Head of Client Success

1 week ago

Vancouver, British Columbia, Canada Uplifter Inc. Full time $120,000 - $180,000 per year

Thanks for checking out our job openings. See something that interests you? Apply here.

Location:
Toronto or Vancouver; US/remote considered for exceptional candidates

Reports to:
CEO
Team:
Client Success Managers, Onboarding/Implementation, Help Desk/Support, Training & Enablement

About Uplifter
Uplifter is a sports-tech SaaS powering memberships, registrations, payments, and compliance for
1,000+ clubs and 200+ federations
across North America. We're unifying the experience for clubs and governing bodies—and we're just getting started.

The Role (why this is big)

Own and
reimagine the end-to-end client journey
. As a member of the
leadership team
, you'll
own your team, budget, and outcomes
—and have a real shot to
modernize how sports organizations run
. You'll build strategy and the operating machine (people, process, tooling) that drives retention, NRR, and delightful client experiences.

What You'll Do

Strategy & Leadership

  • Set the Client Success strategy for clubs & federations; define coverage models, playbooks, and operating rhythms.
  • Build the org (CSMs, onboarding, support, training); hire, coach, and cross-train to remove single-points-of-failure.
  • Own the budget (headcount, tooling, programs) and report outcomes at the exec table.

Onboarding & Implementation

  • Standardize high-velocity club onboarding; project-manage complex federation launches (SOW/BRD/UAT/go/no-go).
  • Create repeatable implementation kits and decision gates.

Support Operations (Zendesk) & SLAs

  • Run a high-performing Zendesk help desk with strict SLAs, clear tiering/escalation, QA/coaching, and WFM basics.
  • Deliver efficiency gains: SOPs/macros, better triage/routing, shift-left policies, self-serve/KB expansion, ticket deflection.
  • Introduce AI in support (agent assist, auto-classification/routing, summarization, knowledge search) and measure impact (FCR, handle time, CSAT).

Adoption, Health & Renewals

  • Build lifecycle programs (admin enablement, QBRs, adoption campaigns); forecast health, renewals, and expansion; partner with Sales on upsell/cross-sell; own GRR/NRR.

Voice of Customer & Product

  • Stand up a tight VOC loop to Product/Engineering (bugs, UX, integrations), quantifying demand to inform roadmap.

Data & Reporting

  • Stand up practical dashboards (e.g., Zendesk Explore) for SLAs, deflection, backlog/aging, health signals; drive weekly ops reviews.

What You'll Bring

  • 8–12+ years in B2B SaaS Client Success/Services, incl. 3–5+ years leading CSM/onboarding/support teams.
  • Proven ownership of retention/NRR, renewals/expansion, and exec-level stakeholder management.
  • Depth in Zendesk operations (Guide/Help Center, macros, triggers/automation, views, SLA policies, Explore).
  • Track record of process re-engineering (SOPs, QA, tiering, WFM) delivering measurable efficiency gains.
  • Hands-on experience evaluating/implementing AI in support workflows and proving outcomes.
  • Nice-to-have: payments exposure (Adyen/Stripe/Paysafe), sports/federation or multi-site SMB experience, bilingual French.

Benefits & Working Style

  • Competitive compensation with performance bonus tied to CS outcomes.
  • 10–20% travel for launches, QBRs, and events.

How to Apply:
Submit your resume and a brief note on how you've delivered
help-desk efficiency gains
(incl. AI) and improved retention/NRR at scale.

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