CTO

Summary

Join Masabi, a global leader in fare payment technology, as their hands-on Chief Technology Officer (CTO). This pivotal role combines architectural ownership, technical leadership, and product vision to drive global transit transformation. You will define and evolve Masabi's long-term technical strategy, ensuring platform stability and integrity. The position offers flexibility, with options for a traditional CTO role managing a 150-person engineering team or a more hands-on technical focus, supported by a strong Senior Director of Engineering and Chief Product Officer. You will champion architectural clarity, technical depth, and AI-driven innovation, playing a key role in strategic customer engagements. This remote-first role, based in the UK, may require occasional travel.

Requirements

• You have extensive leadership experience in software engineering in SaaS and complex B2B environments
• You are a hands-on technical leader who remains close to code and architecture while also capable of scaling teams and strategy
• You bring expert-level knowledge of distributed systems, cloud-native architecture, and modern, scalable infrastructure
• You’ve led engineering across multiple functions, including development, operations, and compliance
• You’ve successfully embedded AI/ML into production systems, with measurable outcomes in either product or internal efficiency
• You’re a clear communicator, cross-functional collaborator, and thoughtful leader who thrives in complex, mission-driven environments

Responsibilities

• Define and continuously evolve Masabi’s long-term technical strategy aligned with scalable growth
• Take full accountability for platform stability, extensibility and technical integrity
• Guide architectural decision-making with clarity and pragmatism
• Maintain hands-on connection with our code and systems, leading by example to model engineering excellence
• Identify opportunities to apply AI/ML/Predictive Analytics across our product suite, internal tools, and operations
• Foster a culture of responsible experimentation, AI fluency, and continuous learning
• Lead, support, and develop our community of Engineers
• Champion a culture of excellence, psychological safety, and inclusion
• Collaborate cross-functionally across Engineering, Product, Business Development, and Professional Services to align priorities and outcomes
• Manage Incident and Problem Management functions to ensure a consistent, high-quality customer experience
• Work closely with Product and Business Development to shape impactful platform enhancements
• Represent Masabi in strategic customer and partner conversations involving architecture, security, compliance, and integration
• Lead or support technical due diligence and platform integration during mergers, acquisitions, or strategic partnerships
• Ensure platform alignment with compliance standards including SOC2, ISO27001, and PCI
• Bring experience navigating technical transformation during periods of significant organisational growth

Preferred Qualifications

• Experience in mobility, payments, fintech, or highly available enterprise SaaS
• Involvement in platform re-architecture, system integrations, or M&A-related transformations
• Comfort working in regulated or security-sensitive environments

Benefits

• 25 days of holiday per year plus the option to buy another 5 days pro-rated
• Private Healthcare via AXA, including pre-existing conditions and mental health
• Life Insurance
• Menopause support
• Choice of workstation
• Ability to work for up to 3 months per year from any country in the world (certain limitations)
• Pension scheme
• Training allowance of up to £1000 per year
• ��200 annual allowance for any home office need or improvement
• Enhanced family leave pay
• Cycle to work scheme
• Regular social gatherings with a monthly allowance for each employee