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Director of Customer Success and Sales

What is the role?

We are looking for a strategic thinking and business-savvy Director of Customer Success and Sales to lead our Customer Success and Sales team to the next level. If your talent is deepening the insights from existing customers to empower your success and sales teams, we’d love to hear from you.

You will oversee two teams. For Customer Success, your objective is to empower our Manager, Customer Success to build, in-depth, relationship management at scale to unearth business insights. There is an opportunity to hire someone to grow our inside sales program.


The Head of Customer Success and Sales will report to the Head of Teachable. Furthermore, you will manage a Manager, Customer Success. This entails providing mentorship, guidance, and support to ensure the team's effectiveness in delivering exceptional service to our creators thus business goals. 

This position is hybrid to our NYC office. Local employees tend to use our NYC office 1-2 times a week.  



In this role you'll:

  • Own: Shape the future of Teachable’s sales and customer success functions that enhance retention and growth.
  • Build: Empower your teams to define scalable systems and processes. 
  • Coach: Your managers in alignment with company values and methodology to build a best-in-class success and sales team.
  • Execute: Own team metrics and goals, developing and executing plans to meet and exceed targets.
  • Build trust: Develop trusted advisor relationships with key customer stakeholders to fully understand their business strategies and success metrics.
  • Learn together: Collaborate closely with internal teams, including Product, Marketing, Sales, and Support to align priorities and address customer needs and opportunities.
  • Demonstrate Thought Leadership: Represent Teachable at industry events, fostering strong relationships and positioning the company as a leader in the Creator Economy.
  • Grow: Hire an Inside Sales Representative.

What you'll bring:

  • Leadership Experience: Demonstrated leadership and mentorship skills with a minimum of 3 years of experience in guiding and developing success and sales teams within a SaaS or technology-driven environment. This includes creating processes from scratch and scaling them to meet evolving needs.
  • Proven Track Record in Process Creation and Scaling: A minimum of 10 years in a Customer Success, Account Management, Consultant, or similar role within a SaaS or technology-driven environment, showcasing a track record of successfully creating processes from scratch and scaling them to drive efficiency and effectiveness.
  • Strong Business Acumen: Solid understanding of business strategies, leverage insights for strategic growth, and guide your team
  • Results-Oriented: Possesses a keen understanding of how to thrive in competitive markets, showcasing a driven and results-oriented mindset with a strong desire to lead our teams to success.
  • Communication and Relationship Building: Exceptional communication skills, both written and verbal, with the capacity to develop and maintain strong relationships with creators, providing them with networking opportunities and support for their brand authority growth.

Nice to have:

  • Inherent sales and marketing skills as well as a deep interest in the online and creator economy. 
  • A strong understanding about what makes an online business succeed as well as which tools and platforms creators are using will be necessary in order to help our customers experience impactful moments as quickly as possible.

Additional details:

At Teachable, we are committed to providing fair and competitive pay (using market data to inform our pay bands), rewarding high performance, and ensuring all employees have the opportunity and ability to impact Teachable’s overall company value. Base salaries will be reviewed at regular intervals throughout the year, typically following performance review cycles currently conducted bi-annually or in conjunction with a promotion.

  • This role is only open to candidates who are available to commute to the NY metro area
  • This role will require quarterly travel to industry events 
  • Applicants must be currently authorized to work in the United States on a full-time basis. 
  • For this role, the cash compensation package potential is $150,000 - $200,000, inclusive of a performance bonus that will be tied to set targets. Total compensation also includes a competitive benefits package and an RSU package. A salary offer will be determined by a number of factors including experience, skill level, education, internal pay equity, and other relevant business considerations. We review all teammate pay and compensation programs regularly to ensure competitive and fair pay.
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Average salary estimate

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$200000K

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What You Should Know About Director of Customer Success and Sales, Teachable

Are you ready to take the next step in your career? Teachable is searching for a dynamic and strategic Director of Customer Success and Sales to elevate our Customer Success and Sales teams. Based in New York, this hybrid role allows you to connect with local teammates in the office 1-2 times a week, all while having a significant impact on our customer relationships and sales processes. In this pivotal position, you'll work closely with our Manager of Customer Success to foster in-depth relationship management and uncover vital business insights. Your leadership will guide two teams, ensuring they are equipped to deliver exceptional service to our creators. Not only will you have the opportunity to hire an Inside Sales Representative, but you'll also shape the future of our success and sales initiatives aimed at enhancing retention and growth. Your experience in leadership, process creation, and deep business acumen will be essential as you coach your managers and execute plans to exceed team metrics and goals. You'll build trusted relationships with key customer stakeholders while collaborating with internal teams to align our priorities to address customer needs. At Teachable, we believe in nurturing our talent, so expect to demonstrate thought leadership by representing our company at industry events and reflecting our values in all interactions. If you're passionate about building a best-in-class team and driving impactful results in the Creator Economy, we would love to hear from you!

Frequently Asked Questions (FAQs) for Director of Customer Success and Sales Role at Teachable
What are the key responsibilities of the Director of Customer Success and Sales at Teachable?

The Director of Customer Success and Sales at Teachable is responsible for shaping the future of our success and sales functions, empowering teams to create scalable systems, and coaching managers to enhance their effectiveness. Additionally, they own team metrics, develop relationships with key customer stakeholders, and collaborate with cross-functional teams to address customer needs.

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What qualifications are needed for the Director of Customer Success and Sales position at Teachable?

Candidates for the Director of Customer Success and Sales role at Teachable should possess at least three years of leadership experience, with a minimum of 10 years in Customer Success or a related role within a SaaS environment. Strong communication skills, business acumen, and results-oriented mindset are essential for this position.

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How does the role of Director of Customer Success and Sales impact Teachable's growth?

The Director of Customer Success and Sales plays a critical role at Teachable by driving retention and growth through effective team management and by developing strong relationships with customers. Their strategic oversight ensures teams are aligned with business goals and that customer needs are met, fostering long-term success.

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What is the working environment like for the Director of Customer Success and Sales at Teachable?

The Director of Customer Success and Sales at Teachable works in a hybrid environment, primarily based in New York. Local employees typically attend the office 1-2 times a week, allowing for collaboration with team members while also providing flexibility.

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What is included in the compensation package for the Director of Customer Success and Sales role at Teachable?

The compensation package for the Director of Customer Success and Sales position at Teachable ranges from $150,000 to $200,000, including performance bonuses tied to set targets. Additionally, the package includes competitive benefits and RSU options, with regular salary reviews to ensure fairness and competitiveness.

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Common Interview Questions for Director of Customer Success and Sales
How do you prioritize tasks for your Customer Success and Sales teams?

When prioritizing tasks for Customer Success and Sales teams, it's vital to align priorities with business goals. I focus on understanding customer needs through data analysis and direct feedback, which helps identify areas where immediate action will drive results, ultimately enhancing customer satisfaction and retention.

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Can you describe a successful strategy you've implemented in a previous role?

In my previous role, I implemented a customer engagement framework that combined personalized outreach with data analytics to identify at-risk customers. This proactive strategy increased retention rates by 20% within the first year and served as a model for performance tracking, enabling the team to drive more effective customer engagements.

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What metrics do you believe are most important for Customer Success and Sales roles?

The key metrics that I focus on for Customer Success and Sales roles include customer retention rates, Net Promoter Score (NPS), average response time to customer queries, and team performance against sales targets. These metrics provide a comprehensive view of both team effectiveness and customer satisfaction.

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How do you ensure the professional development of your team?

To ensure my team's professional development, I create personalized development plans that align with each individual's career goals and the company's objectives. I conduct regular check-ins to discuss progress and offer opportunities for skill enhancement through training, workshops, and mentorship.

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How do you build trust with key customer stakeholders?

Building trust with key customer stakeholders involves consistent communication, understanding their business goals, and reliably delivering on promises. I focus on being transparent, sharing insights, and demonstrating how our services align with their success metrics.

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Can you give an example of how you've handled a difficult customer situation?

Certainly! Once, I managed a situation where a customer was unhappy with the service delivery. I actively listened to their concerns and worked quickly to address the issues while providing regular updates. This openness not only resolved the immediate issues but also strengthened our relationship, turning a frustrated customer into a loyal advocate.

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What steps do you take to align your team with company values?

To align my team with company values, I lead by example and incorporate our core values into daily operations and decisions. I also hold regular training sessions that emphasize these values, ensuring they resonate in our approach towards customers and internal collaboration.

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How do you leverage cross-functional collaboration in your role?

I actively foster cross-functional collaboration by organizing regular meetings with departments like Product, Marketing, and Support. By creating an open forum for discussing customer feedback and strategic initiatives, we can ensure alignment and faster issue resolution while enhancing the overall customer experience.

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What role does data play in your decision-making process?

Data is integral to my decision-making process. I utilize analytics to assess customer behavior trends and evaluate team performance metrics. This data-driven approach helps in refining strategies and processes, ultimately leading to better insights and outcomes.

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What do you find most rewarding in a leadership role?

The most rewarding aspect of a leadership role for me is witnessing the growth and development of my team members. Guiding individuals to achieve their potential, celebrating their successes, and fostering a culture of collaboration and innovation brings immense satisfaction.

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To transform the lives of creators and their students through the power of knowledge.

11 jobs
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CULTURE VALUES
Mission Driven
Rapid Growth
Growth & Learning
Collaboration over Competition
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EMPLOYMENT TYPE
Full-time, hybrid
DATE POSTED
April 4, 2025

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