Head of Sales

KickUp, Inc. - Philadelphia, Pennsylvania or Remote - Full time

KickUp is looking for a Head of Sales to join a team that is laser-focused on improving the educator experience by improving the quality of support educators receive.

KickUp aims to empower educators by meaningfully engaging them in professional growth. Our platform allows school districts to ensure that every dollar spent in professional development impacts classroom instruction. We’re looking for a sales leader to lead a small team of highly motivated Account Executives, achieve and exceed quota, and bring our product to school districts across the country. As Head of Sales, you’ll serve as both a direct contributor and a key business leader, reporting to our CEO. You’ll play an important role in shaping our best practices, team, and culture.

The ideal candidate has experience building, leading and coaching inside and field-based sales teams to exceed their quota and selling enterprise software and services within the education vertical.

As the Head of Sales, you will:

  • Build and execute strategy for the team to win key net new customers
  • Hire, onboard and retain top-performing sales talent
  • Manage day-to-day operations of sales team (ie. maintain 1:1s with each member of the team, team meetings, etc.)
  • Oversee the development of a robust new-business pipeline and continuously improve conversion rates
  • Manage daily and weekly activities, pipelines and forecast of the team through Hubspot
  • Coach individuals based on their areas of improvement
  • Support the sales team at onsite meetings with prospective school districts
  • Collaborate closely with Marketing, Client Success and Product teams to ensure cross-team cohesion and inform product, marketing and pricing strategy
  • Review and approve RFP responses

About you

You might be a fit if you:

  • Have 3+ years of experience managing, hiring and motivating strong teams at early-stage companies
  • Have 5+ years selling experience
  • Have experience with Hubspot or a similar sales tech stack
  • Have excellent mentoring, coaching, and people management skills in K-12 setting
  • Have persuasive negotiation skills
  • Are a skillful manager of quotas, budgets, goals and commission structures
  • Understand territory planning
  • Are willing to travel as needed throughout the United States
  • Demonstrate an ability to balance short- and long-term priorities
  • Possess high emotional intelligence and are highly collaborative
  • Take personal ownership in both the individual role and the company’s overall success
  • Have experience working effectively with individuals from diverse backgrounds
  • Are strategic & customer-focused - you’re in tune with the voice of the customer and always let the goals drive your strategy and tactics.
  • Are data-driven - you synthesize customer insights and communicate cross-functionally to inform decision-making
  • Are open to feedback - you value constructive feedback and see it as a way to improve your team’s work

Does this sound like you? Maybe you’ve thrived as an individual contributor in a business development or sales role at a larger edtech company and are ready to take a step forward and apply what you’ve learned in a leadership role. Or maybe you’re an established sales leader looking to join an earlier stage, mission-driven company where you can build something new and truly see your impact. Or maybe something else! If this is the right role and the right mission for you, we hope you’ll consider applying.

We believe diversity breeds innovation. We’re building a product that improves the way all teachers and all students are supported, and to do that well, we need a workforce that’s representative of the users we serve. We are actively looking to add members to our team who will bring diverse backgrounds, new perspectives, and a willingness to challenge us to improve the work we do every day. We recognize that underrepresented groups may be less likely to apply to a role if they don’t meet 100% of the listed qualifications. We are committed to growth and we encourage you to apply if you meet a majority of the qualifications and this role is aligned with your career trajectory and interests.

Why you should join KickUp

Our mission is to empower educator professional growth using data. Your work at KickUp will lead to system-level change in education.

Our team is humble, sharp, and user-focused with a unique blend of both mission driven and business smart qualities.

Our product is a dynamic professional learning and growth platform. It helps give educational leaders an actionable picture of their program’s effectiveness.

Our culture breeds innovation through diversity. We want to add team members who bring diverse backgrounds, new perspectives, and a willingness to challenge us to improve.

What we offer

  • A base salary of $120k - $170k based on experience
  • Aggressive variable compensation on top of base salary
  • Employee stock options
  • A variety of medical, dental, and vision insurance options
  • Opportunities for professional growth and an annual individual stipend for professional learning
  • A remote-first, full-time position that can be performed anywhere within the US.
  • We believe in the importance of recharging and offer a flexible PTO policy. Most of our employees average between 15-20 PTO days per year in addition to 11+ paid company holidays.
  • Focus Fridays — a day without Slack or meetings, to provide flexibility and focus time.

KickUp is committed to the full inclusion of all qualified individuals. As part of this commitment, KickUp will ensure that persons with disabilities are provided reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or to receive other benefits and privileges of employment, please contact us at people@kickup.co.

Candidates must be legally eligible to work and reside in the United States.

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Experience Level

Senior Level

KickUp, Inc.

KickUp aims to empower educators by meaningfully engaging them in professional growth. Our platform helps educational leaders capture data about teacher growth and use it to drive better outcomes for students.
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