Senior Enterprise CSM: Remote & Strategic Growth

AfterShip; Toronto; Remote; CAD 141,000 - 188,000; Full time

Benefits offered by this job

Competitive compensation

Remote-first work setups

Healthcare coverage offered from day 1

Retirement plans including company gap

Unlimited PTO

Annual learning & wellness benefit

Monthly book perk

Career progression & professional dev.

In-office lunch and commuter benefits

Job summary

AfterShip, a Great Place to Work Certified company, seeks a Senior Enterprise Customer Success Manager in Canada. You’ll own top strategic accounts, drive renewals and expansions, and build durable CSM relationships across executive and operator levels.

You’ll influence product direction and coordinate with Sales, Support, and Engineering across time zones, with occasional after-hours meetings. Join a remote-first, globally distributed team offering flexible hours and travel up to 20% for

Qualifications

• 5+ years of experience in Customer Success or enterprise account management.
• Proven ability to negotiate renewals and expansions.
• Experience managing strategic SaaS accounts.
• Excellent executive-level communication and presentation skills.
• Ability to translate technical concepts into business outcomes.

Responsibilities

• Own end-to-end success of strategic accounts with retention and expansion targets.
• Lead commercial negotiations for renewals and multi-year deals.
• Develop renewal strategies and mobilize internal resources.
• Map stakeholders and build relationships with economic buyers.
• Prepare executive business reviews tying impact to ROI.
• Collaborate cross-functionally to remove blockers and inform product roadmap.
• Lead onboarding for new strategic clients.
• Mentor the CSM team and share best practices.
• Travel for onsite meetings up to 20%.

Skills

Executive presence

Stakeholder management

Renewals & negotiations

Strategic account management

Business reviews

Cross-functional collaboration

Storytelling with data

Time management

Job description

AfterShip, a Great Place to Work Certified company, seeks a Senior Enterprise Customer Success Manager in Canada. You’ll own top strategic accounts, drive renewals and expansions, and build durable CSM relationships across executive and operator levels.

You’ll influence product direction and coordinate with Sales, Support, and Engineering across time zones, with occasional after-hours meetings. Join a remote-first, globally distributed team offering flexible hours and travel up to 20% for