Lone Wolf Technologies

Gainsight CS Operations Analyst

Canada full-time Mid CAD105,000 - CAD105,000
full-time Mid level Technology & IT Salary listed Curated
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About the role

Lone Wolf Technologies is transforming how we deliver Customer Success across a large and diverse customer base. As part of that transformation, we are implementing Gainsight CS, PX, and Skilljar to strengthen customer health management, digital engagement, adoption, and retention.

We are seeking an experienced Gainsight Administration / Operations expert to serve as the technical owner of the platform who will build the operational foundation for our future-state Customer Success model.

Reporting to the Vice President of Customer Success, this is a hands-on role for someone who has previously built, configured, and managed Gainsight in a complex SaaS environment. The ideal candidate brings deep technical expertise in Gainsight CS, strong Journey Orchestrator experience, and the ability to translate business requirements into scalable workflows, automation, reporting, and customer journeys.

ESSENTIAL RESPONSIBILITIES & DUTIES:

Serve as the primary administrator and technical owner of Gainsight CS.

Configure and maintain Gainsight objects, fields, layouts, permissions, health scores, CTAs, playbooks, Success Plans, reports, dashboards, and automation.

Build and manage Journey Orchestrator programs, including audience criteria, branching logic, triggers, and automated communications.

Partner with Customer Success leadership to translate customer journey and lifecycle strategies into scalable Gainsight workflows.

Build and maintain Rules Engine configurations, data transformations, reporting logic, and automated customer health and risk signals.

Partner with other system owners to integrate and operationalize customer data within Gainsight.

Support the integration and use of Gainsight PX and Skilljar as part of broader digital adoption and customer education motions.

Establish platform governance, documentation, testing, change management, and administration standards.

Train and enable Customer Success users while continuously improving workflows and reducing administrative friction.

REQUIREMENTS:

3+ years of hands-on Gainsight administration experience in a production environment.

Demonstrated experience building a Gainsight implementation, not simply using Gainsight as an end user.

Deep hands-on experience with Journey Orchestrator, including building multi-step automated journeys, participant logic, and triggers.

Strong experience with Rules Engine, Customer Health / Scorecards, Playbooks, Success Plans, Reports and Dashboards

Experience working with Salesforce and understanding CRM data models, account structures, and integrations.

Experience translating business requirements into scalable technical configurations.

Strong troubleshooting, analytical, and data-management skills.

Strong understanding of Customer Success workflows such as onboarding, adoption, risk management, retention, and lifecycle engagement.

Preferred Qualifications

Gainsight Administrator certification or equivalent demonstrated expertise.

Experience with Gainsight PX and Skilljar

Experience in a multi-product SaaS environment.

Familiarity with SaaS metrics including ARR, GRR, NRR, churn, contraction, and product adoption.

Originally posted on Himalayas

Interview prep

Walk in with sharper answers.

Use this as a quick practice sheet before you speak with the employer.

Mid
Technology & IT Administration API integration CRM Data Analysis Operations Mid level

Likely questions

  1. Tell us about work you have done that is close to the Gainsight CS Operations Analyst role.
  2. How would you approach your first 30 days at Lone Wolf Technologies?
  3. Which of Administration, API integration and CRM have you used recently, and what did it help you achieve?
  4. Describe a time you solved a problem without waiting to be told exactly what to do.
  5. How do you handle busy days, changing priorities, or pressure at work?

Prepare before the call

  • A recent example that proves your experience with Administration, API integration and CRM.
  • One short story with a problem, your action, and the result.
  • Two examples that show the strengths listed on your CV.
  • A clear reason why this role and company interest you.
  • Your availability, preferred work style, and salary expectations.

Ask them

  • What would success look like in the first 90 days?
  • What are the main problems this hire should help solve?
  • How does the team give feedback and measure good work?
  • What does a normal working week look like for this role?
Practice line

I am interested in the Gainsight CS Operations Analyst role because I can bring practical experience in Administration, API integration and CRM, learn the team quickly, and contribute to the outcomes Lone Wolf Technologies needs from this hire.

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