Head of Customer Success
Content + Source + Freshness • 12 Dec 2025 • 95% confidence
Offer value
Prominent leadership role offering strategic influence within a growing SaaS company, complemented by generous compensation.
- Strategic leadership role in a well-funded SaaS company
- Competitive salary with equity options
- Chance to influence and shape customer success policies
Pros
- Opportunity to shape the Customer Success function from the ground up
- Attractive salary range with equity options
- Impactful leadership role in a growth-stage company
Cons
- High expectations and responsibilities may lead to stress
- Possibility of crises due to rapid growth
- Only accepting Canadian candidates may limit diversity
Who it's for
Senior / Executive • Remote / hybrid
Good fit
- Senior Customer Success professionals
- Leaders with strategic and operational expertise
- Individuals seeking to shape a key function in a growing company
Not recommended for
- Entry-level candidates without relevant experience
- Those who prefer routine and structure
- Individuals unversed in SaaS environments
Motivation fit
Key skills
About the job
Intro Video - 🎬👋Quick Message from the CEO about the role!
NOTE: We are not accepting candidates outside of Canada at this time.
Location: Remote (Canada, preference for Ottawa or EST timezone)
Type: Full-time
Reporting to: CEO - Neil Arsenault
About ZeroTek
ZeroTek is a profitable, employee-owned B2B SaaS company that provides a Secure Identity Access and Business Management platform built specifically for MSPs and MSSPs. We're trusted by managed service providers across North America to deliver modern, Okta-integrated solutions that drive security, operational efficiency, and customer trust.
We’ve been growing since 2020, and now we’re ready to level up our Customer Success function - and we’re looking for the right person to lead that evolution.
The Role
We’re looking for a Head of Customer Success to fully own and scale our Customer Success function during a key stage of company growth. You’ll lead the CS strategy, manage team performance, and be directly accountable for driving retention, expansion, and long-term partner success.
As a member of the leadership team, you’ll work cross-functionally to align customer goals with business strategy, forecast revenue trends, and ensure our MSP partners receive an exceptional experience at scale. This role combines strategic leadership with hands-on execution - ideal for someone who has built or led CS functions at a growth-stage B2B SaaS company (e.g., late Series A, early Series B, or ~$10–15M ARR) and is now ready to scale Customer Success from the ground up in a high-impact, partner-centric environment.
Key Responsibilities
• Represent Customer Success at the leadership level - shaping company and product strategy through the voice of the customer
• Own Customer Success KPIs (onboarding, NRR, GRR, expansion, churn and contraction) and lead forecasting, reporting, and insights for churn, contraction, and expansion across the partner base
• Directly manage key accounts and serve as the senior escalation point for complex or at-risk partners
• Iterate on the full customer lifecycle - from onboarding to expansion - to optimize partner outcomes and drive retention
• Establish, maintain, and improve scalable CS systems, processes, and tooling (e.g. health scoring, QBRs, renewals, onboarding)
• Manage day-to-day CS operations, including ownership of HubSpot for Customer Success data and reporting
• Act as a player-coach - supporting and mentoring team members while also owning and executing core CS initiatives
• Work cross-functionally with Product, Sales, and Support to ensure partner needs are understood and prioritized in roadmap and service delivery
What We're Looking For
✅ Experience
• 6–10 years of experience in Customer Success or related roles, with 3–5 years leading CS teams in B2B SaaS
• Proven track record of owning and improving key Customer Success metrics across the customer lifecycle, including retention, growth, and onboarding effectiveness
• Experience building or scaling Customer Success functions, systems, and processes from the ground up at a growth-stage company (e.g., late Series A, early Series B, or ~$10–15M ARR if bootstrapped)
• Demonstrated ability to represent Customer Success at the executive level - including forecasting, reporting, and cross-functional alignment with Product, Sales, and Support
• Thrives in high-growth, entrepreneurial environments, with the ability to operate independently and lead through ambiguity
🧠 Skills
• Strategic thinker and proactive executor - able to design and lead CS strategy while rolling up your sleeves to get things done
• Effective communicator at all levels, including C-suite - skilled at simplifying complex topics for both technical and non-technical audiences
• Deep understanding of Account-Based Success strategies and partner enablement - able to drive growth by aligning value delivery across partner organizations
• Strong leadership and coaching ability - leads with empathy while empowering team members through clear guidance, support, and performance feedback
• Executive presence and confidence managing tough conversations, escalations, and high-stakes customer situations
• Highly organized and self-motivated - thrives in ambiguous environments and able to prioritize and drive results with minimal oversight
• Data-driven mindset - fluent in Customer Success metrics, tooling, and reporting (e.g., NRR, CSAT, usage data, QBRs)
• Collaborative and cross-functional - experienced in working closely with Sales, Product, and Support to deliver end-to-end partner success
🎯 Nice to Have
• Experience working with MSPs, MSSPs, or the IT service provider space
• Familiarity with Okta, IAM, or security tools
• Hands-on experience with Customer Success tools like HubSpot, Catalyst, ChurnZero, or similar
• Experience scaling Customer Success in a remote-first or distributed team environment
What We Offer
• Competitive salary - $130-140K CAD
• Comprehensive benefits package designed to support you and your family's health, well-being, and peace of mind
• Employee stock options (equity)
• Modern tech stack to empower high-impact work
• Flexible remote work environment
• Ownership mentality: we’re building something meaningful, and everyone plays a part
• Opportunity to shape the Customer Success function at a fast-growing, mission-driven company
• A seat on the rocket ship 🚀 - buckle up!
Apply Now
If you’re excited to lead, build, and deliver - and want to help shape the future of secure IT services for MSPs - we’d love to hear from you.
