Customer Success jobs in Canada

Who we are is what we do.

Deel is the all-in-one payroll and HR platform for global teams. Our vision is to unlock global opportunity for every person, team, and business. Built for the way the world works today, Deel combines HRIS, payroll, compliance, benefits, performance, and equipment management into one seamless platform. With AI-powered tools and a fully owned payroll infrastructure, Deel supports every worker type in 150+ countries—helping businesses scale smarter, faster, and more compliantly.

Among the largest globally distributed companies in the world, our team of 7,000 spans more than 100 countries, speaks 74 languages, and brings a connected and dynamic culture that drives continuous learning and innovation for our customers.

Why should you be part of our success story?

As the fastest-growing Software as a Service (SaaS) company in history, Deel is transforming how global talent connects with world-class companies – breaking down borders that have traditionally limited both hiring and career opportunities. We're not just building software; we're creating the infrastructure for the future of work, enabling a more diverse and inclusive global economy. In 2024 alone, we paid $11.2 billion to workers in nearly 100 currencies and provided healthcare and benefits to workers in 109 countries—ensuring people get paid and protected, no matter where they are.

Our momentum is reflected in our achievements and customer satisfaction: CNBC Disruptor 50, Forbes Cloud 100, Deloitte Fast 500, and repeated recognition on Y Combinator’s top companies list – all while maintaining a 4.83 average rating from 15,000 reviews across G2, Trustpilot, Captera, Apple and Google.

Your experience at Deel will be a career accelerator. At the forefront of the global work revolution, you'll tackle complex challenges that impact millions of people's working lives. With our momentum—backed by a $17.3 billion valuation and $1 Bin Annual Recurring Revenue (ARR) in just over five years—you'll drive meaningful impact while building expertise that makes you a sought-after leader in the transformation of global work.

This role acts as the single point of accountability for preparing Customer Success teams to confidently onboard, support, retain, and expand customers across Deel’s solutions. You will partner closely with Customer Success leadership, Product Enablement, Product, Instructional Design, and Customer Education to ensure CSMs have the skills, knowledge, and tools needed to drive measurable client outcomes and business impact.

• Contribute to the development, delivery, and continuous improvement of Deel’s core global Customer Success enablement programs.
• Translate business priorities (adoption, retention, expansion, efficiency) into structured, outcome-driven enablement programs for CS roles.
• Act as a thought partner to CS leadership on capability gaps, readiness needs, and skill development priorities.

• Design and deliver blended enablement programs, combining live remote sessions, e-learning, self-serve resources, and practical application.
• Partner with Subject Matter Experts, Product Enablement, and Instructional Design to create high-quality, role-specific learning experiences.
• Ensure programs are practical, scenario-based, and directly applicable to real client conversations and workflows.

• Enable CSMs to confidently drive product adoption, value realization, and renewal readiness.
• Partner with Product and Customer Education to reinforce best practices for ongoing client enablement.
• Use customer insights, CS feedback, and performance data to identify adoption or retention gaps and design targeted enablement interventions.

• Define program milestones and success metrics aligned to CS and GTM goals.Track KPIs and report regularly on enablement progress, outcomes, and impact.
• Set clear expectations with stakeholders and provide ongoing feedback and recommendations.

• 3+ years of relevant experience in enablement, program management, Customer Success, Sales, or a related role.
• Strong understanding of Customer Success motions, with at least 2 years of experience working in or closely with CS, Onboarding, or a revenue-impacting role.
• Experience designing and delivering enablement programs for global, distributed teams.
• Ability to translate complex product, process, or domain knowledge into clear, actionable learning.
• Excellent project management and organizational skills; able to balance multiple priorities in a fast-paced environment.
• Confident facilitator, coach, and communicator with strong presentation skills; fluent in English.
• Highly collaborative, able to build trust and influence across CS, Product, Enablement, and cross-functional teams.
• Data-informed and outcomes-focused, with experience defining and tracking enablement KPIs.
• Self-directed, proactive, and comfortable operating as a single owner with high situational awareness.
• Passion for learning, development, and helping others succeed.
• Experience working in a high-growth technology or SaaS environment.

Customer Success is where Deel’s value is realized. In this role, you will directly shape how CSMs support clients, drive adoption, and unlock long-term growth. Your work will improve client outcomes, reduce operational friction, and ensure our Customer Success teams are confident, consistent, and prepared to deliver at scale.

Our workforce deserves fair and competitive pay that meets them where they are. With scalable benefits, rewards, and perks, our total rewards programs reflect our commitment to inclusivity and access for all.

• Stock grant opportunities dependent on your role, employment status and location.
• Additional perks and benefits based on your employment status and country.
• The flexibility of remote work, including optional WeWork access.

At Deel, we’re an equal-opportunity employer that values diversity and positively encourage applications from suitably qualified and eligible candidates regardless of race, religion, sex, national origin, gender, sexual orientation, age, marital status, veteran status, disability status, pregnancy or maternity or other applicable legally protected characteristics.

Deel will provide accommodations on request throughout the recruitment, selection and assessment process for applicants with disabilities. If you require accommodations, please inform our Talent Acquisition Team via this link and a team member will be in touch to ensure your equal participation. If you have difficulty accessing the form, please email at recruiting@deel.com.