Head of Software Engineering & Data

The Opportunity

By 2030 Uride will bring essential mobility and beyond to 1000 cities 10 million riders and 100 million rides per year. To get there Uride is scaling fast and must evolve from scrappy to durable. We need a product-minded seasoned engineering leader who turns customer problems into shippable solutions measures impact and builds the platform that powers growth. Youll set the platform vision build a high-performing team and ship reliably in quality and at high velocity.

Location: Toronto/Canada (hybrid with in-office presence expected 2-3x/week)
Reports to: CEO
Partners with: Heads of Product & Operations

Your Mission

• Co-own Business Outcomes with Product. Define customer and business metrics (e.g. conversion pickup ETA trip success rate cost/ride) and align the roadmap architecture and delivery plan to scale towards and beyond triple digit million CAN$ yearly revenue.
• Architect the Tech Strategy. Define the business capabilities needed software selection (e.g. build/make vs. buy/rent) and own tech stacks for product delivery (i.e. OLTP) and company steering through data insights (i.e. OLAP).
• Shape the Platform Vision. Set the target architecture and a composable platform strategy that unlocks speed reliability and differentiating rider/driver experiences through innovative features.
• Drive Discovery to Delivery. Pair engineers with Product & Design in trios; run lightweight discovery rapid prototyping and A/B tests to de-risk bets (0..1) before scaling (1..10).
• Ship predictably. Establish clear intake quarterly bets design docs/ADRs and a reliable release cadence tied to outcome metrics movement not just output.
• Make reliability a feature. Stand up on-call incident response and end-to-end observability so customer experience improves alongside velocity.
• Modernize the Software Development Lifecycle (SDLC). Streamline architecture and infrastructure setup adopt Infrastructure-as-Code (IaC) tighten CI/CD with quality gates and effective quality assurance and automated testing.
• Elevate engineering with AI. Deploy AI pair-programming code search and test generation across the SDLC (i.e. AI-assisted coding); auto-draft PR descriptions/reviews and release notes; use AI to keep docs/runbooks current and summarize incidents/postmortems; establish guardrails (i.e. prompt hygiene PII protection license/compliance); and track impact with DORA metrics (i.e. lead time PR cycle time MTTR change failure rate) so rider/driver improvements ship faster.
• Raise the bar on Security & Data Privacy. Enforce secure SDLC Role-Based-Access-Control (RBAC) secrets management and GDPR-ready data practices as we expand.

What success looks like (within 12 months)

• Impact: Measurable lifts in priority metrics (e.g. faster time-to-first-ride improved p95 ETA reduced failed trips lower cost/ride).
• Delivery & Operations: End-to-end accountability for Product Delivery and Continuous Operations.
• Platform: Clear North Star for Engineering Strategy defined and approach laid out with tracked milestones; first critical services insourced with SLAs and dashboards for observability.
• Org: Domain ownership for software and data engineering in place; Engineering Culture Manifesto/Constitution defined; key leadership and individual contributor hires closed; pragmatic career paths and coaching loops active.
• Execution: Fewer context switches and less cognitive load for the tech team visible Roadmap stable iteration cadence; on-call with playbooks and blameless postmortems.
• SDLC: CI/CD with quality gates; IaC for core infra; improved test coverage on critical flows.

What you bring

• Product-first Engineering Leadership. Youve led software engineering and data in product companies (ideally in the mobility marketplace or logistics space) and tie technical decisions to customer and revenue outcomes.
• Architecture & Platform depth. Pragmatic composable architecture transitions clean service boundaries API contracts SLAs/SLOs and cost-aware designs.
• Mobile & real-time systems. Comfort with mobile release trains (iOS/Android/React Native) push/telemetry and low-latency eventing for live ops.
• Delivery excellence. Hands-on strategist and leader. Youve implemented lightweight planning ADRs/design docs CI/CD with quality gates and test automation strategies (unit/integration/e2e) that speed learning.
• Relentless Delivery Execution: You are in the details uncompromising on accountability; clear and ambitious on expectations.
• Reliability as a feature. SRE habits on-call design incident command blameless postmortems observability/APM and error budgets that protect customer experience.
• Data & Experimentation. Product analytics event taxonomy feature flags A/B testing and metric dashboards that inform roadmap and release decisions.
• AI-elevated Software Engineering. Hands-on with modern AI-assisted programming practices quality safe guardrails non-deterministic wire-fencing etc.
• People leadership & org design. You hire and grow senior ICs/managers shape clear domains/ownership and build Engineering Culture; you create psychological safety establish a coaching culture and raise the bar.
• High EQ low ego: You lead front and center never from up and above; you can do the work of their team and show what good looks like.
• Make/build vs. bus/rent savvy. Youve developed platform strategies with make and rent components and went through transitions effort (e.g. re-platforming) negotiated SLAs/DPAs and sequenced insourcing without disrupting service delivery.
• Security Data privacy & Compliance Literacy. Secure SDLC RBAC secrets management SCA/vulnerability scanning; working knowledge of GDPR (and Canadian privacy norms) in production systems.
• Crisp Communication. Clear writing and exec-ready storytelling; you align cross-functional partners (Product Design Ops CX) and keep the board/leadership outcome-focused.
• Tech Stack (nice-to-have): TypeScript/NestJS React/React Native Golang GraphQL AWS/serverless Docker/K8s Terraform/Pulumi Snowflake/dbt Metabase.

Compensation & Perks

• Competitive salary performance bonus meaningful long term incentives (i.e. equity)
• Freedom to own and shape your function and build your team in an upscaling tech business
• Travel to Uride markets and global launches and see your tech product in the real world
• Be part of a leadership team committed to co-ownership and operational excellence
• Partner directly with the CEO fully committed to enabling your success

Required Experience:

Director