Syndicated · explicitly fractionalFractional CTOLondon, England, United Kingdom
Fractional CTO, Reg Advantage Ltd
FRACTIONAL CTO JOB · BUSINESS CONSULTING AND SERVICES SECTOR · LONDON, ENGLAND, UNITED KINGDOM

Reg Advantage seeks a fractional CTO to own technical delivery of their Claude-powered compliance platform into client environments. This is a hands-on leadership role bridging their AI-assisted dev practice with regulated financial services deployments—deploying to client Azure/AWS/M365 stacks, managing security, DPIAs and client CTO conversations. Part-time, hybrid, with explicit openness to fractional and partnership models.
Fractional CTO — the balanced verdict
Why this role stands out
- Explicitly fractional; flexibility on engagement type (part-time, contract, partnership all welcomed)
- Genuine technical depth required — IaC, CI/CD, cloud platforms, M365 integration—not a generic CTO title
- Regulated sector focus (FCA, UK GDPR, audit trails) appeals to experienced compliance tech leaders
- Hands-on CTO role, not pure management; can leverage AI-assisted dev skills in TypeScript/Node.js
- Scale-up context with real revenue-generating platform and multiple concurrent client deployments
Worth checking before you apply
- No day rate or fee stated—negotiate upfront
- Hybrid London base with unspecified remote flexibility; clarify expected location days
- Multiple concurrent deployments suggest high ownership and availability expectations despite 'part-time' label
- Client-facing security and vendor due diligence conversations require strong stakeholder credibility
Our automated read of the posting text, not the employer's own assessment. Check each point with them before you apply.
How well the role as written suits a fractional or interim arrangement, scored 0–100 by our automated read of the posting text before it went on the board. It rates the posting, not you — we do not score or match candidates.
Fractional CTO — the posting in full
~/original-posting · verbatimsource: fantastic-jobs
Our estimate — based on UK fractional CTO in regulated fintech with deployment delivery and client-facing responsibility; mid-range reflects hands-on technical depth plus stakeholder authority
What the posting asks · quoted from the listing
- Certification
Reg Advantage Ltd is a UK compliance consultancy and technology provider for FCA-regulated investment managers, principal firms and host AIFMs. We help firms build compliance, leg…
- Certification
Lead each client deployment from technical discovery to go-live in the client’s own Microsoft 365 and Azure or AWS environment.
- Certification
Hands-on with Azure and/or AWS (App Service or ECS, Blob or S3, Key Vault or Secrets Manager).
- Certification
Startup or scale-up experience is an advantage, as is familiarity with FCA-regulated asset management.
- Must-have
Senior engineering leadership experience as a CTO, fractional CTO, technical lead or solutions architect, ideally in financial services or another regulated sector.
- Must-have
Hands-on with Azure and/or AWS (App Service or ECS, Blob or S3, Key Vault or Secrets Manager).
- Must-have
Strong Microsoft 365 integration experience: Entra ID, Microsoft Graph, SharePoint and Exchange.
- Must-have
Infrastructure as code (Terraform, Bicep or CloudFormation) and CI/CD with secure deployment practices (GitHub Actions, OIDC, least privilege).
- Must-have
Working knowledge of TypeScript/Node.js and PostgreSQL.
- Must-have
Understanding of security and data protection requirements in regulated firms: audit trails, access control, UK GDPR, DPIAs, vendor due diligence and penetration testing.
- Must-have
Experience with, or a strong interest in, directing and reviewing AI-assisted software development.
- Must-have
Confident and credible with client CTOs and senior stakeholders, and able to work independently with sound judgement.
Company description
Reg Advantage Ltd is a UK compliance consultancy and technology provider for FCA-regulated investment managers, principal firms and host AIFMs. We help firms build compliance, legal and risk frameworks to institutional standard without excess overhead, from authorisation through to growth and investor due diligence.
Alongside our advisory work, we have built a compliance oversight platform using Claude. It covers all elements of compliance oversight for investment firms, evidence collection, email intake with AI classification, and a tamper-evident audit trail. Several clients now want it deployed into their own environments, and we are building the delivery capability to do that.
Role description
This is a part-time, hybrid role based in London, with flexibility to work remotely. Fractional, contract and partnership arrangements will all be considered.
The codebase, deployment templates and the AI agents that build and deploy the platform already exist. Your job is to take ownership of getting the platform into production for each client, safely and repeatably, and to be the senior technical voice in front of their CTOs and IT teams.
Responsibilities:
Lead each client deployment from technical discovery to go-live in the client’s own Microsoft 365 and Azure or AWS environment.
Oversee, direct and quality-assure AI-assisted development and deployment (Claude Code and agent workflows), including code review, testing and release sign-off.
Lead technical conversations with client CTOs, IT and information security teams: architecture, data residency, identity and access, security questionnaires, penetration testing and DPIAs.
Own the platform’s architecture and roadmap: integrations, scalability, reliability and security.
Set up and maintain infrastructure as code, CI/CD pipelines, environment management and operational runbooks.
Manage timelines, scope and any external technical partners across multiple concurrent client deployments.
Qualifications
Senior engineering leadership experience as a CTO, fractional CTO, technical lead or solutions architect, ideally in financial services or another regulated sector.
Hands-on with Azure and/or AWS (App Service or ECS, Blob or S3, Key Vault or Secrets Manager).
Strong Microsoft 365 integration experience: Entra ID, Microsoft Graph, SharePoint and Exchange.
Infrastructure as code (Terraform, Bicep or CloudFormation) and CI/CD with secure deployment practices (GitHub Actions, OIDC, least privilege).
Working knowledge of TypeScript/Node.js and PostgreSQL.
Understanding of security and data protection requirements in regulated firms: audit trails, access control, UK GDPR, DPIAs, vendor due diligence and penetration testing.
Experience with, or a strong interest in, directing and reviewing AI-assisted software development.
Confident and credible with client CTOs and senior stakeholders, and able to work independently with sound judgement.
Startup or scale-up experience is an advantage, as is familiarity with FCA-regulated asset management.
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The roleWhat it asksA certificationYears askedSkills the listing names
- Reg Advantage Ltd is a UK compliance consultancy and technology provider for FCA-regulated investment managers, principal firms and host AIFMs. We help firms build compliance, leg…
- Lead each client deployment from technical discovery to go-live in the client’s own Microsoft 365 and Azure or AWS environment.
- Hands-on with Azure and/or AWS (App Service or ECS, Blob or S3, Key Vault or Secrets Manager).
- Startup or scale-up experience is an advantage, as is familiarity with FCA-regulated asset management.
- Senior engineering leadership experience as a CTO, fractional CTO, technical lead or solutions architect, ideally in financial services or another regulated sector.
- Hands-on with Azure and/or AWS (App Service or ECS, Blob or S3, Key Vault or Secrets Manager).
- Strong Microsoft 365 integration experience: Entra ID, Microsoft Graph, SharePoint and Exchange.
- Infrastructure as code (Terraform, Bicep or CloudFormation) and CI/CD with secure deployment practices (GitHub Actions, OIDC, least privilege).
- Working knowledge of TypeScript/Node.js and PostgreSQL.
- Understanding of security and data protection requirements in regulated firms: audit trails, access control, UK GDPR, DPIAs, vendor due diligence and penetration testing.
- Senior Engineering Leadership
- Azure
- AWS
- Microsoft 365
- Entra ID
- Microsoft Graph
- SharePoint
- Exchange
- Infrastructure as Code
- Terraform
- CI/CD
- TypeScript
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