VP of Customer Success

CloudShare

$175K — $200K *
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 6+ years of leadership experience in Customer Success, Customer Experience, or SaaS roles.
  • Proven experience scaling high-growth SaaS companies from $10M to $50M ARR and beyond.
  • Track record of improving customer retention, adoption, expansion, and overall health.
  • Deep understanding of SaaS business models and customer lifecycle management.
  • Experience with enterprise customers and executive stakeholder engagement.
  • Strong analytical skills for data-driven decision making.
  • Excellent leadership and cross-functional collaboration abilities.

Responsibilities

  • Own the Customer Success strategy covering all stages from onboarding to expansion.
  • Lead and mentor the Customer Success team to foster accountability and improvement.
  • Drive metrics like Net and Gross Revenue Retention and customer satisfaction.
  • Develop scalable processes and frameworks for impactful customer engagement.
  • Establish customer segmentation and proactive engagement plans.
  • Collaborate closely with Sales, Product, and other departments to enhance customer experiences.
  • Serve as executive sponsor for key enterprise accounts, cultivating high-level relationships.

Benefits

  • Medical, Dental, and Vision benefits
  • 401K plan
  • Flexible PTO
  • 12 Paid Holidays
  • Hybrid work model with 3 days in-office at a modern Denver location
  • Free Parking
  • Onsite Gym
Full Job Description
We are looking for an experienced VP of Customer Success to lead our global Customer Success organization and help customers maximize the value of CloudShare throughout their lifecycle.

Reporting directly to the CEO, you will be responsible for driving customer retention, product adoption, expansion, customer satisfaction, and long-term customer success. The ideal candidate is both strategic and hands-on, with a strong background leading Customer Success teams in high-growth B2B SaaS environments.

Responsibilities:
  • Own the overall Customer Success strategy and execution across onboarding, adoption, customer health, renewals, retention, and expansion.
  • Lead, mentor, and develop a high-performing Customer Success organization, creating a culture of accountability, customer obsession, and continuous improvement.
  • Drive Net Revenue Retention (NRR), Gross Revenue Retention (GRR), customer satisfaction, and overall customer outcomes.
  • Build scalable customer success processes, playbooks, and operational frameworks that support continued company growth.
  • Develop customer segmentation strategies, success plans, health scoring, and proactive engagement models.
  • Partner closely with Sales, Product, Professional Services, Marketing, and Support to deliver a seamless customer experience throughout the customer lifecycle.
  • Serve as the executive sponsor for strategic enterprise customers, building trusted relationships and supporting executive-level engagements.
  • Establish and monitor key Customer Success KPIs, providing regular reporting and data-driven recommendations to executive leadership.
  • Identify opportunities to improve customer adoption, reduce churn, and increase expansion opportunities.
  • Build scalable forecasting and operational planning processes for renewals, customer health, and team capacity.

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.
  • Familiarity with operational frameworks such as EOS, OKRs, or similar scaling methodologies.
  • 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: $175k-$200k annual base salary + 15-20% 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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