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About the Role

We are seeking a Technical Lead Manager to lead a cross-functional product squad, combining hands-on technical leadership with people management. You will lead a team of 4-5 engineers, collaborating with Product, Design, Data, and other technical leaders to build products that enhance user financial health.

Responsibilities

Lead and develop a squad of 4-5 engineers, balancing hands-on technical contribution with line management, coaching, and support for individual growth.
Partner with Product Managers, Staff Engineers, and other technical leaders to shape a clear, feasible roadmap and deliver against squad OKRs.
Define and steer the technical direction of your squad, helping the team make pragmatic trade-offs across speed, quality, scalability, and long-term maintainability.
Create the conditions for effective delivery by providing clarity, unblocking progress, and establishing healthy, sustainable ways of working.
Run regular 1:1s, provide clear and actionable feedback, and support engineers through development, performance conversations, and growth planning.
Stay close to the code and contribute hands-on to our Ruby on Rails monolith, using practices such as automated testing, observability, A/B testing, and feature flags.
Collaborate across Engineering, Product, Design, and Data to deliver and iterate on features that have a meaningful impact on our users’ financial health.

Requirements

Solid experience with Ruby on Rails, building data models, APIs, and business logic services in a production monolith.
Experience leading technical delivery within a product squad or engineering team, helping shape and scope work through to delivery.
Experience line managing and coaching engineers, including giving feedback, supporting development, and navigating performance conversations.
Strong technical judgment, with the ability to balance delivery speed, technical quality, scalability, and longer-term investment.
Comfortable delivering with agile methodologies and practices like automated testing, observability, A/B testing, and feature flags.
A collaborative approach — you work well with Product, Design, Analytics, and Engineering partners, and enjoy shaping work beyond just the technical bits.
A track record of helping teams build healthy habits, improve ways of working, and deliver meaningful outcomes.
Alignment with our company values and engineering principles.

Skills

Ruby on Rails
Automated testing
Observability
A/B testing
Feature flags
Agile methodologies

Benefits

Meaningful equity
Comprehensive health, dental, and vision insurance
Mental health support
Paid one-month sabbatical after four years
Learning and development platform
Pension or retirement contributions
Location-specific leave entitlements

About the Company

Cleo is building the world's first AI financial assistant that understands your money and makes you better at managing it.
We are a profitable, fast-growing, unicorn company with over $300M in ARR and millions of users.
Our engineering team is approximately 200 strong, organized into Pillars.
Our tech stack includes Ruby on Rails monolith, React Native (TypeScript) app frontend, Python for machine learning services, PostgreSQL, hosted on AWS and shipped through Kubernetes.
We value original thinkers who challenge the status quo, move fast, tell the truth, and focus on good work.
We are committed to building a brilliant, genuinely diverse team and ensuring a fair and transparent recruitment process.

Equal Opportunity

Cleo's mission is to change the world's relationship with money. We can't do that without building a brilliant, genuinely diverse team - and making sure our hiring process gives everyone a fair shot, running a fair and transparent recruitment process in which every candidate is considered on their merits.
We're glad to make reasonable adjustments at any stage of the process. If there's anything we can do to support you in showing us your best, please let your recruiter or one of the team know.
We may use AI-assisted tools during the recruitment process to support the team in different ways like taking notes or referring back to conversations. They do not replace the team and all applications are reviewed by a Cleo employee thoroughly!