Remote Senior Manager, Customer Success - Strategic Accounts

The Company

Medely is a high-growth series-C technology start-up reimagining the future of healthcare work by providing an on-demand marketplace and workforce management tools. With the support of top-tier investors, Medely has quickly become a go-to platform for healthcare professionals to instantly access high-paying jobs with the freedom and flexibility to work when and where they want.

As a fully remote team of sharp, collaborative, and entrepreneurial individuals, we are dedicated to redefining the way healthcare workers and facilities work together to provide for patients. We are looking for passionate and skilled professionals to join our team and help us take on tough challenges in this fast-expanding healthcare industry segment.

Join us in our mission to transform the healthcare staffing industry and improve patient lives!

The Role

We are looking for a Senior Manager of Customer Success to lead our Strategic and Growth teams. You will empower a team of Customer Success Managers to build proactive, value-driven partnerships with post-acute and outpatient facilities – strengthening retention, identifying expansion opportunities, and delivering measurable customer outcomes.

Compensation: $175,000 – $194,000 OTE (base + commission at plan).

Why This Role Exists

As Medely’s SMB customer base grows, we need a leader who can build a more scalable and consistent Customer Success approach without losing the quality of our customer relationships. This role will strengthen how we segment, engage, and create value for customers across our Strategic and Growth portfolios.

What You’ll Own

Reporting to the Senior Director of Customer Success, you will lead a team of Strategic and Growth CSMs responsible for managing small- and medium-sized books of business. You will refine the team’s retention and expansion strategy, develop repeatable playbooks, and use customer insights, performance data, and market trends to guide priorities. You will also coach and develop CSMs, translate broader company strategy into clear team execution, and help strengthen Medely’s presence within the healthcare community.

Occasional local and overnight travel may be required for client meetings, industry engagement, and market-development activities.

The Impact You’ll Make

• Drive Gross Retention Rate (GRR) and mitigate churn by proactively managing portfolio health across the team’s entire book of business.

• Design and execute strategic account plans and motions to drive retention, expansion, and customer engagement across a high-volume segment.

• Coach and build critical thinking across the team, emphasizing value-based selling, strategic negotiation, executive presentation, and data-driven customer interactions.

• Lead capacity planning and bandwidth forecasting to align team headcount with evolving customer segments and aggressive revenue targets.

• Analyze churn indicators, health scores, and market data to predict emerging trends and proactively adjust team tactics.

• Onboard, train, and mentor new team members while cultivating a high-performance, accountable team culture.

• Champion the “voice of the customer” internally, providing structured qualitative and quantitative insights to Product and Leadership teams.

• Identify risk patterns across the customer lifecycle and deploy rapid risk-mitigation strategies to safeguard vulnerable accounts.

• Serve as the primary escalation point for customers and cross-functional alignment issues

• Maintain subject matter expertise on Medely’s product offerings, healthcare staffing dynamics, competitive intelligence, and broader industry trends.

• Build strong, collaborative relationships across teams, cross-functional partners, and executive stakeholders.

Who You Are

• You bring 4+ years of people-management experience in Customer Success or Account Management, ideally leading teams in a high-volume or SMB environment.

• You have a measurable track record of improving retention, reducing churn, and driving revenue expansion.

• You are a strong people leader who coaches CSMs to become trusted strategic partners and confident commercial operators – balancing empathy and support with clear expectations, direct feedback, and accountability.

• You use data to identify performance gaps, set priorities, and turn customer and operational insights into action.

• You are comfortable with tools such as Salesforce, Gong, Tableau, AI productivity tools, and Google Workspace.

• Bachelor’s degree or bring equivalent practical experience.

What Sets You Apart

• You have led Customer Success teams through meaningful growth or change while maintaining strong customer relationships and a high performance bar.

• You can move comfortably between strategy and execution – setting the direction, building the playbook, and helping your team apply it in real customer conversations.

• You know how to scale Customer Success without reducing it to reactive support or routine check-ins; experience in healthcare technology, SaaS, workforce marketplaces, or EMR ecosystems is a plus.

Why Medely: Benefits & Perks

• Competitive Compensation: Based on experience and performance

• Long-term Incentives: 401k

• Healthcare Benefits: Full suite of benefits including medical, dental, and vision insurance

• Flexibility: We believe that work/life balance is important, so we offer flexible and unlimited PTO

• Paid parental leave

• Purpose: Join a growing mission-oriented startup that is modernizing the healthcare industry nationally!

• Ownership: Drive meaningful business impact on a team you’ll help build and define!

• Remote: Work in a digital environment with all the tools to achieve your work as though you were in the office!

We’re an equal opportunity employer to all. We interview and hire applicants of all backgrounds, orientations, expressions, and identities.

Work location is flexible if approved by Medely.

Medely does not accept unsolicited resumes from agencies. We consider any resume (CV) or biography received from an agency or outside recruiter without prior approval from a member of the Medely Human Resources or Recruiting team to be unsolicited and gratuitous, and such submissions will not be recognized by Medely for purposes of “ownership” of the candidate.

We are an E-Verify company.