Jason Ricks

Tech & AI Strategy,
Digital Transformation,
GTM & Growth

Working with ambitious businesses that want to move faster, protect margin, and grow revenue.

// About

I’ve spent more than 20 years building, scaling and transforming digital technology businesses. I began my career in Sales & Business Development at industry-defining pioneers in digital advertising — ValueClick and DoubleClick — where I learned first-hand how technology when adopted at scale can reshape entire markets.

I took the entrepreneurial leap and founded Vidify in 2009, spending seven years across every aspect of building a scaled video production business — from investment and team hiring, to product development, sales, marketing and strategic partnerships. Those lessons shaped the next phase of my career, moving into fractional growth and technology leadership roles across early stage B2B SaaS startups and scaleups.

More recently I’ve operated in the global marketing services sector, where I’ve led digital transformation and technology strategy for global organisations including Tag Worldwide, ADM Indicia and Paragon Global Brands. At Paragon I oversaw a successful multi million pound digital transformation programme, including an ERP migration, data platform implementation and an overhaul of the entire productivity tech stack.

Today, I combine experience as a founder, operator and transformation leader to provide fractional services, helping ambitious businesses accelerate growth, scale effectively and navigate change with confidence.

Stanford GSB Executive Alum · Digital Transformation & AI

Connect on LinkedIn
Jason Ricks
20+
Years
Experienced in addressing startup growth and global digital transformation challenges
250+
People
Built, coached and led high-performing teams across multiple functions
£2.5M
Investment
Raised at Seed and Pre-Series A for B2B SaaS companies
£2M
Delivery
Managed and delivered large scale CAPEX programmes
// Areas of Impact

Experience & Expertise

Digital transformation failures tend to reside in flawed operating models, not poor quality technology. Fix the structure, modernise where appropriate, unify the data and the business value starts to unlock.

01

Tech Strategy & Transformation

Investment & Innovation RoadmapAligning technology investment decisions with business goals, P&L reality, and long-term value creation.
Platform & ArchitectureSelecting, consolidating, integrating and modernising core (cloud) productivity stack to support growth agenda.
Operating Model DesignRestructuring teams, processes and client delivery workflows to maximise value creation from technology investments.
02

AI Strategy & Integration

AI Strategy & Use-Case IdentificationDriving consensus around the AI bets worth making and the table-stakes foundational investments.
Hands-on Build & DeploymentEnd-to-end AI build: prototyping, local deployment, go-to-market strategy, and measurable ROI model tracking.
Vendor & SaaS AI EnablementEvaluating, integrating, and governing third-party AI tools with clear commercial outcomes and risk controls.
03

GTM & Growth

Demand & Revenue GenerationBuilding pipeline, accelerating sales cycles, creating repeatable growth.
Data & Performance AnalyticsEnsuring structural decisions regarding data configurations are driven by business constraints and opportunities, not instinct.
Positioning & Sales EnablementSharpening the tech value proposition and GTM story, enabling market-facing teams to sell with confidence and close faster.
04

Leadership & Change Management

Hiring & Team BuildRecruiting, structuring and developing high-performance commercial and technology teams to sell with confidence.
Adoption & AlignmentWinning hearts and minds for new ways of working, maximising adoption for the digital transformation agenda.
Culture & PerformanceDeveloping and embedding new ways of working alongside AI systems, driving adoption and addressing resistance.
05

Entrepreneurship

Ownership of OutcomesFounder mentality, bringing accountability and flexibility that prioritises data-led decision making.
Build BiasDesigning teams and processes that enable rapid build, test, learn processes within rigid organisations.
Partnership & Channel StrategyDesigning and implementing effective distribution routes to market that drive impact at scale.
// Ventures

Built from zero

Most operators have managed businesses, very few have built one from scratch. That founder lens changes how you see risk, opportunity, and execution speed.

Founder & CEO, Vidify · 2010–2018

Scaled Global Video Production Service

White-label custom on-site video service for SMEs, partnered with global business directories. Bootstrapped to UK market leadership, managing 50+ remote filmmakers and 250+ productions a month. Full P&L ownership.

7-fig
Revenue
5,000+
Commercials
0→50
Team
8 yrs
Built & scaled
Chief Commercial Officer, Trint · 2017

Commercialised Open-Source AI SaaS

Hired to commercialise an AI transcription platform. Built sales, marketing and CS teams — 8,000+ customers, £1.5M ARR in 12 months. Led North American expansion strategy. Secured oversubscribed £2.5M Pre-Series A.

£1.5M
ARR
8,000+
Customers
5→20
Team
£2.5M
Investment
// Digital Transformation

Strategic Change Drivers

Most structural business problems aren’t commercial, they’re informational. Surface the data and you can intervene earlier, decide faster, and execute more consistently.

01

Digital Literacy & Mindset

Close the gap between digital capability and employee readiness — building confidence, removing friction, and tying adoption to visible outcomes.

02

Data Architecture & Platform

Define a data blueprint and build a single source of truth with the right access guardrails — operational margin, revenue and cost, client analytics, and compliance data, all in one governed place.

03

Legacy Modernisation

Integrate legacy ERPs and tools via APIs and automation while preserving workflows. Retire systems where necessary — freeing budget, reducing complexity, and accelerating delivery.

04

Advanced Analytics & AI

Accelerate productivity with AI-native SaaS across every function, while building ML models against key transactional data to surface margin leakage and client profitability at scale.

05

Move Upstream

Extend beyond operational efficiency into strategic value creation — building new capabilities, productising expertise, and repositioning the business as a tech led innovation partner.

// AI & Transformation

From AI tools to AI systems

Most companies buy AI tools and wonder why nothing changes. The challenge is in redesigning and connecting the work so that it seamlessly flows across the business.

Most businesses get stuck here
Phase 01

AI as a tool

Individual people, individual tasks, one prompt at a time.

The starting point for most businesses — useful, but the gains stay personal and unevenly distributed. Any impact here won’t show up in the P&L.

The ceilingProductivity is trapped inside individuals. Nothing compounds.
Phase 02

AI as a teammate

A specialist with a defined role, not a general-purpose Q&A chatbot.

Purpose-built assistants that own a slice of real work — briefed, guided and trusted like a team member. This is where AI starts doing the job rather than helping with it.

The unlockValue becomes repeatable and shared. Outcomes are not dependent on who’s prompting.
Phase 03

AI as a system

Teammates chained together so work runs end-to-end.

Connected AI integrated workflows that move seamlessly from trigger to outcome. This phase changes your operating model — and therefore requires expert guidance.

The prizeWork flows around customer outcomes, not org charts. This is where transformation actually happens.
// Get in touch

Let’s Work Together

01

AI-native startups / scale-ups

Series A/B. Digital leadership for businesses building with AI or product innovation at the core. Sharpening your GTM, scaling commercial operations, and building the tech infrastructure to grow.

02

Service business transformation

PE-backed or founder-led services firms rewiring their operating model or value proposition. Not just picking new software — restructuring how your business runs on technology and enhances the client-facing value proposition.

03

PE / VC portfolio operations

Operating partner for funds that need strategic digital leadership + hands-on builder/operator capability across their portfolio. From tech due diligence and post-deal integration to de-risking digital transformation programmes.