Ask AI Tom
20+ Years | Fortune 500 Experience

Technology Leadership On-Demand

CTO | CIO | AI Leadership

20+ Years Experience
1000+ Engineers Led
$2B+ Revenue Impact
23 Fortune 50 Clients
Thomas Prommer - Technology Executive
1:36
Thomas Prommer - Technology Executive
Expert Consulting Thomas Prommer — Technology Executive
English 1:36

Senior technology executive providing strategic leadership for enterprises and scale-ups. The expertise of a Fortune 500 CTO without the full-time commitment.

Guides & Resources

In-depth analysis and recommendations for technology leaders

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Commerce

Agent-Ready Commerce

A commerce operator's take on agentic commerce: why it's a data-and-checkout problem, and the sequence I'd run before AI shopping agents become a channel.

Infrastructure

Do You Need an LLM Gateway?

Most teams reach for a gateway before the problem justifies one. The build-vs-buy call: when it earns its place, when going direct is right.

Playbook

Fractional CIO

Mid-market playbook: scope, cost, first 90 days, and how it differs from a fractional CTO.

Popular

Claude Code vs Cursor vs Windsurf

A CTO's hands-on verdict on the three big AI coding tools after months of production use.

Guide

Best Agentic Coding Tools 2026

Five tools I run in production: what stuck, what got uninstalled, what I'd hand a CTO friend.

Guide

Best AI SRE Tools 2026

Six AI SRE tools tested in production. What cut MTTR, what didn't, what pricing really looks like.

Guide

Linear vs Jira vs Trello

Why I'm choosing MCP support over feature breadth for AI-native engineering teams in 2026.

Playbook

Vibe Coding vs Spec-Driven Development

When vibe coding ships product, when it ships disasters. My governance playbook for AI-assisted teams.

Guide

Enterprise AI Strategy

Framework for building AI capabilities in large organisations — from assessment to platform.

Hub

AI Strategy Consulting

What an AI strategy consultant actually does, how engagements get priced, and how to evaluate a practitioner against MBB and Big 4 alternatives.

Hub

Technology Executive

The role, the market, and what the job demands. Capital allocation, org design, board partnership — and the executive-search firms that run the seat.

Hub

Fractional CTO, CIO, Chief AI Officer

The part-time executive seat: when it fits, what it costs, how engagements end. Rates, SOW structure, and the CTAIO question.

Trusted By

Fortune 500 companies and high-growth startups

Google
Apple
Amazon
Nike
McDonald's
Adidas
Salesforce
Toyota
Sweetgreen
Verizon
Target
Thermo Fisher

What Leaders Say

LinkedIn recommendations from executives and engineering leaders

A seasoned technologist and executive who drives business value through technology and data. He won the largest engagements at Huge and advised executives at Apple, McDonald's, Toyota, and Nike.
Stefan Feissli
Stefan Feissli
CTO at Amberdata
He is an entire project team wrapped into one man. Thomas has the patience of a department lead, the strategic vision of an executive, and the knowledge of a technology VP — approachable at every level.
Diane Capoyianes
Diane Capoyianes
Head of Operations at Apple
One of the most exceptional technologists and leaders I've worked with — always a trusted partner whether the question was a product, a client, a team member, or the office at large.
Shane Abrahamovich
Shane Abrahamovich
Managing Director LA at Work & Co
Among the best all-around problem-solvers you will ever meet — organised, solutions-oriented, level-headed and focused. Never about hierarchy, always about solving the problem 100%.
Brock Boddie
Brock Boddie
Managing Director Europe at Work & Co
Combines in-depth technical knowledge with business savvy and strong client-facing abilities — a rare combination that lets him traverse situations, solve problems, and address opportunities holistically.
Bryan Pedersen
Bryan Pedersen
Chief Innovation Officer at MSLGROUP
As Huge's MD of Technology and later President, Platform Strategy, Thomas oversaw the strategy of all our global offices. Insightful, responsive, and an authority on enterprise platforms and emerging tech.
Karen W. Lam
Karen W. Lam
Building disruptive experiences
Thomas is the rare technologist who genuinely understands design. He listens, makes space for craft, and translates ambitious creative ideas into systems that actually ship at scale.
Fredrik Suter
Fredrik Suter
UX Design Lead & Co-Founder at Common Ground
An exceptional partner — Thomas combines deep technical expertise with sharp commercial instinct. He earns the trust of executive buyers and engineering teams alike, and consistently delivers.
Joe Wykes
Joe Wykes
SVP Sales & Channels, Acquia
Available for Engagements

Let's Discuss Your Technology Challenges

Whether you need interim leadership, strategic guidance, or AI transformation support, I can help.