Senior Customer Onboarding Specialist – HR

Jobtailor; Toronto; On-site; CAD 90,000 - 120,000; Full time

Benefits offered by this job

Flexible Time Off

Parental Leave

Health and Dental Insurance

Retirement Savings + Employee Incenti

Job summary

Pebl is hiring a Senior Customer Onboarding Specialist to spearhead onboarding for our global clients. You’ll guide customers from contract through successful employee onboarding across multiple countries, delivering fast, frictionless experiences.

In this role, you’ll own client relationships, manage projects across regions, and partner with Sales, Product, Finance, and other teams to ensure scalable onboarding and high customer satisfaction.

Qualifications

• SaaS or technology-driven environment experience.
• Experience in project management, program management, or client onboarding.
• Ability to manage multiple stakeholders and workstreams simultaneously.
• Excellent communication and client-facing skills.
• Proactive, solutions-oriented mindset with ownership and accountability.
• Ability to operate across cross-functional and global teams.
• Strong attention to detail with focus on the broader client experience.
• Business proficiency in English.
• HR/global mobility/payroll/workforce ops experience is a plus.
• Bachelor’s degree or equivalent work experience.
• 5+ years in business roles with customer-facing responsibilities.

Responsibilities

• Build and maintain strong client relationships across the full lifecycle.
• Lead onboarding sessions, set clear process expectations and timelines.
• Guide country rollout strategy and market prioritization for global expansion.
• Provide consultative advice on global hiring and country requirements.
• Assist with benefits benchmarking and alignment with market practices.
• Act as a Pebl platform expert and help clients manage their global workforce.
• Maintain visibility into onboarding progress and communicate risks and next steps.
• Collaborate with Sales, Onboarding, CX, Product, Finance and others for a seamless experience.
• Support client expansion into new countries and high-volume hiring.
• Capture feedback and drive product/engineering improvements based on client needs.
• Contribute to standardization and process improvements in onboarding.

Skills

Project management

Client onboarding

Cross‑functional collaboration

Stakeholder management

English proficiency

Education

Bachelor’s degree

Tools

CRM systems

Job description

Purpose in Every Position

Pebl puts a world of talent at your fingertips. With our AI-powered Global Work Platform™, companies can hire, pay, and manage employees in 185+ countries—removing risk, red tape, and guesswork from global growth. Backed by more than a decade of compliance leadership and local expertise, Pebl helps businesses move fast, stay compliant, and scale with confidence. With Pebl, companies everywhere can hire great talent anywhere.

Where Your Work Moves the Needle.

At Pebl, every team member drives our success. Joining us means more than filling a role—you’re accountable for results and impact. Our values guide how we operate, execute, and collaborate across borders. By putting them into action, you’ll help us scale faster, compete harder, and lead the future of global work.

What Makes You a Great Fit

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.

How You’ll Make an Impact

• 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

Let’s Connect If You Have

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

Our Commitment to You

At Pebl, we’re committed to supporting our team with comprehensive rewards and benefits designed to meet diverse needs across roles and locations. Our core offerings include:

• Flexible Time Off – Take the time you need to recharge.
• Parental Leave – Support for growing families.
• Health and Dental Insurance – Where applicable, to cover you and your loved ones.
• Retirement Savings + Employee Incentive Plan – Plan for the future while sharing our success.

Please visit our career page for more information.

Pebl is an Equal Opportunity Employer.

We power global teams and believe diverse perspectives drive innovation and impact. Employment decisions at Pebl are based on qualifications, merit, and business needs. We do not discriminate on the basis of race, color, religion, sex (including pregnancy, sexual orientation, or gender identity), national origin, age, disability, genetic information, veteran status, or any other status protected by applicable law. We’re committed to fostering an inclusive culture where every teammate can thrive and do the best work of their career—anywhere in the world.