Top Benefits
About the role
Ready to accelerate your career? Cardata is where driven people make an outsized impact. We’re a small but mighty team transforming how businesses manage vehicle reimbursement — replacing outdated programs with smart, automated solutions. Our vision is bold: to provide the most comprehensive, intelligent, and automated software and services for creating ideal vehicle programs. And we’re building toward that vision every single day. Join us and you’ll find challenge, growth, and the chance to deliver real impact — helping hundreds of companies and thousands of drivers across North America focus on the work that matters most to them. At Cardata, customers are at the center of everything we do. Our Customer Success team is both the foundation of our strong retention and renewal rates and the driving force behind our growth strategy. We’re looking for ambitious, proactive Senior Customer Success Managers who see themselves as builders of both customer success and business growth. As a Customer Success Manager, you’ll own strategic relationships with Cardata’s customers, ensuring they achieve exceptional outcomes while driving adoption, expansion, and long-term partnerships. Acting as a trusted advisor to senior executives, finance leaders, and administrators, you’ll position Cardata as a strategic partner that shapes customer growth, compliance, and operational efficiency through every stage of the relationship. You’ll thrive here if you’re energized by solving high-impact challenges, confident in navigating executive conversations, and motivated by the opportunity to deliver measurable business outcomes in a fast-paced SaaS environment.
This is a remote first role with occasional 2-3 times a year travel requirement
What You’ll Be Doing Drive Customer Value and Growth Own a portfolio of strategic accounts and deliver measurable outcomes that drive customer ROI. Lead consultative onboarding and successful program implementations, ensuring executive alignment and using established playbooks and processes. Drive revenue growth across your portfolio through increased adoption, program optimization, and successful renewals. Monitor engagement, program performance, and usage trends to ensure customers are realizing value from their program. Identify and drive opportunities to expand Cardata's programs within existing accounts based on customer goals, usage insights, and organizational changes.
Be a Trusted, Proactive Partner
Build trusted relationships with key stakeholders including executives, program administrators, HR leaders, and finance partners. Lead executive business reviews and QBRs that showcase data-backed value and growth opportunities. Collaborate cross-functionally to deliver seamless customer experiences while championing customer needs in alignment with Cardata’s growth objectives.
Deliver Long-Term Outcomes
Create and deliver engagement strategies that deepen adoption, sustain long-term value, and strengthen customer loyalty. Drive end-to-end renewal cycles, negotiating terms and securing multi-year commitments where possible. Work proactively with customers to address challenges and ensure programs continue delivering value ahead of renewal cycles. Partner with leadership to refine customer segmentation, playbooks, and success frameworks that scale across the organization. Collaborate cross-functionally with Product, Sales, Operations, and Support to streamline processes and improve the customer experience.
Own Renewal Readiness and Retention
Drive renewals for accounts within your portfolio and lead renewal conversations with customer stakeholders. Monitor customer health indicators and identify early signs of risk or disengagement. Work proactively with customers to address challenges and ensure programs continue delivering value ahead of renewal cycles.
Who you are
Executive Communicator: Confident leading C-level conversations and influencing high-stakes decisions. Customer-Centered & Growth-Driven: Motivated by creating long-term value while driving account expansion. Analytical & Strategic: Skilled at synthesizing insights and creating actionable insights to drive customer outcomes. Ambitious & Self-Motivated: Thrive in a fast-paced, high-growth SaaS environment where ownership and initiative are key. Collaborative Influencer: Passionate about contributing to a high-performing team culture. Detail-Oriented & Organized: Exceptional ability to manage complex programs, negotiations, and stakeholder expectations.
What You’ll Bring
3-5 years in a customer-facing role (Customer Success, Account Management, or Consulting), ideally in SaaS. Proven success managing mid-to-large enterprise accounts with multiple stakeholders. Demonstrated track record of driving retention, adoption, and expansion across a diverse portfolio. Comfortable leading executive-level conversations and influencing decision-making. Experience leading customer conversations, including business reviews, strategic planning sessions, renewals and expansions. Skilled in data-driven storytelling, using metrics to demonstrate value and influence outcomes. Strong negotiation skills. Tech-savvy and experienced in remote-first environments.
Compensation
In line with Ontario’s Pay Transparency legislation, the expected base compensation for this role is $70,000–$80,000 CAD annually. In addition, this role is eligible for target variable incentives of $10,000–$20,000 CAD, with actual earnings dependent on experience, skills, and performance.This is a vacant position, and we are hiring with intention and seeking someone who will bring new perspective, contribute meaningfully to the team, and grow with the organization.
Why you’ll love working at Cardata
We’ll be honest — Cardata isn’t for everyone. If you thrive in a fast-paced environment, take extreme ownership, and constantly push yourself (and your work) to be the best, you’ll fit right in. You’ll be surrounded by driven teammates who genuinely care — about the work, about our customers, and about helping each other succeed. Together, we take on ambitious goals and celebrate the wins along the way.
What we offer in return for you bringing your best
Remote work and flexible working hours Mentorship and development opportunities (to help you achieve your career goals!)
Extended medical & dental benefits
Healthcare spending account $3,000 annual Health and Wellness Spending Account to support your overall wellbeing Employee assistance program (EAP) Flexible (Unlimited) Time Off: No annual cap on vacation, supported by a trust-based, flexible approach to time away. Cardata is an equal opportunity employer. All candidates will be equally considered without regard to race, ancestry, place of origin, colour, ethnic origin, language, citizenship, creed, religion, gender/gender identity, sexual orientation, age, marital status, physical and/or mental handicap or financial ability. We are dedicated to creating an inclusive environment where everyone feels welcome to bring their authentic selves to work. If you require accommodations during the recruitment process, please let us know.
Not the right fit? Search for Customer Success Manager jobs in Canada
About Cardata
Cardata is the platform that makes mileage reimbursement accurate, compliant and tax-free.
For more than 25 years, we’ve helped companies put the right tools in place to support employees who drive their personal vehicles for work. We design and manage reimbursement programs tailored to how your employees actually drive, using proven IRS-compliant models like Fixed and Variable Rate (FAVR), Cents Per Mile (CPM), and Tax-Free Car Allowance (TFCA).
Cardata combines purpose-built software with managed services to capture employee mileage, manage payments, and keep programs defensible. Using real driving data, we match employees with tax-free reimbursements tailored to their role, driving needs, and your budget, helping you stay tax compliant, control your costs, and run a program built on accuracy.
Companies using Cardata save an average of 30% compared to traditional allowances and company cars, while improving accuracy, fairness, and compliance.
Mileage reimbursement can get complicated. Cardata makes it simple.
Similar Jobs
Top Benefits
About the role
Ready to accelerate your career? Cardata is where driven people make an outsized impact. We’re a small but mighty team transforming how businesses manage vehicle reimbursement — replacing outdated programs with smart, automated solutions. Our vision is bold: to provide the most comprehensive, intelligent, and automated software and services for creating ideal vehicle programs. And we’re building toward that vision every single day. Join us and you’ll find challenge, growth, and the chance to deliver real impact — helping hundreds of companies and thousands of drivers across North America focus on the work that matters most to them. At Cardata, customers are at the center of everything we do. Our Customer Success team is both the foundation of our strong retention and renewal rates and the driving force behind our growth strategy. We’re looking for ambitious, proactive Senior Customer Success Managers who see themselves as builders of both customer success and business growth. As a Customer Success Manager, you’ll own strategic relationships with Cardata’s customers, ensuring they achieve exceptional outcomes while driving adoption, expansion, and long-term partnerships. Acting as a trusted advisor to senior executives, finance leaders, and administrators, you’ll position Cardata as a strategic partner that shapes customer growth, compliance, and operational efficiency through every stage of the relationship. You’ll thrive here if you’re energized by solving high-impact challenges, confident in navigating executive conversations, and motivated by the opportunity to deliver measurable business outcomes in a fast-paced SaaS environment.
This is a remote first role with occasional 2-3 times a year travel requirement
What You’ll Be Doing Drive Customer Value and Growth Own a portfolio of strategic accounts and deliver measurable outcomes that drive customer ROI. Lead consultative onboarding and successful program implementations, ensuring executive alignment and using established playbooks and processes. Drive revenue growth across your portfolio through increased adoption, program optimization, and successful renewals. Monitor engagement, program performance, and usage trends to ensure customers are realizing value from their program. Identify and drive opportunities to expand Cardata's programs within existing accounts based on customer goals, usage insights, and organizational changes.
Be a Trusted, Proactive Partner
Build trusted relationships with key stakeholders including executives, program administrators, HR leaders, and finance partners. Lead executive business reviews and QBRs that showcase data-backed value and growth opportunities. Collaborate cross-functionally to deliver seamless customer experiences while championing customer needs in alignment with Cardata’s growth objectives.
Deliver Long-Term Outcomes
Create and deliver engagement strategies that deepen adoption, sustain long-term value, and strengthen customer loyalty. Drive end-to-end renewal cycles, negotiating terms and securing multi-year commitments where possible. Work proactively with customers to address challenges and ensure programs continue delivering value ahead of renewal cycles. Partner with leadership to refine customer segmentation, playbooks, and success frameworks that scale across the organization. Collaborate cross-functionally with Product, Sales, Operations, and Support to streamline processes and improve the customer experience.
Own Renewal Readiness and Retention
Drive renewals for accounts within your portfolio and lead renewal conversations with customer stakeholders. Monitor customer health indicators and identify early signs of risk or disengagement. Work proactively with customers to address challenges and ensure programs continue delivering value ahead of renewal cycles.
Who you are
Executive Communicator: Confident leading C-level conversations and influencing high-stakes decisions. Customer-Centered & Growth-Driven: Motivated by creating long-term value while driving account expansion. Analytical & Strategic: Skilled at synthesizing insights and creating actionable insights to drive customer outcomes. Ambitious & Self-Motivated: Thrive in a fast-paced, high-growth SaaS environment where ownership and initiative are key. Collaborative Influencer: Passionate about contributing to a high-performing team culture. Detail-Oriented & Organized: Exceptional ability to manage complex programs, negotiations, and stakeholder expectations.
What You’ll Bring
3-5 years in a customer-facing role (Customer Success, Account Management, or Consulting), ideally in SaaS. Proven success managing mid-to-large enterprise accounts with multiple stakeholders. Demonstrated track record of driving retention, adoption, and expansion across a diverse portfolio. Comfortable leading executive-level conversations and influencing decision-making. Experience leading customer conversations, including business reviews, strategic planning sessions, renewals and expansions. Skilled in data-driven storytelling, using metrics to demonstrate value and influence outcomes. Strong negotiation skills. Tech-savvy and experienced in remote-first environments.
Compensation
In line with Ontario’s Pay Transparency legislation, the expected base compensation for this role is $70,000–$80,000 CAD annually. In addition, this role is eligible for target variable incentives of $10,000–$20,000 CAD, with actual earnings dependent on experience, skills, and performance.This is a vacant position, and we are hiring with intention and seeking someone who will bring new perspective, contribute meaningfully to the team, and grow with the organization.
Why you’ll love working at Cardata
We’ll be honest — Cardata isn’t for everyone. If you thrive in a fast-paced environment, take extreme ownership, and constantly push yourself (and your work) to be the best, you’ll fit right in. You’ll be surrounded by driven teammates who genuinely care — about the work, about our customers, and about helping each other succeed. Together, we take on ambitious goals and celebrate the wins along the way.
What we offer in return for you bringing your best
Remote work and flexible working hours Mentorship and development opportunities (to help you achieve your career goals!)
Extended medical & dental benefits
Healthcare spending account $3,000 annual Health and Wellness Spending Account to support your overall wellbeing Employee assistance program (EAP) Flexible (Unlimited) Time Off: No annual cap on vacation, supported by a trust-based, flexible approach to time away. Cardata is an equal opportunity employer. All candidates will be equally considered without regard to race, ancestry, place of origin, colour, ethnic origin, language, citizenship, creed, religion, gender/gender identity, sexual orientation, age, marital status, physical and/or mental handicap or financial ability. We are dedicated to creating an inclusive environment where everyone feels welcome to bring their authentic selves to work. If you require accommodations during the recruitment process, please let us know.
Not the right fit? Search for Customer Success Manager jobs in Canada
About Cardata
Cardata is the platform that makes mileage reimbursement accurate, compliant and tax-free.
For more than 25 years, we’ve helped companies put the right tools in place to support employees who drive their personal vehicles for work. We design and manage reimbursement programs tailored to how your employees actually drive, using proven IRS-compliant models like Fixed and Variable Rate (FAVR), Cents Per Mile (CPM), and Tax-Free Car Allowance (TFCA).
Cardata combines purpose-built software with managed services to capture employee mileage, manage payments, and keep programs defensible. Using real driving data, we match employees with tax-free reimbursements tailored to their role, driving needs, and your budget, helping you stay tax compliant, control your costs, and run a program built on accuracy.
Companies using Cardata save an average of 30% compared to traditional allowances and company cars, while improving accuracy, fairness, and compliance.
Mileage reimbursement can get complicated. Cardata makes it simple.