I build and run AI-powered digital systems inside real businesses.

Chief Digital Officer at Honest Greens.
20 years building products and operational systems that don't break at scale.

I work inside the organisation — where decisions actually get made.

Based in Barcelona · Operating globally

Trusted by teams at

Honest Greens
Resy
ClassPass
Enzo Ventures
Esade
IE Business School
Techstars
Startupbootcamp
Hospitality & Restaurants  ·  Consumer Tech  ·  B2B & SaaS  ·  Early-stage & Growth

20 years building things
that actually work
at scale.

I've spent two decades inside fast-moving businesses — building digital products, operational systems, and the teams that run them. Not as an outside consultant parachuted in with slides, but as the person accountable for making it work.

Currently CDO at Honest Greens, where I'm responsible for digital systems across multiple markets. Before that: product and operations roles across Europe. I've hired, built, shipped, failed, fixed, and scaled — across hospitality, tech, and consumer businesses.

I speak English, Spanish, Portuguese, and French. I guest lecture at IE Business School, ESADE, and others.

20+
Years building & running digital operations
4
Languages spoken fluently
16+
Years mentoring founders & teams

Four areas.
All execution-first.

01

AI & Product Direction

I turn AI from an idea into something teams actually use — embedded in product, operations, and decision-making. Not a proof of concept. Not a chatbot. Systems that change how the business runs.

AI Integration · Product Strategy · Workflow Automation Related reading →
02

0→1 Product Builds

I take products from zero to live — fast enough to matter, stable enough to scale. I've done this enough times to know where teams lose momentum and how to avoid it.

Product Development · MVP · Technical Direction Related reading →
03

Digital Operations & Systems

I build the operational layer that keeps a digital business running — not just launching. Tooling, processes, data flows, integrations. The infrastructure that stops breaking when you scale.

Ops Systems · Data Infrastructure · Multi-market Related reading →
04

Founder & Exec Decision Support

I help leadership teams make better decisions under pressure — with context, not theory. As a board advisor or sounding board for founders navigating inflection points.

Advisory · Board · Exec Coaching Related reading →

Most AI projects fail
in the integration layer —
not the model.

The hard part of AI isn't choosing a model. It's embedding it into workflows that real teams use under real pressure — with imperfect data, legacy systems, and people who weren't asking for it.

I've built AI into operations across multiple international markets. Not demos. Not pilots. Running systems that make decisions daily.

What I focus on:

  • Connecting AI to the decisions that matter
  • Building for adoption, not just capability
  • Measuring outcomes, not activity

What this looks like
in practice.

Scaling digital operations globally

Built and scaled digital systems across international markets inside fast-growing businesses. The challenge wasn't launching — it was making systems usable, reliable, and adopted daily across teams.

  • Simplified operational workflows
  • Built tools teams actually use
  • Integrated AI where it improves decisions

Systems teams rely on daily — not experiments, not decks.

Product built from zero

Taken multiple products from concept to live — in environments where speed matters and resources are constrained. Each one built to be maintainable, not just launchable.

  • Defined what to build and why
  • Led technical and product direction
  • Shipped and iterated under real constraints

Speed comes from clarity — knowing what not to build is half the work.

Leadership teams at inflection points

Worked alongside founders and exec teams at moments of real pressure — funding rounds, market expansion, leadership transitions, strategic pivots.

  • Outside perspective without losing context
  • Challenged assumptions before they got expensive
  • Focused on the decision, not the deck

Most companies don't have a strategy problem. They have a decision problem.

20+
Years building & running digital businesses
15+
Businesses built, advised & scaled
16+
Years mentoring founders & teams
4
Languages spoken fluently

Ideas worth reading.

Newsletter

Practical thinking, twice a week

AI adoption, digital strategy, and what actually changes organisations. Written for founders, operators, and board directors.

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Straight from the people I've worked with.

"Stewart cuts through noise and brings immediate clarity to complex problems. He doesn't just advise — he drives momentum."

ML
Minka Monica Li
Commercial Strategy & Operations · ex-ClassPass

"No-nonsense, high-energy, and always pushing for better solutions. Stewart challenges assumptions and gets things moving."

JM
Jonathon Matthysen
Global Sales Trainer

"Stewart has a rare ability to combine long-term strategic thinking with practical, day-to-day decision making. He helped me level up fast."

DB
Damien Bruneau
Entrepreneur

"His understanding of customers and product is sharp. He helped us define strategy, communication, and what actually mattered."

BC
Blai Carandell Saladich
CEO · NOBA

"He raises the standard of everyone around him. Calm, direct, and focused on getting to the right outcome."

AV
Aleix Ventayol
CEO · Bugfender

Background that might be relevant.

Twenty years building and running digital products, AI systems, and operations at scale — across hospitality, tech, and consumer businesses.

Areas of experience
  • AI and digital operations built and run inside real businesses
  • Products taken from zero to live — with the decisions that go with it
  • Advisory to founders and exec teams at inflection points
  • Board-level input where the context is right
  • Multi-market digital systems that need to scale without breaking

If there's a relevant reason
to get in touch —

feel free to reach out.

hello@stewartmasters.me →