Move faster. Protect margin.Grow revenue.
I help ambitious businesses use technology and AI to accelerate growth: board-level strategy and hands-on build, from one operator.
A razor-sharp thinker: not only how to think correctly about driving growth, but how to skilfully execute.Oren G · AI GTM Engineer
Technology alone doesn’t fix a broken business.
Most digital transformation programmes don’t fail because the technology is weak. They fail because the business around it isn’t ready. Layer new technology onto flawed data, broken workflows and an unchanged operating model and you can end up compounding existing problems.
Scattered experiments
Tools get licensed, pilots get launched, everyone dabbles. Twelve months later there’s activity everywhere and impact nowhere, because nobody redesigned the work itself.
Broken foundations
The businesses that see compounding returns get the foundations right first: digital literacy, unified data, modernised platforms. Skip that sequence and every pound of technology investment lands on sand.
Narrow specialists
Programmes led by technologists alone stall on adoption. Programmes led by strategists alone never ship. The technology was never the risk. The operating model around it is.
From AI experiments to a growth engine
Every business sits somewhere on the same maturity curve. Knowing where you are, and what needs addressing before you take the leap, is the difference between AI as a success and failure.
AI as a tool
Individual people, individual tasks, one prompt at a time.
Chat assistants, copilots, and the AI features switched on inside your existing software. The starting point for most businesses. Useful, but the gains stay personal and unevenly distributed, and won’t show up in the P&L.
AI as a teammate
A specialist with a defined role, not a general-purpose chatbot.
Purpose-built AI that owns a slice of real work: a briefed assistant, a forecasting model trained on your data, a document pipeline that runs itself. This is where AI starts doing the job rather than helping with it.
AI as a system
Teammates connected so work runs end-to-end.
LLMs, machine learning on your own data, and the AI in your SaaS stack, connected into workflows that run from trigger to outcome. This phase changes your operating model, and therefore requires expert guidance.
Digital transformation with AI at the centre
Technology strategy, digital transformation and AI, led by someone who has done all three.
Drawing on 20+ years across startups, scale-ups and global transformation, I’ve developed a structured methodology for helping businesses move AI from experimentation to real operational value: the AI Growth Operating System. It’s built around a simple principle: AI only delivers when the strategy, data and operating model around it are ready to support it.
Diagnose → Design → Build → Embed
It starts with a 60-minute consultation: you leave with your AI maturity score and three proposed quick wins.
Request an AI Consultation →Leaders putting Tech & AI at the front of the growth agenda
I work as a fractional Chief Digital Officer: board-level digital and technology leadership, embedded in your business for the days you need. That covers the full scope of digital transformation, technology strategy and AI, typically in one of three settings:
AI-native startups & scale-ups
Series A/B. Digital leadership for businesses building with AI or product innovation at the core: sharpening GTM, scaling commercial operations, and building the tech infrastructure to grow.
Marketing services businesses
PE-backed or founder-led firms rewiring their operating model or value proposition. Not just picking new software, but restructuring how the business runs on technology and enhances the client-facing proposition.
PE / VC portfolio operations
Operating partner for funds that need strategic digital leadership plus hands-on builder capability across the portfolio, from tech due diligence to post-deal integration and de-risking transformation.
Founder, operator, transformation leader
I’ve worked in both fast-growth startups and later-stage transformation and restructuring environments, which gives me a unique blend of experience and expertise when it comes to delivering impactful change.
Three areas of expertise
Successful digital transformation requires more than investment into AI. These are the three areas I work across with different businesses to varying degrees depending on business needs.
Growth & GTM
AI Systems & Automation
Digital & Data Transformation
Scaled Video Service
White-label custom video service for SMEs, partnered with global business directories. Bootstrapped to UK market leadership: 50+ remote filmmakers, 250+ productions a month, full P&L ownership.
Commercialised AI SaaS
Hired to commercialise an AI transcription platform. Built sales, marketing and CS teams to 8,000+ customers and £1.5M ARR in 12 months. Secured oversubscribed £2.5M Pre-Series A.
Jason is one of those rare people who has the skills, experience and know-how to take a business from zero to multi-million in revenue.Mo R · Leadership Coach
I’ve spent 20+ years building, scaling and transforming digital technology businesses, from Sales & Business Development at industry-defining companies such as ValueClick and DoubleClick, to founding and scaling the UK’s largest SME video production service, to commercialising the world’s first AI transcription platform. I’ve experienced both success and failure along the way, enriching my experience and grounding me in the fundamentals of business success. More recently I’ve led digital transformation and technology strategy for global organisations including Tag Worldwide, ADM Indicia and Paragon Global Brands, where I oversaw a multi-million-pound programme spanning an ERP migration across 20+ markets, an AI-ready cloud data platform, and a productivity stack overhaul for 400+ employees.
I lead from the front and like to roll my sleeves up. I’ve built and coached commercial and technology teams during times of disruption and rapid transformation. I’ve battled to win the hearts and minds for new ways of working across global organisations, because successful digital transformation ultimately rests on adoption, not technology.
Today I combine that founder, operator and transformation experience to help businesses accelerate growth and navigate technology change with confidence, with AI at the centre of every engagement.
Stanford GSB Exec. Alum · Digital Transformation & AI
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Let’s work together
The common thread across everything I do is helping businesses use technology to move faster, protect margin, and grow revenue, whether from the boardroom, the build environment, or both.
Jason always has a great capacity for driving new ideas and making things happen. He sees opportunities others miss and then not only goes for them but is able to take people with him on the journey.Toby B · Leadership Coach