Enterprise Customer Success Lead — Growth & Scale

MaintainX; Montreal (administrative region); Hybrid; CAD 100,000 - 140,000; Full time

Benefits offered by this job

Flexible hybrid work

Unlimited time off

Health benefits

Equity

Performance bonuses

Job summary

MaintainX is seeking a senior Customer Success professional to manage a $2M portfolio across 200+ enterprise accounts, collaborating with Account Directors to drive retention, adoption and expansion. You will serve as a credible point of contact for executive stakeholders and deliver polished communications across digital and live channels.

A data‑driven, process‑oriented leader, you will use health signals and usage data to identify risk, design scalable success motions, and partner with

Qualifications

• 5+ years of experience in Customer Success or Account Management within B2B SaaS.
• Experience managing enterprise accounts with multiple stakeholders.
• Proven track record of driving adoption, retention and growth.
• Strong executive presence engaging C-suite and senior stakeholders.
• Data-driven with analytics to identify risks, opportunities, and priorities.
• Proficiency with Salesforce, Gainsight, Outreach, Gong, or similar tools.
• Highly organized with the ability to manage a large portfolio.
• Comfortable in a fast-paced, dynamic environment.
• Interest in automation and AI-driven engagement strategies.
• Exposure to industrial, manufacturing, facilities, engineering, or frontline environments is a plus.

Responsibilities

• Manage a portfolio of $2M across 200+ enterprise accounts, partnering with Account Directors to drive retention, adoption, and expansion.
• Serve as a credible point of contact for executive stakeholders at enterprise organizations, delivering clear and polished communication across digital and live channels.
• Leverage customer health signals, usage data, and lifecycle insights to proactively identify risk, prioritize outreach, and uncover growth opportunities within your book.
• Design and execute scalable success motions — automated lifecycle campaigns, onboarding journeys, webinars, and office hours — tailored to a high-volume, high-potential segment.
• Deliver targeted 1:1 engagement at critical lifecycle moments, including onboarding milestones, executive check-ins, risk mitigation, and expansion conversations.
• Identify early indicators of churn or stalled adoption and deploy data-driven interventions to remove blockers and accelerate time to value.
• Collaborate with Account Directors, RevOps, Product, Marketing, and Support to align on account strategy and improve the overall customer journey.
• Experiment with automation, AI tools, and scalable workflows to improve how we engage and support a large, distributed customer base.
• Analyze engagement metrics and product usage patterns to continuously refine success programs and drive measurable outcomes across your portfolio.

Skills

Account management

Customer success

Executive presence

Data-driven mindset

Communication

Relationship-building

Multitasking

English fluency

Tools

Salesforce

Gainsight

Outreach

Gong

Job description

MaintainX is seeking a senior Customer Success professional to manage a $2M portfolio across 200+ enterprise accounts, collaborating with Account Directors to drive retention, adoption and expansion. You will serve as a credible point of contact for executive stakeholders and deliver polished communications across digital and live channels.

A data‑driven, process‑oriented leader, you will use health signals and usage data to identify risk, design scalable success motions, and partner with