Rory O.
CTO | Technology Transformation & AI | Data, Platforms and Security
Fractional CTO | Web, Cloud, Data & AI Transformation I'm a CTO and technology leader with 20+ years' experience across marketing, media, publishing and health — from Leo Burnett and LBi (Publicis) to Iris, Exposure and M&C Saatchi, working with brands including Google, Coca-Cola, BMW and Samsung. I come in when technology is holding a business back: unreliable platforms, poor data visibility, security risk, teams that can't execute, or a gap between what AI promises and what it actually delivers. I bring senior leadership, hands-on technical depth and a commercial mindset — and I work fast. Recent work includes rebuilding GPNotebook dotcom (used by 75% of active UK GPs monthly) on composable architecture, delivering an organisation-wide AI strategy to production including LLM-powered search, and building a centralised data and analytics platform on Azure and Databricks serving commercial insight at GP practice level. What I work on: — AI strategy, automation and implementation (n8n, Zapier, Claude, OpenClaw) — Data platforms, pipelines and BI (Azure, Databricks, Snowflake, Power BI) — Cloud architecture, DevOps and infrastructure (Azure, GCP, AWS, IaC) — Platform modernisation and composable web architecture — Identity, security and compliance programmes — CRM, martech stack design and integration — Technology strategy, audits and roadmaps AI Operations Audit — $2,500 / 5 days A fixed-price engagement for marketing agencies: I map your workflows, score every automation opportunity by impact and effort, and deliver a prioritised implementation plan. No retainer. No ongoing commitment. A clear plan you can act on immediately. I'm best suited to SMEs, scale-ups and agencies that need experienced technology leadership without the cost or commitment of a full-time hire.
Earnings and projects
Last 6 months ÷ 6
Last 6 months: $4.8k
Billed in all: $12,322$12k
$2.4k in the last 6 months
Across 6 contracts
Earnings, last 30 days
Skill rankings: Top 11% in User Experience
Ranked by MRR among everyone on Upwork with the skill.
- #12Secure SDLC76 freelancers · 🇬🇧 #3Top 16%🇬🇧#3 of 7
- #55Digital Transformation336 freelancers · 🇬🇧 #5Top 16%🇬🇧#5 of 35
- #194Solution Architecture1,009 freelancers · 🇬🇧 #7Top 19%🇬🇧#7 of 34
- #195Cloud Computing1,432 freelancers · 🇬🇧 #7Top 14%🇬🇧#7 of 55
- #195Information Security1,158 freelancers · 🇬🇧 #9Top 17%🇬🇧#9 of 62
- #201Strategy1,499 freelancers · 🇬🇧 #11Top 13%🇬🇧#11 of 121
- #266User Experience2,372 freelancers · 🇬🇧 #5Top 11%🇬🇧#5 of 60
- #408Data Analytics2,601 freelancers · 🇬🇧 #20Top 16%🇬🇧#20 of 85