CareerPlan

Digital Account Executive

US - RemoteFull-time$59k2026-10-07 → 2026-11-11

Core

Accountable owner of customer success and growth for 14,000+ unassigned small business accounts, driving retention, renewals, and expansion through scalable digital programs and data-driven prioritization.

Role type

Senior individual contributor Digital Account Executive (Customer Success & Content)

Builds

Scalable content campaigns, automated renewal workflows, and self-service resources for a high-volume unassigned portfolio

Domain

Health & Benefits (HSA, HRA, FSA, COBRA) / SaaS Customer Success

Required skills

Customer success management at scale, content creation (email, webinars, micro-learning), renewal management, data analysis, cross-functional collaboration, CRM proficiency

Preferred skills

Health & Benefits domain knowledge, experience with automated outreach, strong written communication

Technologies

Salesforce, email marketing tools, webinar platforms

Responsibilities

Design and execute one-to-many outbound strategies to surface upsell opportunities; build content and micro-learning journeys to educate clients; own end-to-end renewal management for the unassigned portfolio; identify churn risk signals and deploy scalable retention plays; report on portfolio health and campaign performance.

Seniority

Senior, hands-on IC