Strategic Enterprise CS Leader

MaintainX; Montreal (administrative region); On-site; CAD 90,000 - 130,000; Full time

Benefits offered by this job

Healthcare

Dental

Vision

RRSP enrollment program

PTO

Job summary

MaintainX, the world’s leading AI-powered maintenance and asset management platform, seeks a Senior Customer Success professional to manage a $2M portfolio across 200+ enterprise accounts in our Montreal hub. You will partner with Account Directors to drive retention, adoption, and expansion, delivering polished executive communications across digital and live channels.

In this role, you’ll leverage health signals, usage data, and lifecycle insights to proactively identify risk and

Qualifications

• 5+ years in CS/AM or customer-facing roles in B2B SaaS.
• Experience managing enterprise accounts with multiple stakeholders.
• Proven track record of driving adoption, retention and growth; executive engagement.

Responsibilities

• Manage a $2M portfolio across 200+ enterprise accounts with Account Directors.
• Be the credible executive contact for stakeholders at large organizations.
• Use health signals and usage data to identify risks and growth opportunities.
• Design scalable success motions: onboarding journeys, campaigns, webinars, office hours.
• Deliver 1:1 engagements at onboarding milestones and executive check-ins.
• Identify churn indicators and deploy interventions to accelerate value.
• Collaborate with RevOps, Product, Marketing, Support to align strategy.
• Experiment with automation and AI to improve engagement.
• Analyze engagement metrics to refine programs across portfolio.

Skills

Customer Success

Enterprise Accounts

Executive Presence

Data-driven

Tools

Salesforce

Gainsight

Outreach

Gong

Job description

MaintainX, the world’s leading AI-powered maintenance and asset management platform, seeks a Senior Customer Success professional to manage a $2M portfolio across 200+ enterprise accounts in our Montreal hub. You will partner with Account Directors to drive retention, adoption, and expansion, delivering polished executive communications across digital and live channels.

In this role, you’ll leverage health signals, usage data, and lifecycle insights to proactively identify risk and