Design and operationalize the tech-touch Customer Success strategy for ~1,000 non-managed accounts
Develop segmentation models based on account size, payout trends, user growth, and engagement signals
Build structured lifecycle playbooks covering onboarding, activation, growth, and re-engagement
Define and implement a customer health scoring framework using data from Looker (usage and revenue signals) and HubSpot (account and engagement data)
Monitor payout volume, transaction frequency, and roster trends in Looker to detect early signs of decline
Establish thresholds and triggers for intervention
Design and execute segmented campaigns using HubSpot to drive adoption and engagement
Develop proactive education initiatives to increase feature utilization
Continuously analyze campaign performance and refine outreach strategy
Use AI tools (e.g., Claude, workflow automation platforms) to design, prototype, and deploy scaled engagement programs, health scoring models, and reporting dashboards
Identify manual or repetitive processes across the Customer Success workflow and build automated solutions to replace them
Personally engage with high-risk or high-potential accounts when data indicates intervention could improve outcomes
Conduct structured check-ins focused on usage trends, operational friction, and growth opportunities
Identify usage growth patterns in Looker that indicate upsell potential
Create structured processes for surfacing qualified opportunities to Sales
Partner with the GTM CRM Administrator to define segmentation logic and reporting requirements
Requirements
5+ years of experience in Customer Success, CS Operations, Growth, or usage-based SaaS/fintech environments
Experience operating in a tech-touch or scaled portfolio model
Strong analytical skills with the ability to interpret behavioral and revenue data; comfortable working directly in BI tools such as Looker to build and modify reports
Hands-on experience with HubSpot (segmentation, campaign execution, and CRM data management) and familiarity with BI/analytics platforms (Looker preferred) for usage and revenue reporting
Demonstrated ability to translate data insights into structured customer programs
Strong written communication and cross-functional collaboration skills
Demonstrated experience using AI tools (e.g., Claude, ChatGPT, Copilot) to build workflows, automate tasks, or create operational tooling — not just prompting, but building
Builder mindset: a bias toward creating solutions over requesting them, with comfort iterating quickly and learning by doing.
Benefits
Market-leading medical, dental, and vision insurance