Kevin Riley
Coaching 360
Leamington Spa,Warwickshire, United Kingdom
About
Kevin Riley is a Scaling Up Certified Coach and award-winning business leader, based in the UK. He works with growth-minded CEOs and leadership teams using the Scaling Up Framework to enable scaling faster with clarity, structure, and accountability with less friction.
With over 30 years of hands-on experience leading businesses across multiple continents, Kevin doesn’t coach from theory. He’s sat in the CEO seat, having previously built a £20 million company. After he lost it to internal fraud, a turning point that cemented his belief in systems, culture, and ruthless clarity.
Kevin then founded Coaching 360, a UK-based business coaching agency for scaling business owners and their companies, as well as offering free support for growing businesses with free tools and resources and in-person events.
Leading a team aligned around the values of Truth, Ownership and Fun. Kevin Riley and Coaching 360 are focused on enabling business owners to create high-performing teams, aligned leadership, and predictable profit, without burning themselves out.
Business owners come to Kevin when their growth has outpaced their structure. He enables them to achieve goals, fix leadership gaps, optimise business systems, and create momentum across all four decisions in the Scaling Up framework: People, Strategy, Execution, and Cash.
His coaching blends strategic frameworks with deep behavioural insight. Kevin is certified in DISC Personality Profiling (used to provide insightful clarity and optimise team performance) and Wealth Dynamics (a profiling tool that supports personal growth and decision-making for founders and CEOs).
Kevin also specialises in Board Facilitation and Leadership Alignment, two areas often overlooked, but critical when scaling with a senior team.
Kevin has a keen and clear understanding of the 'numbers' within business and his deep understanding of human behaviour and communication makes him an expert in enhancing effective, practical and productive communication with a business's prospects, clients and wider team.
Kevin is a clear choice for UK, North American and International business owners looking for a trusted Certified Scaling Up Coach with real-world experience and 'Guide-at-the-side' Mentality.
Kevin began describing himself as 'the failed businessman' after the painful loss of his business. He fundamentally believes that it's the mistakes that we learn the most from, and he's determined to prevent other business owners from making the same ones he did.
Kevin Riley operates his business coaching services both in person and remotely via video-conferencing tools.
Professional Highlights
Scaling Up Certified Coach with 25+ years of international business leadership.
2024 Winner: Best Business Coach (SME Business Awards) – recognised for client success, impact, and integrity.
HSBC Community Award Winner: Delivered growth-focused coaching to over 1,000 business owners, including free support during the COVID pandemic
Founder of Coaching 360, a UK-based business coaching agency offering tools, resources, and leadership frameworks for scaling companies.
Specialist in Leadership Team Alignment and Board Facilitation for scaling businesses.
Certified in DISC Profiling (team dynamics) and Wealth Dynamics (founder identity and strategic fit).
Regular keynote speaker on Trust, Truth, Communication, Leadership, and Sales Skills with sessions delivered in the UK, US, and South Africa.
Featured in Scaling Up case studies for coaching excellence and measurable client outcomes.
Trains other coaches in strategic sales, financial structure, and leadership development.
Four-time Business Founder and Entrepreneur.
Personal Highlights
Kevin’s personal journey shapes his coaching as much as his business experience.
He grew up in Zimbabwe, moved through Saudi Arabia, and settled in the UK, where he built, scaled, and eventually lost his first significant business. That experience, though painful, shaped his philosophy: business should give you more life, not take it away.
When you meet Kevin, you will find he is a high-energy, positive person with an infectious way of making you feel like anything is possible.
Kevin ensures that everything he does is aligned with his three core values of Truth, Ownership and most importantly, fun. Kevin didn't start any of his businesses to be stressed, unhappy or stuck, and he wants to have a positive impact on the lives of one billion people. Largely, by helping business owners find the fun in business again.
His coaching style is clear-headed, direct, and encouraging. Clients describe him as someone who listens deeply, challenges constructively, and brings the energy needed to shift stuck leadership teams.
He lives in England with his wife Sam, grown-up children, and Murphy the dog.
Outside of work, he’s most often found outdoors - skiing, SCUBA diving, or training for his private pilot licence.
Coaching Regions
Africa
Canada - Atlantic Region
Canada - Central Canada
Canada - North
Canada - Prairie Provinces
Canada - West Coast
Europe
Middle East
US - Midwest
US - Northeast
US - Southeast
US - Southwest
US - West
Industry of Expertise
Accounting/Finance
Administrative/Clerical
Automotive
Banking/Real Estate
Biotech/R&D/Science/Chemicals
Building/Construction
Coaching/Business Consulting
Computer/IT/Software Development
Creative/Design
Customer Support
Editorial/Writing
Education/Training
Engineering
Food Services/Hospitality
Human Resources/Training/Development
Installation/Maintenance
Insurance
Legal Services
Logistics/Transportation
Manufacturing/Production/Operations
Marketing
Medical/Health
Retail
Other
Kevin’s unique coaching approach has not only helped me gain more confidence as a business owner but also guided me in building a more profitable company while doing less work! Kevin’s insights and strategies are practical, actionable, and tailored to my specific needs. His support and expertise have enabled me to streamline operations, improve efficiency, and focus on what truly matters for my business growth. If you’re looking for a business coach who genuinely cares about your success and offers a distinctive, effective approach, I highly recommend Kevin Riley”
- David Hill | Managing Director | Conexio
“Kevin’s coaching sessions offer far more than support for someone navigating the challenges of business, team development, and personal growth. The real testament to Kevin’s skill lies in the calibre of the team he has built and leads. By practising what they preach, Kevin and his team not only inspire confidence but also offer tangible proof that sustainable success is achievable when it’s done right. Their example brings both motivation and relief - a reminder that excellence in business and leadership is within reach.”
- Greg Edwards | Co-Founder | Hooper Quinn