Senior Customer Onboarding Specialist (HR)

PeblToronto, ON
CA$88,000 - CA$125,000

About The Position

We’re looking for a highly organized and client-focused Senior Customer Onboarding Specialist to join our Customer Onboarding team. In this role, you’ll serve as the primary point of contact for clients during onboarding, guiding them from contract signature through successful employee onboarding across multiple countries. This role is focused on delivering fast, frictionless onboarding experiences for Pebl’s most strategic customers and partners, combining strong execution with a consultative, client-first approach. You thrive in fast-paced, cross-functional environments and bring a strong sense of ownership to everything you do. You’re equally comfortable managing detailed project plans and leading client conversations, and you take pride in delivering a structured, high-quality experience that builds trust from day one. You understand that exceptional onboarding is the foundation of a long-term client relationship and are motivated by creating experiences that set customers up for ongoing success.

Requirements

  • Experience working in a SaaS or technology-driven environment
  • Experience in project management, program management, or client onboarding, ideally in a global or high-growth environment
  • Strong ability to manage multiple stakeholders and workstreams simultaneously
  • Excellent communication and client-facing skills, with the ability to build trust and guide conversations
  • A proactive, solutions-oriented mindset with a strong sense of ownership and accountability
  • Ability to operate effectively across cross-functional and global teams
  • Strong attention to detail while maintaining a focus on the broader client experience
  • Business proficiency in the English language required
  • A bachelor’s degree in a related field or equivalent work experience
  • 5+ years of business experience, with customer-facing roles focused on operational excellence and customer satisfaction

Nice To Haves

  • Experience in HR, global mobility, payroll, or workforce operations is a plus, but not required

Responsibilities

  • Build strong client relationships by understanding each customer's broader business goals and supporting a seamless experience across the full client lifecycle
  • Lead client onboarding sessions, setting clear expectations on process, timelines, roles, and onboarding approach
  • Partner with clients on country rollout strategy and sequencing, helping prioritize markets for efficient global expansion
  • Provide consultative guidance on global hiring, including country-specific requirements, key considerations, and trade-offs
  • Support benefits benchmarking and alignment, helping clients understand statutory versus market practices and make informed decisions
  • Act as a product expert, guiding clients through Pebl’s platform and enabling them to confidently manage their global workforce
  • Maintain clear visibility into onboarding progress, proactively communicating updates, risks, and next steps
  • Collaborate across Sales, Onboarding, Customer Experience, Product, Finance, and other cross-functional teams to deliver a seamless and frictionless onboarding experience
  • Support client expansion into new countries and high-volume hiring, ensuring consistency and scalability of onboarding processes
  • Champion the customer perspective, synthesizing feedback and partnering with Product and Engineering to continuously improve the client and employee experience
  • Contribute to process improvements and standardization efforts to enhance onboarding quality and team efficiency at scale

Benefits

  • Flexible Time Off
  • Parental Leave
  • Health and Dental Insurance
  • Retirement Savings + Employee Incentive Plan
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