GTM Engineering - ShareGate

Canada - RemoteRemoteFull-time$110k–$140k2026-10-28 → 2026-11-10

Hybrid

Core

Design, build, and ship AI agents and agentic workflows to protect renewals and grow revenue from existing customers by connecting product usage and support signals to sales actions.

Role type

Senior GTM Engineering Architect (Expansion & Retention)

Builds

AI agents, agentic workflows, and reusable pipeline modules for renewal protection and cross-sell targeting.

Domain

B2B SaaS, Microsoft 365 migration/governance, Revenue Operations (RevOps)

Deliverable

production ML models

Required skills

AI agent orchestration, LLM workflow design, low-code orchestration (n8n/Make/Zapier), Python or TypeScript, SQL, CRM data modeling (HubSpot), subscription business metrics

Preferred skills

AI-driven qualification/scoring systems, B2B SaaS with multiple product lines, published technical content

Technologies

n8n, Make, Zapier, Python, TypeScript, SQL, HubSpot

Responsibilities

Build AI agents to monitor renewal health and flag at-risk accounts; design agentic cross-sell motions to qualify and route intent; own data flow between usage systems and CRM; replace manual workflows with reusable pipeline modules; tune motions via reporting and controlled experiments; drive adoption through SOPs and demos.

Seniority

Senior, hands-on IC

About Workleap

Workleap is a Montreal-based tech company, founded in 2006. We're builders at heart, we make simple products that actually matter to the people who use them. We have two product lines: The Workleap Agent , our agentic HR platform that helps managers become better leaders, and ShareGate , the world's leading solution for Microsoft 365 migration and governance. More than 15,000 companies worldwide trust us to do exactly that. We're intentional about who joins us. If you're the kind of person who gets excited by a hard problem and wants to help shape what comes next, there's a place for you here.