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About the Role

Manage a portfolio of $2M across 200-400 small enterprise accounts, requiring a blend of scaled, data-driven engagement and executive presence to interact with stakeholders at large, complex organizations.

Responsibilities

• Manage a portfolio of $2M across 200+ enterprise accounts, partnering closely 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 the needs of a high-volume, high-potential account 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.

Requirements

• 5+ years of experience in Customer Success, Account Management, or customer-facing roles within B2B SaaS/software, preferably managing enterprise accounts.
• Experience managing complex enterprise customers with multiple stakeholders, departments, and implementation cycles.
• Proven track record of driving customer outcomes, adoption, retention, and long-term growth.
• Strong executive presence with the ability to engage and influence C-suite and senior business stakeholders.
• Excellent communication, presentation, and relationship-building skills, including product demos, training, and business reviews.
• Data-driven mindset with experience using analytics to identify risks, opportunities, and customer engagement priorities.
• Proficiency with customer success, CRM, and engagement platforms such as Salesforce, Gainsight, Outreach, Gong, or similar tools.
• Highly organized and process-oriented, with the ability to manage multiple priorities across a large portfolio.
• Strong problem-solving skills and the ability to turn customer insights and data into action.
• Comfortable working in a fast-paced, dynamic environment while maintaining a high level of customer focus.
• Interest in automation, AI, and scalable customer engagement strategies.
• Exposure to industrial, manufacturing, facilities, engineering, or frontline workforce environments is a plus.

Skills

• Customer Success
• Account Management
• B2B SaaS/software
• Enterprise account management
• Executive presence
• Communication
• Presentation
• Relationship-building
• Product demos
• Training
• Business reviews
• Data-driven analysis
• Salesforce
• Gainsight
• Outreach
• Gong
• Problem-solving
• Automation
• AI tools

Experience Level

• 5+ years

Salary/Compensations

• Competitive salary

Benefits

• Meaningful equity opportunities
• Healthcare, dental, and vision coverage
• 401(k) / RRSP enrollment program
• Take what you need PTO

About the Company

• MaintainX is the world's leading AI-powered maintenance and asset management platform, serving 13,000+ customers including Duracell, Shell, Cintas, and Brenntag.
• Raised $150M in Series D funding led by Bessemer Venture Partners and Bain Capital Ventures, bringing total funding to $254M.
• Named to the Forbes 2025 Cloud 100.
• Our mission is to deliver one platform for maintenance, repair & operations teams to keep the physical world running.
• We believe the greatest asset in any organization is the people.
• We built an intuitive, mobile-first solution to help boost productivity and collaboration across teams and locations.

Equal Opportunity

• MaintainX is committed to creating a diverse environment. All qualified applicants will receive consideration for employment without regard to race, colour, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status.