Jobs · Project Management

Customer Success Manager – Strategic Accounts

Purple Squirrel Enterprises · Baltimore, MD · 1 mo ago
RemoteRemoteProject Management$85k–$100k/yrFull-time

About the role

This is a dedicated, individual contributor role focused entirely on a single strategic partner: a multi-state umbrella organization spanning multiple provider organizations. You will serve as the primary point of contact across the full customer lifecycle — owning the relationship, leading a complex multi-phase implementation across multiple locations and states, driving deep product adoption, and ensuring the customer achieves meaningful, measurable outcomes.

What You'll Do

Customer Success & Relationship Management

  • Serve as the dedicated primary point of contact for a single, high-complexity strategic partner organization spanning multiple providers and states — owning the full customer relationship across software and services
  • Manage relationships at every level of the customer organization — from executive sponsors and program leadership at the umbrella level to department leads, site administrators, and end-user staff across each provider location
  • Lead executive engagement including regular cadence calls, Executive Business Reviews (EBRs), data-driven success reporting, and product updates tailored to both the umbrella organization and individual providers
  • Own the commercial health of the account, including renewal, upsell, and expansion opportunities across the umbrella organization and its member providers
  • Monitor and drive customer success outcomes including adoption, product utilization, customer health, satisfaction, and measurable ROI — using data to guide proactive interventions and strategic recommendations

Implementation Ownership

  • Primary owner of this rollout — not a supporting partner to a separate implementation team, including multi-phase project planning, milestone tracking, and cross-functional coordination across internal teams (integrations, technical support, product) and customer stakeholders
  • Site-by-site rollout planning and go-live sequencing across provider locations and states
  • Platform configuration and customization across multiple sites and user groups
  • Quality assurance (QA) and go-live readiness validation per site
  • Training, onboarding, and adoption support for end users across all provider sites
  • Post-launch stabilization, ongoing optimization, and continued support

Strategic Contribution

  • Contribute to the scaled customer experience vision by sharing learnings from this strategic engagement to inform playbooks, processes, and best practices for the broader CX team
  • Collaborate closely with product and integrations teams to advocate for the customer's needs, surface feedback, and contribute to roadmap priorities informed by real-world use cases
  • Document interactions, feature requests, and customer feedback to inform roadmap and product development
  • Represent Customer Success in executive-level engagements and strategic initiatives

Travel

25–40% travel to customer sites across multiple states is required to support in-person training, go-live events, and executive relationship development. Frequency will vary based on implementation phase and customer needs.

What We're Looking For

Required

  • 7+ years of experience in Customer Success, Strategic Account Management, or an equivalent customer-facing role — preferably within a healthcare-focused SaaS environment
  • Demonstrated success serving as a dedicated CSM or account owner for a single high-value, high-complexity strategic customer, including navigating multi-stakeholder organizations, multi-site deployments, or multi-entity umbrella structures
  • Exceptional project management skills with demonstrated ability to plan, execute, and track complex, multi-phase implementations across multiple sites and stakeholder groups
  • Exceptional communication and executive presence — experience engaging C-level and senior leadership, with the ability to adapt style across frontline staff, site administrators, and executive audiences
  • Ability to operate at both the strategic and tactical levels — owning executive relationships and long-horizon planning while also rolling up your sleeves for day-to-day implementation details
  • Comfort with customer success tools and platforms (e.g., HubSpot, Jira, Confluence, or similar)
  • Ability and willingness to travel 25–40% to customer sites across multiple states (frequency varies by implementation phase)

Preferred

  • Healthcare industry knowledge — familiarity with HIPAA, DEA regulations, or electronic medical records (e.g., Epic, Cerner, Meditech)
  • Experience with SaaS platforms in care settings (IDD, assisted living, behavioral health)
  • PMP certification or equivalent formal project management training
  • Experience supporting or leading implementations across multi-entity or umbrella-structured organizations

Compensation & Benefits

  • $85,000 – $100,000 base salary (commensurate with experience) with a benefits package built to support your whole life. Final offer will reflect the depth and relevance of your background.
  • Medical: CareFirst BlueCross BlueShield — 100% company-paid individual premiums (base HSA plan); dependent coverage available
  • Dental & Vision: CareFirst — available at employee cost
  • Company-paid: Life & AD&D, Short-Term Disability, Long-Term Disability
  • Virtual Care: CloseKnit — 24/7 primary care + mental health, no additional cost
  • 401(k) retirement plan
  • Lifestyle Spending Account: $50/month, paid quarterly
  • Perks: Birthday stipend, work anniversary stipend, company swag store
  • PTO: Flexible, no hard cap — manager approval required
  • Professional development and learning opportunities

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