Software Development Manager - Insurance

Jane · Canada

Lead the Insurance Setup team at Jane, building high-performing engineering teams that deliver quality work and grow talent. You’ll shape the foundation of Jane’s insurance platform, balancing strategic innovation with operational excellence while influencing cross-team initiatives and championing responsible AI adoption.

About the Role

At Jane, you’ll lead a team of experienced engineers within our Insurance group, which is foundational to how clinics across the US and Canada get paid. You’ll partner closely with Product and Design in a triad model, guiding technical decisions that directly impact customer outcomes. This role offers strategic influence, team growth, and the chance to shape how insurance is delivered through Jane’s platform. We’re a fast-growing, remote-first SaaS company with a mission to help the helpers — and you’ll be part of that mission. You’ll thrive in ambiguity, drive change, and build empowered, accountable teams that deliver real impact.

What You Will Do

Build and grow a high-performing team by creating clarity, fostering accountability, and developing engineers at every level — including Staff and Senior ICs — through thoughtful coaching and direct feedback.

Lead your team to consistently deliver meaningful customer outcomes in the insurance domain, balancing new product investment with technical health, operational excellence, and long-term sustainability.

Bring systems thinking to a highly connected problem space by anticipating upstream and downstream impacts across the broader insurance workflow, managing change thoughtfully, and influencing across teams to de-risk delivery.

Show up as a strong triad partner by collaborating deeply with Product and Design, constructively challenging ideas when needed, and aligning on clear success metrics that connect technical decisions to customer impact.

Help lead significant, cross-team initiatives through ambiguity, breaking down complex work into clear slices and keeping delivery moving as priorities evolve.

Champion pragmatic and responsible AI adoption within your team by exploring opportunities to improve how we build and how our customers experience Jane, while maintaining a high bar for quality, security, and real-world value.

What We Are Looking For

3+ years of engineering management experience.

Experience leading senior engineers and owning complex technical domains.

Strong technical depth for architectural discussions and coaching.

Experience operating in a fast-paced, high-growth SaaS environment.

Experience partnering closely with Product and Design in a triad model.

Experience navigating ambiguity and building empowered team cultures.

Exposure to insurance, healthcare, billing, or claims domains (preferred).

Exposure to AI-driven products (preferred).

Join us to shape the future of insurance technology — with real impact, real growth, and real responsibility.

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