Technical Operations & Compliance Lead

Location: Montreal

# Technical Operations & Compliance Lead Montreal, QC (Hybrid)
Full-time

At Flex Travel Solutions, we foster an environment of passion, innovation and collaboration. We believe in a dynamic work culture that empowers employees to grow and expand their knowledge. If our ethos resonates with you, we'd love for you to join us!

As a technology first company, we're currently looking for a Technical Operations & Compliance Lead to join our team.

The Role:

Flex Travel Solutions is a fast-growing B2B travel technology company specializing in airline commission payment processing. We are a lean, high-impact team of approximately 20 people, and we are looking for a hyper-organized, technically fluent operator to run the operational engine of our engineering team. You will work alongside our Senior Architect, who owns technical direction, architecture, and delivery, while you own the process, operational, and administrative layer that keeps the team running day to day, including production support and incident management.

This is not a theoretical management role. We need someone who is excited to build structure out of complexity, get hands-on where it matters, and directly impact our engineering velocity, cost efficiency, and security posture.

Responsibilities:

Team Process and Delivery Ownership
* Own our end-to-end delivery process: sprint ceremonies, planning, retrospectives, and how the team runs day to day.
* Own our Jira architecture, sprint tracking, and resource capacity models.
* Provide data-driven insights on team delivery across our software and cloud technology stack.
* Build and maintain capacity planning tooling so priorities are visible and workload is balanced.
* Flag risks and blockers before they become delivery issues, not after.

Production Operations and Incident Management
* Own our production support and operational process end to end, including monitoring, triage, escalation, coordination of remediation, and follow-through to resolution.
* Build and evolve an incident management process the team actually follows, including severity levels, escalation paths, and postmortems.
* Coordinate with the Senior Architect on technical remediation while you own the process, timeline, and communication.

Financial Oversight and Project Costing
* Track internal developer hours and external resource allocations against project budgets.
* Monitor and help optimize AWS infrastructure costs and SaaS license spend.
* Own the tech budget tracker and provide founders with regular visibility on spend versus plan.
* Flag any budget variances proactively and propose corrective actions.

Team Leadership and People Operations
* Own a consistent, fair, and documented performance management framework, and run the formal annual performance review process for the technical team.
* Own career pathing and individual development plans, partnering with the Senior Architect who provides the technical assessment and feedback.
* Handle onboarding and offboarding processes for all technical team members.

Security and Compliance (SOC 2 and CISO Path)
* Take ownership of our SOC 2 Type 2 compliance framework.
* Ensure internal controls, access management across Bitbucket and AWS, and all compliance documentation are strictly maintained.
* Act as primary liaison with compliance auditors and security partners.
* Deep hands-on experience in this area is a fast track to becoming our designated CISO.Vendor and Stakeholder Management
* Act as primary point of contact for external tech partners, software vendors, and compliance auditors.
* Manage vendor contracts, renewals, and relationships on behalf of the tech team.
* Ensure vendor commitments align with business priorities and budget.

Experience/

Skills Required:

The Startup Mindset
* 5 or more…