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Manager, Customer Success – Management

Job in Milwaukee, Milwaukee County, Wisconsin, 53244, USA
Listing for: Direct Supply, Inc.
Full Time position
Listed on 2026-10-16
Job specializations:
  • Management
    Client Relationship Management
  • Business
    Customer Success Management, Client Relationship Management
Salary/Wage Range or Industry Benchmark: 90000 - 150000 USD Yearly USD 90000.00 150000.00 YEAR
Job Description & How to Apply Below

Position Summary:

Direct Supply is building the future of healthcare technology with industry-leading products, solutions and platforms to help improve the lives of millions of seniors and those who care for them. In the Manager, Customer Success position, you'll lead a team of Customer Success Managers dedicated to helping healthcare providers maximize the value of Direct Supply DSSI's Spend Management solutions. You'll be an empathetic, customer-obsessed leader who stays close to the customer experience—building trusted relationships, joining critical conversations and coaching your team through opportunities and challenges.

You'll empower your team to accelerate adoption, deliver measurable business outcomes and transform customer insights into actions that strengthen partnerships, improve retention and drive continuous innovation.

Skills Needed:

Set Direction & Strategy - Define where we are heading, why it matters, and what is needed to achieve results. Turn ambiguity into clear priorities and connect day-to-day work to strategy. Use a whole-system view to balance customer, business, capability, and long-term implications and focus teams on the highest-impact opportunities. Translates strategy into clear team priorities, goals, and execution plans

Exercise Judgment & Own Decisions - Navigate complex, cross-system tradeoffs involving business outcomes, risk, speed, and long-term impact. Use critical thinking to determine where human review or escalation is required, challenge assumptions, and take ownership for results and decisions.

Design & Scale Work Systems - Design how people, processes, decisions, data, technology, and AI work together. Redesign workflows, clarify roles and decision rights, remove friction, create feedback loops, and build scalable work systems that improve the whole system for quality, speed, customer experiences, and results at scale.

Mobilize Leaders & Teams - Align leaders, stakeholders, and teams across functions, dependencies, and competing priorities. Build commitment to shared outcomes, navigate dynamics, remove systemic barriers, and drive coordinated execution and transformational change.

Lead & Build Capability - Engage, develop, and recruit top talent with domain depth, systems thinking, AI fluency, and the adaptability needed for the future. Create the context, coaching, feedback, tools, accountability, and culture that enable people and systems to raise the bar and scale impact over time.

Ability to build trusted relationships with customer leaders, navigate complex business challenges and deliver mutually beneficial outcomes. Demonstrated success partnering across Product, Engineering, Sales, Marketing and Customer Support to continuously improve the end-to-end customer experience.

What You'll Do and Impact:

Lead, coach and develop a high-performing team of Customer Success Managers that delivers exceptional customer experiences, measurable business outcomes and long-term customer success. Partner with Sales and Marketing to identify growth opportunities across targeted customer segments and expand adoption of Direct Supply DSSI's portfolio solutions. Develop and execute Customer Success strategies that accelerate adoption, maximize customer value and identify growth opportunities across targeted customer segments.

Build trusted executive customer relationships by leading strategic engagements, navigating complex business challenges and serving as an escalation point when needed. Stay closely connected to the customer experience by engaging customers, listening with empathy and translating their goals and feedback into meaningful action. Develop and leverage customer health metrics, spend analytics and business insights to prioritize engagement,…

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