Account Manager – Mid-Market

atWorkleapRemoteCA flagCanadaFreelanceAccount ManagerJuniorMid-levelC$80k – C$90k/year

Posted Aug 18

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

📋 Description

• Manage a portfolio of accounts while enhancing and renewing customer value

• Conduct thorough renewal discussions to safeguard and grow accounts, ensuring GRR targets are met and creating opportunities for NRR expansion

• Lead pricing transitions through direct commercial discussions and successful deal closures

• Promote multi-module adoption by advocating for Workleap Agent among managers

• Recognize early signals of potential churn, escalate with a strategic plan, and conduct Mid-Term Value Reviews

• Keep an accurate and updated HubSpot pipeline

• Utilize AI tools like Claude to prepare for calls, formulate account summaries, and enhance outreach efforts

• Share insights and establish effective team playbooks

• Work alongside 8 Account Managers, 2 Customer Success Managers, and 2 Onboarding Managers


⛳️ Requirements

• Minimum of 2 years in an Account Management or Customer Success Management role with a focus on renewals

• Experience overseeing an ARR portfolio valued between $1M and $5M

• Demonstrated capability in managing challenging commercial discussions, including price increases, objections, and migrations

• Strong adherence to pipeline discipline and CRM best practices

• Proficient in utilizing AI tools such as Claude, Copilot, and ChatGPT on a regular basis

• Background in a scale-up or rapidly growing environment

• Familiarity with navigating pricing or packaging adjustments with current customers is an advantage

• A player-coach mindset is a plus


🏝️ Benefits

• Comprehensive family health insurance, including telemedicine services and an annual wellness budget

• Flexible vacation policy

• Opportunity for remote work, with access to our Montreal office

• In-person gatherings twice a year

• Access to Claude for all team members

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