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Vice President, Customer Success

Job in Cambridge, Ontario, Canada
Listing for: Lone Wolf Technologies
Full Time position
Listed on 2026-05-21
Job specializations:
  • Customer Service/HelpDesk
    Customer Success Mgr./ CSM, CRM System, Client Relationship Manager, HelpDesk/Support
Salary/Wage Range or Industry Benchmark: 220000 CAD Yearly CAD 220000.00 YEAR
Job Description & How to Apply Below
The Vice President of Customer Success is the executive leader responsible for building and scaling Lone Wolf Technologies customer value, retention, and growth engine. This role is responsible for transforming the Customer Success organization into a segmented, operationally rigorous, and AI-enabled function that drives customer adoption, supports renewals, improves retention, and delivers a consistent and scalable customer experience across the portfolio.

This leader will redesign the Customer Success operating model to include dedicated Customer Success Managers (CSMs), pooled CSM engagement models, and AI-powered digital coverage for long-tail customers. The Vice President of Customer Success will also lead the implementation and operationalization of a Customer Success platform, establish lifecycle management plays, and strengthen cross-functional alignment across the post-sale customer journey.

The ideal candidate is both a strategic executive and a hands‑on operational leader with demonstrated success building scalable Customer Success organizations within complex SaaS environments.

ESSENTIAL RESPONSIBILITIES & DUTIES
Customer Success Strategy & Operating Model

Design and implement a segmented Customer Success model supporting strategic, scaled, and long-tail customer segments.

Establish engagement models including named CSM coverage, pooled customer management, and digital or AI-driven customer motions.

Lead customer segmentation, capacity planning, and book‑of‑business design aligned to customer value, complexity, and growth opportunity.

Define service levels, ownership boundaries, and operational standards across all customer segments.

Drive organizational transformation and change management initiatives to support evolving customer engagement models.

AI & Customer Success Platform Leadership

Evaluate, select, implement, and operationalize a Customer Success platform integrated with CRM, Support, billing, and product usage systems.

Develop health score frameworks, customer lifecycle workflows, segmentation logic, and reporting standards.

Define and execute an AI strategy for Customer Success, including workflow automation, risk identification, digital engagement, and productivity optimization.

Build scalable AI‑enabled customer engagement models that improve coverage, prioritization, and proactive outreach.

Customer Lifecycle & Retention Management

Develop standardized lifecycle plays for onboarding, adoption, renewal readiness, risk mitigation, customer save motions, and expansion opportunities.

Ensure lifecycle plays are embedded into workflows and systems for consistent execution and measurement.

Build proactive risk identification and escalation processes to improve customer retention and renewal predictability.

Partner with Sales and Account Management teams to identify expansion opportunities and customer growth signals.

Drive improvements in Gross Revenue Retention (GRR), Net Revenue Retention (NRR), adoption, and customer health metrics.

Customer Capability & Issue Resolution

Expand Customer Success capabilities to directly resolve a broader range of customer issues and reduce unnecessary escalations to Support.

Partner with Support, Product, Services, Training, and Documentation teams to improve customer outcomes and reduce friction in the customer journey.

Develop technical and specialist capabilities within the Customer Success organization where appropriate.

Improve customer continuity and speed‑to‑resolution through stronger internal enablement and process alignment.

Leadership & Operational Excellence

Build and lead a high‑performing Customer Success leadership team.

Establish KPIs, operating cadences, governance processes, and performance management frameworks.

Drive a culture of accountability, continuous improvement, operational rigor, and customer‑centric execution.

Conduct regular business reviews and executive reporting on customer health, retention, adoption, and operational performance.

Collaborate cross‑functionally with Product, Revenue Operations, Finance, Services, Support, and Sales leadership teams.

QUALIFICATIONS & EXPERIENCE

Bachelor’s degree in Business, Marketing, Technology, or…
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