Bilingual Account Manager – Mid-Market

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

📋 Description

• Safeguard and expand a portfolio of accounts by conducting thorough renewal discussions that maintain GRR targets and provide opportunities for NRR growth;

• Lead the pricing transition across your accounts by engaging in direct commercial discussions with clients regarding the shift to platform pricing, and successfully closing these conversations;

• Enhance multi-module adoption by showcasing the Workleap Agent as a powerful asset for managers, rather than just another product in the lineup;

• Mitigate late-stage churn risk by identifying warning signs early, escalating with a strategic plan, and conducting Mid-Term Value Reviews that demonstrate value before the renewal dialogue begins;

• Keep a precise and realistic HubSpot pipeline that accurately reflects the situation — not just optimism — ensuring the team makes informed decisions at the appropriate times;

• Leverage AI tools (e.g., Claude) to prepare for calls, develop account briefs, and quickly iterate on outreach — allowing you to focus on high-impact conversations rather than manual research.

⛳️ Requirements

• Fluency in both French and English is essential;

• A minimum of 2 years experience in an Account Management or Customer Success role with a renewal target — you should have directly managed a quota, not merely contributed to one;

• Proven experience managing an ARR portfolio in the $1M–$5M range (sufficient complexity to be pertinent, appropriately sized for our segment);

• Demonstrated capability to handle challenging commercial discussions — such as price increases, objections, and migrations — while preserving both the relationship and the deal;

• Strong pipeline management skills: maintaining CRM cleanliness is a professional expectation for you, not just an administrative burden;

• Proficient in utilizing AI tools (e.g., Claude, Copilot, ChatGPT) on a daily basis as a productivity enhancer — it should be a routine, not a trial;

• Experience in a scaling or high-growth environment where the operational playbook is still in development;

• Bonus: Previous experience navigating pricing or packaging changes with current clients;

• Bonus: A player-coach mentality — you actively share insights, elevate peers, and contribute to team growth without being prompted.

🏝️ Benefits

• As this position is within sales, it is also eligible for commissions — bringing the total on-target earnings (OTE) to approximately $115–130k CAD.