Engineering Manager, Enablement

This is a fully remote position, open to applicants in Canada.

📋 Description

• Lead, mentor, and develop engineers through hiring, onboarding, one-on-one meetings, feedback, performance management, and career advancement.

• Establish stable, high-trust teams and promote learning from incidents.

• Direct teams with a focus on roadmap-driven and operational/customer-oriented work patterns.

• Create opportunities for knowledge sharing, cross-training, and collaborative work.

• Manage intake, triage, prioritization, and capacity planning.

• Collaborate with Product Management and Product Design to define requirements and align enablement tasks with the product roadmap.

• Translate the Enablement roadmap into actionable team plans, objectives, and success criteria.

• Adjust work sequences as business and customer priorities evolve.

• Assist teams in delivering high-quality, secure, and well-documented software development life cycle (SDLC) outputs.

• Oversee on-call schedules, incident playbook training, and incident response support.

• Facilitate non-punitive incident reviews and ensure follow-through on action items.

• Monitor and report on delivery and health metrics, including reliability, cloud costs, and developer experience.

• Advocate for automation and continuous improvement initiatives.

• Lead technical design discussions, evaluate plans, and make domain-related decisions.

• Collaborate on technical standards, reference architectures, and streamlined tooling.

• Assist teams in adopting AI-assisted methodologies.

• Support customer implementations and integrations alongside Professional Services and Enterprise clients.

• Work across functions to eliminate dependencies and obstacles.

• Help establish and promote department-wide standards and processes.

⛳️ Requirements

• Demonstrated experience in engineering enablement, including platform engineering, DevOps/SRE, or data engineering.

• At least 3 years of experience in people leadership.

• Proven track record in managing engineering teams, encompassing coaching, mentoring, performance management, and goal establishment.

• Previous hands-on engineering experience in an enablement area.

• Familiarity with cloud infrastructure, CI/CD, observability, web application development, and/or modern engineering practices.

• Experience in managing intake, prioritization, and capacity planning without a dedicated Product Manager.

• Background in leading on-call teams, including incident response, playbooks, and non-punitive reviews.

• Comfortable engaging directly with Enterprise clients and technical teams.

• Strong stakeholder relationship management skills across various teams.

• Basic understanding of AI/LLM tools with a desire to incorporate them into business and customer challenges.

• Experience leading multiple enablement disciplines concurrently is a plus.

• Experience in fintech, banking, enterprise SaaS, or platform/API-based products is advantageous.

🏝️ Benefits

• Flexible hours and days through Cabana Days.

• Supportive and adaptable work environment.

• Opportunities for professional development, learning, and career progression.

• Regular one-on-one coaching with your leader and connections with the executive team.

• Comprehensive health and dental benefits, virtual care, and disability top-up from day one.

• Access to virtual mental health resources and an Employee Assistance Program (EAP).

• WealthSimple Group Retirement Savings Plan (GRSP) with matching contributions.

• Annual Wellness Benefit of $1000.

• Remote work options available throughout Canada.

• Employee stock options.

• Internet subsidy included in each paycheck.

• Tiki Bucks Incentive Program and bonuses.

• Competitive salaries reflecting experience and expertise.