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Dscout

Director, Mid-Market Customer Success

Dscout

Director of Mid-Market CS at Dscout leading customer success strategies for the mid-market segment. Overseeing customer satisfaction and driving retention in a SaaS organization.

Posted 7/10/2026full-timeRemote • 🇺🇸 United StatesLeadWebsite

About the role

Key responsibilities & impact
  • Improve renewal rates, drive cross-sell revenue, optimize customer health metrics, and participate in forecasting rhythms with clear, data-backed updates on renewal health and expansion opportunities.
  • Develop and execute strategies to retain and expand the customer base, driving measurable value through proactive engagement and broadened stakeholder relationships.
  • Oversee the Mid-Market CS function, guiding your team to drive platform adoption through customer training, research education, and methodology coaching.
  • Manage, mentor, develop, and inspire a team of CSMs — prioritizing workload, monitoring performance, and empowering them to deliver high-impact customer engagements.
  • Serve as executive sponsor for key accounts, cultivating senior relationships, driving successful executive-level reviews, and gathering strategic feedback.
  • Hold the team accountable to activity metrics, utilization targets, and Salesforce data hygiene. Manage capacity and portfolio sizing to protect team bandwidth.
  • Act as the customer voice internally, maintaining tight feedback loops with Product, Sales, Support, and Engineering.
  • Partner with RevOps, Enablement, and CS Leadership to continuously refine the Mid-Market customer journey and implement scalable playbooks.
  • Lead your team and customers through change with confidence and empathy, championing AI tool adoption by modeling best practices and coaching CSMs and customers alike.

Requirements

What you’ll need
  • 7+ years in customer success, account management, or consulting within a SaaS organization, with a strong track record of hitting retention targets.
  • 2+ years directly managing CS or account management teams.
  • Deep expertise in CS metrics (NRR, GRR, account health, etc.), risk mitigation workflows, and activity-based accountability structures.
  • Experience participating in revenue forecasting and/or cross-functional account planning with Sales and Renewals.
  • Excellent communication and critical thinking skills, with a data-driven mindset and comfort with tools like Salesforce, Claude Cowork, and Gong.
  • Highly organized and detail-oriented, with a passion for creative problem-solving.
  • Bonus: Background in qualitative, UX, or market research is a strong plus

Benefits

Comp & perks
  • A strong and competitive compensation package with a built-in bonus and equity program.
  • An incredible and progressive benefits package (for both you and your dependents) to support work/life balance, including flexible PTO, 15 company holidays, 12 weeks of paid parental leave, 401k match, and much more.
  • An education stipend to support your growth & development, and a remote work stipend.
  • A company that is open and transparent with our team. You will know what is happening and why it matters.

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
Customer Success MetricsAccount ManagementRisk Mitigation WorkflowsRevenue ForecastingCross-Functional Account Planning
Soft Skills
Excellent CommunicationCritical ThinkingCreative Problem-SolvingHighly OrganizedDetail-Oriented