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Customer Support Team Lead


About Jane: Helping the Helpers


At Jane, we’re on a mission to make life easier for healthcare practitioners and their patients. Our platform supports clinics with online booking, charting, scheduling, payments, telehealth, and more, helping practitioners focus on care, not admin.We’re a remote-first, founder-led company that believes great work happens when people feel trusted, supported, and connected. Autonomy and flexibility are a big part of our culture—whether that means balancing work with family life, collaborating across time zones, or jumping into one of our many Slack communities.But we don’t just build software—we build relationships. We set a high bar for customer care, problem-solving, and innovation because our customers do too. And as Jane grows, so does our impact.Our vision? More Happier Helpers. That means supporting our customers, our teammates, and our community as we continue to evolve. If you’re excited by meaningful challenges, real impact, and a team that values curiosity and collaboration, we’d love to hear from you.


At Jane, our Support Team is at the heart of what we do. 💙


We believe that every interaction is an opportunity to create a human, helpful, and delightful experience for the healthcare practitioners who rely on us. We’re looking for a Customer Support Team Lead, or as we call them, Team Captain, to coach, empower, and inspire a team of Drivers, our front-line customer support specialists. Our Drivers do more than just answer questions; they provide thoughtful guidance, solve problems proactively, and build relationships with our customers to ensure they get the most out of Jane. Jane’s support is about helping the Helpers. We educate, troubleshoot, host demos, and onboard customers, always keeping their needs at the center of what we do. As a Team Captain, you’ll play a crucial role in developing your team, ensuring they feel motivated, engaged, and equipped to deliver exceptional support. You’ll also help shape initatives that enhance the customer experience, drive quality, and create real impact.If you’re a customer-obsessed leader who can coach, support, and develop a high-performing team, we’d love to hear from you.





What You’ll Be Doing
  • Lead and mentor a team of ~8 Drivers by providing ongoing 1:1 coaching, real-time feedback using Jane’s 4C model, and structured growth conversations. Foster a culture of trust, inclusivity, and continuous learning through training, career development planning, and curiosity-driven development.
  • Conduct regular quality reviews to highlight key behaviours, track trends, and identify coaching opportunities. Use performance data (e.g. CSAT, FCR, service levels) to develop targeted coaching plans and drive continuous improvement.
  • Foster open, transparent communication with your team and across departments.
  • Keep Drivers informed about product updates, company changes, and support strategies through regular one-on-ones and team meetings.
  • Monitor customer trends through weekly quality reviews, CSAT results and collaborate with cross-functional teams to address issues at the root cause and find human, helpful and delightful solutions.
  • Lead your team through change with adaptability and a solution-oriented mindset.  Encourage proactive problem-solving and help Drivers build confidence in handling tough challenges
  • Support your team by jumping in to assist customers, troubleshoot complex issues, and model exceptional service. Manage escalations with empathy and urgency while coaching Drivers on effective de-escalation tactics.


What We’re Looking For
  • Minimum of 2 years of leadership supporting a team who does calls, chats and emails to support customers
  • A strong coach and mentor who knows how to motivate, develop, and retain exceptional people.
  • A customer-obsessed approach with a passion for delivering a best-in-class experience.
  • With a data-informed mindset, you’ll use insights to drive improvements and identify coaching opportunities.
  • Outstanding communication skills, and you foster open, honest, and constructive conversations in one-on-ones, team meetings, and Slack.
  • Growth mindset, you’re always looking for ways to improve how we work to create better experiences for everyone.
  • Adaptability and resilience: you thrive in fast-paced, ever-changing environments.
  • Experience leading a remote or distributed team.
  • Familiarity with CRM and support tools, Talkdesk, Helpscout, etc.


**Internally, the role will be titled "Customer Support Team Captain."**


Compensation Expectations for the Role


Jane’s committed to paying our team members fairly, clearly, and above all, paying for growth. This role has a minimum annual salary of $75,000 and maximum annual salary of $105,000. As you may have noticed, this salary range is quite large, and this is intentional to account for the growth someone will experience in the role throughout their time at Jane (i.e., from building the skills, to accomplished, to highly proficient, all the way to achieving excellence in the role).


Paying clearly is one of our compensation fundamentals to help folks build trust in the compensation process at Jane. To better understand Jane’s compensation fundamentals and how this range is determined, click on this link here for a short video walkthrough of how it all works! We also welcome you to ask as many questions as you’d like about compensation throughout the interview process to ensure you feel confident and build trust through the process.


More information on our benefits can be found here


At Jane, we’re committed to fostering an environment that allows you to come to work as your truest self. We believe it’s important to actively recognize, embrace, and celebrate our differences in order to make Jane an inclusive, equitable, and diverse workplace.


We want to build a team of people who make conversations rich with perspective and experience. We are committed to listening to every voice in order to learn and grow because doing this will allow us to meet the needs of the diverse community of helpers that Jane serves.


We do not tolerate discrimination, prejudice, or oppressive isms of any kind. Employment is decided on the basis of qualifications, merit, experience, and the needs of the Jane community. We encourage anyone who requires accommodation or adjustments throughout the interview process to let us know, and we will do our best to support you.

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Average salary estimate

$90000 / YEARLY (est.)
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$75000K
$105000K

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What You Should Know About Customer Support Team Lead, Jane App

At Jane, a forward-thinking company dedicated to supporting healthcare practitioners, we're on the hunt for a passionate Customer Support Team Lead, affectionately known as our Team Captain. If you’re ready to revolutionize how we deliver exceptional customer care while leading a fantastic team of Drivers, this is your moment! Working remotely in Canada, the role is all about making connections and building relationships with our valued customers who rely on Jane for their practices. As Team Captain, you will empower and inspire your team, ensuring everyone feels motivated and well-equipped to provide thoughtful guidance to our users. You'll oversee a group of around eight support specialists while promoting a culture of trust and continuous learning. With a focus on quality, you’ll conduct regular reviews and use performance data to identify coaching opportunities, always striving for improvement. Furthermore, your open communication style will keep everyone informed and engaged as we evolve together. This is more than just a management role; you’ll dive into discussions on product updates, support strategies, and drive initiatives that truly enhance the customer experience. Our work is all about helping the Helpers, and as our Customer Support Team Lead, you will play a crucial role in ensuring that our clients receive the best support possible. If you're a leader with a passion for uplifting others and a knack for problem-solving, we can’t wait to hear from you!

Frequently Asked Questions (FAQs) for Customer Support Team Lead Role at Jane App
What are the primary responsibilities of a Customer Support Team Lead at Jane?

A Customer Support Team Lead at Jane is responsible for leading and mentoring a team of front-line specialists, often referred to as Drivers. This includes providing ongoing coaching and feedback, conducting regular quality reviews, and ensuring that the team feels motivated and engaged. The Team Lead shapes initiatives that enhance the overall customer experience while actively working with various departments to address root causes of customer issues.

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What qualifications are required for a Customer Support Team Lead at Jane?

The ideal Customer Support Team Lead at Jane should have a minimum of two years of leadership experience in a customer support environment, where calls, chats, and emails are part of the daily routine. Strong coaching and mentoring abilities are essential to motivate and develop team members. Familiarity with CRM and support tools, as well as a commitment to delivering an outstanding customer experience, are also important.

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How does Jane support its Customer Support Team Lead in professional development?

Jane is dedicated to fostering continuous growth and development for its Customer Support Team Lead. This includes creating structured growth conversations, providing coaching opportunities based on performance data, and encouraging participation in various training programs. The company recognizes the importance of adapting to an ever-evolving landscape, so growth and adaptability are valued within the team.

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What qualities make a successful Team Captain at Jane?

A successful Customer Support Team Lead at Jane possesses outstanding communication skills, a customer-obsessed mindset, and the ability to foster open and constructive conversations. Adaptability, resilience, and a growth mindset are key traits, as the environment is fast-paced and continuously changing. Additionally, having a strong data-informed approach helps deliver insight-driven improvements.

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What is the compensation range for the Customer Support Team Lead role at Jane?

The compensation range for the Customer Support Team Lead role at Jane varies between $75,000 and $105,000 annually. This range is intentionally broad to accommodate growth and skill development throughout one's tenure at Jane. The company promotes transparency in its compensation fundamentals, so candidates are encouraged to ask questions during the interview process.

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Common Interview Questions for Customer Support Team Lead
Can you describe your leadership style as a Customer Support Team Lead?

In answering this question, it's beneficial to highlight your approach to coaching and mentoring. Use examples from your past experiences to emphasize your focus on inclusivity, trust-building, and motivating your team members. Demonstrating a commitment to supporting your team's growth will resonate well.

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How do you measure success in a customer support environment?

Discuss the metrics that matter, such as CSAT, FCR, and service levels. Emphasize how you use these insights to drive decision-making and improvements. Candidates should also talk about the importance of qualitative feedback and maintaining a customer-centric focus.

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How would you handle a difficult customer situation?

Share a specific example of a challenging customer interaction you've faced and how you navigated it with empathy and effective communication. Highlight the importance of active listening and finding a solution that meets both the customer's needs and the company's policies.

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What strategies would you employ to motivate your team?

Speak about creating a positive team culture through recognition, celebrating wins, and providing growth opportunities. Mention the importance of one-on-one check-ins and encouraging open dialogues to understand individual team member needs.

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How do you ensure clear communication across departments?

Highlight your approach to fostering collaboration by creating regular channels of communication. Discuss methods like team meetings, collaborative tools, or direct updates and emphasize the importance of transparency in sharing updates and strategies.

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What do you consider when developing training programs for your team?

Focus on how you identify areas for improvement through performance data and team feedback. Discuss tailoring your training to meet specific development needs and aligning it with company goals to enhance customer support quality.

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Describe a time you implemented change within a team successfully.

Provide a concrete example of a change initiative you led. Explain the steps you took to communicate, gain buy-in, manage resistance, and measure the outcomes of the change to highlight your leadership skills effectively.

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How do you stay updated with industry trends in customer support?

Talk about your commitment to continuous learning. Mention following industry blogs, attending webinars, or participating in professional groups. Being proactive about keeping informed will demonstrate your dedication to improving customer support practices.

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What tools or software have you used in customer support management?

Discuss your experience with CRM tools and support platforms, such as Talkdesk or Helpscout. Highlight your ability to leverage these tools to enhance team performance and customer interaction.

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What steps would you take to handle feedback from your team?

Emphasize the importance of creating an open environment where team members feel comfortable sharing feedback. Discuss your approach to listening actively, acting on valid points where possible, and how you would communicate changes back to the team.

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Our mission is to “help the helpers” and our vision is to build a thriving allied health community. Visit jane.app to learn more.

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DATE POSTED
April 8, 2025

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