Head of Engineering at Oscar
London, London - England, United Kingdom -
Full Time


Start Date

Immediate

Expiry Date

01 Jan, 27

Salary

160000.0

Posted On

03 Oct, 26

Experience

19 year(s) or above

Remote Job

Yes

Telecommute

Yes

Sponsor Visa

Yes

Skills

Industry

Consumer Services

Description
  • THE ROLEInvestment firms can buy AI models off the shelf. This venture exists because trusting one with confidential data and a live deal is much harder than it looks. As the senior technical voice, you lead hands-on and make the hard technical calls.Report to the Executive Committee and work alongside the Heads of Product Management and Product Design.
  • Own the architecture and hold the authority to change it.
  • Lead the existing engineering organisation in Bengaluru and shape a new 17-person UK engineering team.
  • Decide the sequence and the trade-offs, shipping V2 in your first year against explicit release criteria.


  • ABOUT THE VENTUREThis is a startup inside a business that has been running the analytical work behind private capital for around twenty years.A long-established, founder-owned services business of significant scale, working with hundreds of clients across the private capital industry.
  • The next chapter moves the business from services to software, from one firm's workflows to an industry's, and from executing investment decisions to shaping how they get made.
  • Around thirty people in London today - small, senior and working with day-one founder intensity.


  • ARCHITECTURE AND DATAYou own the platform end to end.Own integrations with clients' CRM, portfolio monitoring, ERP and fund administration systems, and the data beneath them.
  • Set a technology roadmap you can defend.
  • Draw service boundaries around data ownership and keep the transactional core separate from the AI engine.
  • Make boundaries explicit through schema-first API and event contracts, versioned artefacts and contract tests, so breaking changes surface before release.
  • Build where it differentiates the product and buy the rest.


  • THE ENGINEERING STANDARDEstablish CI, automated testing, code review, trunk-based development and deploy-on-merge.
  • Make the platform operable through tracing, alerting, incident response and runbooks.
  • Keep risks visible to the Executive Committee.


  • ENTERPRISE TRUSTThe platform holds confidential investment data, so the security model is yours to own and defend.Own identity, token architecture, permissions, tenant isolation and an audit trail of agent actions.
  • Lead readiness for SOC 2 Type 2 and ISO 27001:2022 (both already held by the parent business), working with its compliance team.
  • Prepare for ISO 42001 and the EU AI Act.
  • Lead client security reviews: show buyers the isolation holds and name the gaps that remain.


  • AI QUALITY AND ECONOMICSOwn retrieval, agentic workflows and permission-aware context.
  • Gate changes to prompts, retrieval and agent behaviour on golden datasets and automated evaluations before release.
  • Make latency, agent-state durability and token cost visible by tenant and feature, so you can say what a change improves, what it costs and how a regression would be spotted.


  • THE ORGANISATIONLead principal and lead engineers, a solution architect and a QA function in Bengaluru.
  • Build the London team across machine learning, front and back end, cloud and solution architecture, and cybersecurity.
  • Hold both locations to one bar.
  • Partner with Product Management on feasibility, sequencing and cost.


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Responsibilities
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