Account Manager - Mid-Market (12-month Contract)

Company Description

Workleap is a Montreal-based tech company, founded in 2006. We're builders at heart, making simple products that actually matter to the people who use them. We have two product lines: Workleap Agent, our newest solution built to make every manager more effective, 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.

Your Role

We're looking for an Account Manager who knows how to build real customer relationships and turn them into lasting partnerships. In this role, you'll own a book of accounts and be responsible for renewing and expanding their value, making sure customers get everything they need from Workleap so they want to keep growing with us year after year. This is a 12-month contract position.

Your Impact:

• Protect and grow a book of accounts by running rigorous renewal conversations that keep GRR on target and create room for NRR expansion.
• Drive the pricing migration across your accounts — having direct commercial conversations with customers about the move to platform pricing, and closing them.
• Accelerate multi-module adoption by positioning the Workleap Agent as a force multiplier for managers.
• Reduce late-stage churn risk by catching warning signals early, escalating with a plan, and running Mid-Term Value Reviews.
• Maintain a clean, accurate HubSpot pipeline that reflects reality.
• Use AI tools (e.g., Claude) to prep for calls, build account briefs, and iterate quickly on outreach.
• Help shape the team's playbooks by sharing what you learn and codifying what works.

What You'll Bring

• 2+ years in an AM or CSM role with a renewal quota.
• Experience managing an ARR book in the $1M–$5M range.
• Proven ability to hold difficult commercial conversations — price increases, pushback, migrations — without losing the relationship or the deal.
• Strong pipeline discipline and CRM hygiene.
• Comfortable using AI tools (e.g., Claude, Copilot, ChatGPT) daily as a work accelerator.
• Experience in a scale-up or high-growth environment.

What the Job Comes With

• Base Salary: $80k–$90k (Canada-wide compensation scale)
• OTE: $115k–$130k
• Family health insurance + telemedicine + annual wellness budget
• Flexible vacation policy
• Remote work, with access to our Montreal office
• In-person gatherings twice a year
• Claude access for everyone