Director of Customer Success

CloudShare

$140K — $150K *
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 6+ years in leadership roles within Customer Success or related SaaS fields
  • Experience in scaling SaaS companies from $10M-$50M ARR
  • Track record of improving customer retention and satisfaction
  • Strong understanding of SaaS business models and metrics
  • Ability to analyze data for decision-making
  • Excellent leadership and communication skills
  • Hands-on approach to building processes and relationships
  • Experience in influencing company strategy through customer input

Responsibilities

  • Own and execute the Customer Success strategy and model
  • Lead and mentor a high-performing Customer Success team
  • Establish success plans and measurable outcomes for customers
  • Drive metrics related to customer retention and satisfaction
  • Build scalable processes for onboarding and renewals
  • Develop customer engagement strategies to reduce churn
  • Partner with Sales to support renewals and expansion efforts
  • Build relationships with senior stakeholders and act as an executive sponsor
  • Collaborate with internal teams to enhance customer experience
  • Establish KPIs for customer health and operational planning
  • Leverage technology to scale Customer Success
  • Create a customer advocacy program for brand promotion

Benefits

  • Medical, Dental, Vision benefits
  • 401K retirement plan
  • Flexible paid time off (PTO)
  • 12 Paid Holidays
  • Hybrid work model (3 days in office)
  • Modern office in downtown Denver
  • Free Parking
  • Onsite Gym
Full Job Description
We are looking for an experienced Director of Customer Success to lead and scale our global Customer Success organization across an enterprise B2B SaaS customer base.

Reporting directly to the CEO, this leader will be responsible for driving customer adoption, measurable business outcomes, retention, renewals, expansion, customer satisfaction, and long-term success. You will build strong executive relationships, identify opportunities to expand CloudShare's use across teams and use cases, and create a scalable Customer Success operating model.

The ideal candidate is a strategic, hands-on customer leader who can operate effectively at both the executive and operational levels. You understand how to translate technology capabilities into business outcomes and can build trusted relationships across technical, business, learning, enablement, and executive stakeholders.
Responsibilities
  • Own and execute the Customer Success strategy and operating model across onboarding, adoption, customer health, renewals, retention, expansion, and advocacy.
  • Lead, mentor, and develop a high-performing Customer Success team, creating a culture of accountability, customer obsession, collaboration, and continuous improvement.
  • Establish clear customer objectives, success plans, adoption strategies, and measurable outcomes that demonstrate the business value of CloudShare.
  • Drive Net Revenue Retention (NRR), Gross Revenue Retention (GRR), product adoption, customer satisfaction, time to value, and overall customer health.
  • Build scalable Customer Success processes, playbooks, and operational rhythms across onboarding, implementation, business reviews, adoption, renewals, and executive engagement.
  • Develop customer segmentation, coverage models, health scoring, and proactive engagement strategies to identify adoption risks and address potential churn or renewal concerns.
  • Partner with Sales to support renewals and identify opportunities to expand CloudShare across customer teams, audiences, and use cases.
  • Build trusted relationships with senior customer stakeholders and serve as an executive sponsor for strategic enterprise customers.
  • Partner closely with Sales, Product, Professional Services, Marketing, Support, and Engineering to deliver a seamless customer experience and translate customer insights into actionable internal priorities.
  • Establish Customer Success KPIs, forecasting, and operational planning processes, providing executive leadership with clear visibility into customer health, trends, risks, opportunities, and team capacity.
  • Use technology, automation, AI, and data to scale Customer Success and support continued company growth.
  • Develop a systematic customer advocacy program, identifying customers for references, speaking opportunities, case studies, and other proof points that demonstrate CloudShare's value.
Requirements
  • 6+ years of leadership experience in Customer Success, Customer Experience, Account Management, or related customer-facing SaaS leadership roles.
  • Proven experience scaling high-growth SaaS companies, ideally from $10M-$50M ARR and beyond.
  • Strong track record improving customer retention, adoption, expansion, and overall customer health.
  • Deep understanding of SaaS business models, recurring revenue, customer lifecycle management, and success metrics.
  • Experience working with enterprise customers and executive stakeholders.
  • Strong analytical and operational mindset with the ability to use data to drive decisions.
  • Excellent leadership, coaching, communication, and cross-functional collaboration skills.
  • Hands-on leader who enjoys building processes while remaining close to customers and the business.
  • Experience working closely with executive leadership and influencing company strategy through customer insights.
Nice to have
  • Experience in customer education, learning technologies, virtual labs, cybersecurity, developer platforms, or technical enablement environments.
  • Experience working with enterprise customers and customer success-driven SaaS organizations.

Benefits

We offer a competitive compensation package including:
  • Medical, Dental, Vision benefits
  • 401K
  • Flexible PTO
  • 12 Paid Holidays
  • Hybrid work (3 days in office) with modern downtown Denver location
  • Free Parking
  • Onsite Gym


Compensation Range: $140k-$150k annual base salary + 10% bonus

Please note that CloudShare considers various factors in determining pay, including, but not limited to geographic location, qualifications, licensures, certifications, experience, and other skills relevant to the needs of the business.

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