Job Description Insight Global is looking for a Sr.

Staff AI Experience Software Developer based in North America to join a large HCM company on a full time basis.

This is a senior hands-on engineering role focused on implementing and hardening AI-assisted development workflows for broader use.

Working as part of a small technical team, this role will help build reusable assets, operationalize workflows in real development settings, and support adoption across repositories, toolchains, testing practices, and delivery processes.

The role will contribute directly to the implementation components that make shared workflows practical and repeatable, including prompts, agents, context patterns, harnesses, workflow scaffolding, templates, implementation guides, and lightweight evaluation methods.

The focus is on hands-on delivery and reusable implementation work, while contributing to practical guardrails and standards that support responsible adoption.

Candidates must be able to hit the ground running to meet urgent deadlines.

Please Note: We may use artificial intelligence tools to assist with the screening, assessment, or selection of potential applicants for this position.

Skills and Requirements – 8+ years experience building software at an enterprise scale and expertise with system design at a staff engineer level – 2+ years of hands-on experience with AI tooling in a development context (e.g., Git

Hub Copilot, Cursor, Claude, or similar AI-assisted development tools) – 5+ years of practical, execution-focused development experience (candidates with a purely theoretical or enterprise architecture background will not be considered) – 3+ years of experience working within CI/CD processes and pipeline tooling (e.g., Git

Hub Actions, Jenkins, Git

Lab CI, or equivalent)



– Experience building reusable workflow components such as prompts, agents, context patterns, harnesses, scripts, templates, workflow scaffolding, or similar tooling. – Ability to identify edge cases, implementation gaps, and practical guardrail needs that improve workflow quality and repeatability. – 3+ years of experience working within large enterprise software organizations with an understanding of governance, compliance, and standards requirements – 2+ years of demonstrated experience guiding, enabling, or mentoring development teams through technology adoption or process change initiatives – Strong verbal and written communication skills with a proven ability to collaborate effectively across diverse, cross-functional, and sometimes resistant technical teams – Experience working with shared platforms, internal tooling, or integration points across engineering systems is an asset. – Experience contributing practical feedback on tooling gaps, workflow usability, and adoption challenges is an asset.

We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day.

We are an equal employment prospect/affirmative action employer that believes everyone matters.

Qualified candidates will receive consideration for employment without regard to race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances.

If you need assistance and/or a reasonable accommodation due to a disability during the application or the recruiting process, please send a request to [email protected].

📌 Sr. Staff AI Experience Software Engineer (North York)
🏢 Insight Global
📍 North York