Customer Success Operations Specialist

Cardata

• $75K — $90K *
US-AnywhereRemote in Canada
Business Services
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 3-5 years of experience in Customer Success Operations or similar roles
  • Ability to explain complex features in clear, practical terms
  • Experience in developing and delivering training and written materials
  • Hands-on experience with Mailchimp or similar customer communication platforms
  • Strong writing, facilitation, and project management skills
  • Ability to use customer feedback to drive training and documentation needs
  • Familiarity with customer success tools like Gainsight, Zendesk, and Hubspot

Responsibilities

  • Meet with Product post-sprint to understand updates and releases
  • Translate product changes into training for customer-facing teams
  • Assist CSMs in promoting new features to existing customers
  • Monitor and address knowledge gaps among CSMs
  • Verify and update internal documentation for reliability
  • Plan customer communications using Mailchimp
  • Conduct webinars to demonstrate new features and answer questions
  • Create enablement materials in partnership with Product Marketing
  • Share customer insights to inform marketing campaigns
  • Develop training resources with the Implementation Specialist
  • Analyze support ticket trends to provide insights for teams
  • Translate recurring customer questions into practical resources

Benefits

  • Remote work and flexible hours
  • Mentorship and professional development opportunities
  • Extended medical and dental benefits
  • Healthcare spending account
  • $3,000 annual Health and Wellness Spending Account
  • Employee assistance program (EAP)
  • Unlimited flexible time off
Full Job Description
Cardata is looking for a Customer Success Operations Specialist to strengthen how we equip our customer-facing teams and educate our customers. You'll connect Customer Success, Product, Support, Implementation and Product Marketing, making sure product changes are understood, customer questions are heard, and the right training and communications reach the right people. This is an operations and enablement role. Your focus will be building repeatable processes, resources and communications that help the whole CS team succeed.

What you'll do
  • Meet with Product at the end of each sprint to understand what has been completed, when it will be released and which customers will benefit
  • Translate release notes into practical training for CS and Support, including feature demonstrations, customer use cases, talking points and answers to likely questions
  • Help CSMs explain the value of new features and identify opportunities to introduce them to existing customers
  • Monitor questions from CSMs and customer admins to spot knowledge gaps, then develop group training, individual coaching or resources to address them
  • Regularly review and verify internal documentation in Guru so customer-facing teams can rely on it
  • Plan and manage communications to drivers, admins and customer contacts, using Mailchimp to reach the right audiences with clear, timely information
  • Demonstrate new features to existing customers through webinars or other training sessions, and answer questions about how to use them
  • Partner with Product Marketing to create customer enablement materials, including emails, webinars, guides and certifications
  • Share customer insights with Product Marketing to help shape customer campaigns, then brief the CS team on upcoming campaigns and how they can use them in customer conversations
  • Work with the Implementation Specialist to develop live and self-serve training, using tools such as Loom and Navattic where appropriate
  • Work with Support to identify ticket trends by program type, customer segment and account, and translate those trends into useful insights for CS and Product
  • Bring recurring customer questions, feedback and adoption barriers to Product as a trusted voice of the customer
  • Turn repeated questions into practical resources, such as videos, guides and one-pagers, and improve those resources based on how teams and customers use them

What you bring
  • 3-5 years of experience in Customer Success Operations, customer enablement, customer education or a related role
  • The ability to learn a product in depth and explain complex features in clear, useful language for internal teams and customers
  • Experience developing and delivering training, product demonstrations and written enablement materials
  • Hands-on experience with Mailchimp or a similar platform for building, segmenting and sending customer communications
  • Strong writing, facilitation and project management skills, with the ability to coordinate work across several teams
  • Comfort using customer feedback, support trends and recurring questions to decide where training or documentation is needed
  • Experience with knowledge and training tools such as Guru, Loom or Navattic is an asset
  • Hands-on experience with Customer Success and Support tools such as Gainsight, Zendesk, and Hubspot is an asset


Compensation:

In line with Ontario's Pay Transparency legislation, the expected base compensation for this role is $75,000-$90,000 CAD annually (dependent on experience and competency). 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.

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