Drive Technical Leadership through Execution: Alongside Principal Engineers, you will lead and ship high-impact improvements across Rosso workflows, improving correctness, operability and scalability as volume and complexity grow.
Drive Multi-Team Initiatives: Lead complex, cross-functional efforts across teams and systems
aligning stakeholders and delivering high-leverage outcomes.
Build & Ship: Continue being deeply hands-on in designing, coding, and reviewing critical components across stateful backend services, APIs, and infrastructure.
Strengthen Foundations: Improve reliability and operability, observability, testing strategy, and deployment practices
driving monitoring of service objectives, incident reduction, and operational excellence.
Integrate machine learning models into production: Partner with ML/Data teams to productionise a range of models (including forecasting, optimisation and pricing) safely and effectively within core Rosso workflows.
Design for correctness in complex workflows: Build and evolve pricing and deal-flow workflows where consistency and failure handling are first-class concerns.
Prevent domain drift: Create and maintain clear domain boundaries, shared language, and reduce compounding complexity over time.
Multiply Impact: Mentor Staff and Senior Engineers, raise engineering standards, and act as a trusted technical advisor to leadership.
Plan for Scale: Architect systems to handle high-volume quoting/pricing activity and large customer counts, anticipating bottlenecks before they emerge.
Requirements
Exceptional technical leadership experience: Experience operating at Staff+ or Senior Staff level, with clear evidence of organisation-wide impact at a high-growth startup.
Architectural depth: Proven ability to design and evolve complex, stateful distributed systems spanning APIs, event-driven architectures, data systems, and front-end applications
where domain logic is the primary source of complexity. Proven patterns for high-throughput performance and scaling architecture to support hundreds of thousands of customers, while preventing domain drift.
Multi-team influence: Experience leading cross-team initiatives that directly impact revenue across engineering, product, data, machine learning, commercial and ops stakeholders.
Modern tech expertise: Deep experience with:
Python
AWS serverless architecture (Lambda, API Gateway, DynamoDB)
Event-driven systems and asynchronous workflows
Data + domain modelling strength: Strong ability in data modelling for complex, interdependent business rules, including correctness, consistency, and designing for failure modes.
Product & business alignment: Demonstrated ability to connect technical decisions to business outcomes and customer experience.
First-principles problem solving: Ability to reason from fundamentals (constraints, incentives, data and system behaviour) to design solutions in complex, high-stakes domains.
Navigating ambiguity: Comfort operating in evolving environments, defining direction where it doesn’t yet exist.
Desirable: Experience in high-performance / high-scale environments (bonus if you’ve used tools like Kubernetes, Spark, or similar).
Delivered a large, complex initiative end-to-end (greenfield or major redesign) with clear business impact.
Experience scaling systems from early product-market fit to multi-product platforms
Experience working closely or as part of Machine Learning teams
Exposure to regulated industries (e.g., energy, fintech, govtech)
Familiarity with real-time pricing engines, workflow orchestration, or AI/agentic systems
Experience improving engineering org design, team topology, or platform strategy
Tech Stack
AWS
Distributed Systems
DynamoDB
Kubernetes
Python
Spark
Benefits
Competitive salary
our current band for this role is £129,500 or equivalent in local currency.
Stock Options
everyone on the team has ownership in our mission.
25 days holiday + public holidays
Swap public holidays for ones that matter most to you. Plus, get an extra day off for your birthday 🎉.
Remote & flexible working
We’re fully remote with clear core hours, and no internal meetings on Friday afternoons.
Home working & wellbeing budgets:
Up to £1,200 / €1,200 annually to upgrade your remote setup (co-working passes, equipment, etc.).
Up to £150 / €150 monthly on anything that supports your wellbeing
from therapy to gym memberships to meditation apps.