits in isolation, we address how they interact - giving you both the psychological insights to grow and the practical rigour to drive performance.
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Get in touch using the form at the bottom of this page and we’ll organise a complimentary 45 minute intro call to explore your current operational content, the specific leadership challenges you are navigating, and what success looks like for you.
Coaching relies heavily on trust and chemistry, so this conversation allows us to evaluate mutual fit and clarify a WIP scope to help you decide if you’d like move forwards, with zero pressure or obligation.
Once we’ve decided to work together, I have a questionnaire and competencies checklist I ask all new clients to complete which takes an hour, and forms the basis of our initial sessions.
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Psychological safety is the absolute foundation of effective executive coaching. While we might establish clear alignment on overarching goals with your board, CEO, or sponsor at the start, the contents of our 1:1 sessions remain strictly confidential.
Progress updates shared with the business are agreed upon together in advance, ensuring you have the space needed to be candid about complex challenges, doubts, and team dynamics.
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While my core practice is 1:1 executive coaching for leaders in SMEs, individual leadership challenges often mirror wider organisational dynamics.
Beyond 1:1 work, I frequently design and facilitate leadership team offsites, strategic alignment workshops, and leadership development cohorts for key line managers - helping align senior teams around execution and build collective capability across the business.
When coaching individuals as well as their leadership team, the confidentiality mentioned above of course applies. I also find that getting a deeper understanding of the team dynamics and characters can further improve 1:1 coaching focus and outcomes, rather than becoming a hindrance to 1:1 work.
Get in Touch.
Whether you're exploring 1:1 executive coaching, planning an executive team offsite, or looking to develop your management team, let's schedule an initial conversation to discuss your context and priorities.