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VP, Customer Success

ConnectWise is seeking a Vice President of Customer Success to lead our global customer success teams focusing on driving adoption, retention, and growth among our SMB customer base. The ideal candidate will have a passion for customer success and experience in scaling digital success programs.

Skills

  • Leadership skills
  • Communication skills
  • Strategic thinking
  • Organizational skills
  • Presentation skills

Responsibilities

  • Set goals for operational results across teams
  • Lead and mentor customer success professionals
  • Develop and execute comprehensive customer success strategies
  • Manage a high-touch success team for strategic accounts
  • Foster accountability and customer-centric culture

Education

  • Bachelor’s degree in related field
  • 10+ years in Customer Success, 5+ in leadership roles

Benefits

  • Equal Opportunity Employer
  • Diverse and inclusive workforce
  • Flexible work arrangements
To read the complete job description, please click on the ‘Apply’ button

Average salary estimate

$175000 / YEARLY (est.)
min
max
$150000K
$200000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

What You Should Know About VP, Customer Success, ConnectWise

At ConnectWise, we’re all about customer success, and we’re on the lookout for a VP of Customer Success to join our dynamic team! Based in the United States, you will be stepping into a pivotal role that guides a global team dedicated to enhancing the customer experience for our SMB clients. With over 45,000 partners relying on our solutions, you’ll be at the forefront of transforming the way they manage their businesses. As a leader, you’ll set ambitious goals, leverage data-driven strategies, and foster an innovative culture within your team. You will manage both high-touch and digital success programs, ensuring that customers feel valued and supported at every stage of their journey—from onboarding to ongoing advocacy. Your strong leadership will be essential in mentoring your team while collaborating with departments like Sales, Marketing, and Support to create a seamless experience that enhances customer satisfaction and retention. With a strong emphasis on accountability and continuous improvement, you will be expected to drive initiatives that showcase your customer success expertise. You’ll need to bring at least 10 years of experience in Customer Success, including 5 years in senior leadership roles, and a passion for delivering best-in-class service. Join us in creating an inclusive workplace where diverse perspectives thrive and innovation is celebrated. If you’re ready to make an impact and guide our customers to success, we want to hear from you!

Frequently Asked Questions (FAQs) for VP, Customer Success Role at ConnectWise
What are the primary responsibilities of the VP, Customer Success at ConnectWise?

The VP, Customer Success at ConnectWise is responsible for leading a global team focused on driving customer adoption, retention, and advocacy. This role includes setting strategic goals, managing both high-touch services and digital customer success programs for our SMB customer base, and coordinating cross-functional initiatives to ensure seamless customer experiences.

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What qualifications are required for the VP, Customer Success position at ConnectWise?

To qualify for the VP, Customer Success role at ConnectWise, you should have a Bachelor’s degree or equivalent experience, along with at least 10 years in Customer Success, including 5 years in senior leadership roles. Proven experience in supporting SMB customers through digital success models in a SaaS environment is crucial.

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How does the VP, Customer Success at ConnectWise contribute to customer satisfaction?

The VP, Customer Success at ConnectWise plays a key role in enhancing customer satisfaction by developing comprehensive strategies that prioritize customer engagement and retention. They commit to monitoring customer health metrics and ensuring high levels of Net Revenue Retention (NRR) and Customer Satisfaction (CSAT).

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What is the expected travel for the VP, Customer Success position at ConnectWise?

The VP, Customer Success role at ConnectWise may require 30-40% travel, which can include regional and international trips to connect with clients and team members, ensuring a robust presence in key locations.

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What kind of team culture does ConnectWise promote for the VP, Customer Success?

ConnectWise fosters an inclusive and collaborative team culture for the VP, Customer Success. The environment supports diverse perspectives and emphasizes professional development, accountability, and continuous improvement, creating a space where innovation thrives.

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Common Interview Questions for VP, Customer Success
How would you define success for the Customer Success team at ConnectWise?

Success for the Customer Success team at ConnectWise can be defined through metrics like customer satisfaction (CSAT), Net Revenue Retention (NRR), and the overall health of customer relationships. Setting clear KPIs and regularly assessing team performance in relation to these metrics will be essential.

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What experience do you have in managing both digital and high-touch customer success programs?

Discussing specific examples of programs you’ve managed will showcase your experience. Emphasize how you balanced automated, scalable efforts with personalized engagement strategies for high-value customers, illustrating your ability to cater to diverse customer needs effectively.

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How do you approach setting goals for global teams in a customer success context?

When setting goals for global teams, I prioritize alignment with broader company objectives, ensuring that they are specific, measurable, achievable, relevant, and time-bound (SMART). Engaging the team in the goal-setting process encourages ownership and motivation to achieve results.

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Can you provide an example of how you improved customer retention in a previous role?

Share a specific case where you identified the factors contributing to customer churn. Explain the strategies you implemented, such as enhanced engagement initiatives or improved onboarding processes, and how these led to measurable improvements in retention rates.

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What strategies would you implement to build a customer success culture within the organization?

To build a customer success culture, I would focus on fostering collaboration between teams, ensuring consistent communication with customers, and celebrating customer successes. Providing training and development opportunities for team members can also promote a relentless focus on customer satisfaction.

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How do you utilize data to drive customer success initiatives?

Using analytics tools such as Gainsight and Salesforce, I regularly review customer engagement data to identify trends and areas for improvement. Data informs decision-making, helps tailor marketing efforts, and allows for proactive outreach to at-risk accounts.

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How would you handle a situation where a strategic account is dissatisfied?

I would first seek to understand the customer's concerns by engaging in active listening. Once I have clarity on the situation, I would collaborate with my team to develop a personalized plan to address their issues, keeping the customer updated on our progress to rebuild trust.

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What role does innovation play in customer success, according to your experience?

Innovation is key to continuously meeting evolving customer needs. In my experience, embracing new technologies and methodologies can streamline processes and enhance customer engagement, ultimately leading to improved satisfaction rates and loyalty.

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Describe a time you had to lead a change within a customer success organization.

Provide an example of a specific change initiative, outlining your initial assessment, the steps taken to implement the change, and how you communicated with your team. Highlight the outcome and how it positively affected customer success metrics.

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What methods do you find most effective for mentoring team members in customer success roles?

I find that personalized mentorship, including regular feedback sessions and guided development plans, is highly effective. Encouraging team members to take ownership of their professional growth can lead to a more engaged and efficient customer success team.

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As a company, our vision is to power a thriving IT ecosystem that transforms what’s possible for SMBs, and we do this by empowering IT solution providers with unmatched software, services, and community to achieve their most ambitious vision of su...

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TEAM SIZE
SALARY RANGE
$150,000/yr - $200,000/yr
EMPLOYMENT TYPE
Full-time, hybrid
DATE POSTED
April 15, 2025

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