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Rory O.
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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.

🇬🇧London, United Kingdom$125/hr100% JSS5.00 (3)Since Feb 2026
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Earnings and projects

MRR
$795

Last 6 months ÷ 6

World#58,204 / 412k
🇬🇧Country#1,119 / 10.7k
Revenue, last 30 days
$0

Last 6 months: $4.8k

Total earnings
$11k

Billed in all: $12k

World#186,356 / 412k
🇬🇧Country#4,475 / 10.7k
Per project
$2.8k

$2.4k in the last 6 months

World#58,474 / 412k
🇬🇧Country#1,092 / 10.7k
Projects, last 6 months
2
50% fixed50% hourly
World#88,918 / 412k
🇬🇧Country#1,969 / 10.7k
Projects in all
4

Across 6 contracts

67% fixed33% hourly
World#283,741 / 412k
🇬🇧Country#7,739 / 10.7k

Earnings, last 30 days

$12.3kNothing earned in the last 30 daysBilled in all, before Upwork's fee · drag across the chart to see what was earned in any stretch
$12.0k$12.2k$12.4k$12.6kOct 8Oct 23Nov 7

Skill rankings: Top 11% in User Experience

Ranked by MRR among everyone on Upwork with the skill.

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  6. #201Strategy1,499 freelancers · 🇬🇧 #11Top 13%
  7. #266User Experience2,372 freelancers · 🇬🇧 #5Top 11%
  8. #408Data Analytics2,601 freelancers · 🇬🇧 #20Top 16%