Mid-Market Account Executive

5 Months ago • 2 Years + • Account Management

Job Summary

Job Description

SchoolAI is seeking a Mid-Market Account Executive to drive growth in the K12 education sector. This role involves building relationships with decision-makers in school districts, guiding them through the sales process, and demonstrating how AI technology can solve educational challenges and improve learning outcomes. The position requires proactively identifying and nurturing prospects, conducting discovery calls, delivering compelling demos, and closing deals. Responsibilities include managing a pipeline, collaborating with internal teams, mastering CRM, and representing SchoolAI at industry events. The ideal candidate will have sales experience, a proven track record of exceeding quotas, and a customer-centric mindset, with K12 industry knowledge being a significant advantage. The company offers a competitive salary with uncapped commission, stock options, comprehensive benefits, and generous paid time off in a fast-paced, mission-driven environment focused on transforming education.
Must have:
  • 2+ years of sales experience
  • Proven track record of crushing quota
  • Mid-market sales experience
  • Customer-centric mindset
  • Tech-savvy with CRM tools
  • Adaptability in a fast-paced environment
  • Collaborative team player
Good to have:
  • EdTech or SaaS sales experience
  • K12 education industry knowledge
  • Experience with AI technology
  • Excellent written communication
  • Thrives under pressure
Perks:
  • Competitive base salary
  • Uncapped commission structure
  • Stock options
  • Comprehensive health, dental, and vision insurance
  • Generous paid time off
  • Supportive and collaborative team
  • Opportunity to make an impact in education

Job Details

About SchoolAI
At SchoolAI, we believe AI technology can transform education. By combining cutting-edge AI solutions with a deep understanding of K12 challenges, we empower educators, administrators, and students to achieve more.

This is an incredibly exciting time to join SchoolAI at the edge of a new frontier.  As part of our growing sales team, you’ll have the chance to play a key role not only in shaping the future of SchoolAI but K12 EdTech. If you’re looking for a mission-driven company where you can grow professionally, have fun, and make a real difference, SchoolAI is the place for you.

Why This Opportunity is Unique:

  • Shape the Future: SchoolAI is leading AI-powered education technology. You’ll be selling cutting-edge solutions that genuinely make life easier for educators and improve learning outcomes for students in a way that has never been done before.
  • Accelerate Your Career: As we scale quickly, so will your career opportunities. We’re looking for entrepreneurial-minded sales professionals who are hungry for success and who want to grow the company into something amazing with the rest of us.
  • Mission with a Purpose: We are a passionate team of people who believe we can make a difference with every educator, in every classroom, and with every student.

About the Role:
As a Mid-Market Account Executive, you’ll own the exciting challenge of growing our presence in the K12 education space. You’ll focus on mid-market opportunities (districts with 9 or less schools), build strong relationships with decision-makers, and guide them through the sales journey.

In this role, you’re not just selling a product—you are introducing new technology and showing how ongoing problems and challenges can finally be solved through the advent of K12-specific AI technology, unlocking the potential of every educator and impacting every student. You’ll be supported by a collaborative team and an experienced team of leaders committed to your success.

In this role,  you will…

  • Build & Own Your Pipeline: Proactively identify, engage, and nurture prospects through outbound and inbound strategies, ensuring a healthy and predictable pipeline of opportunities.
  • Run Discovery Calls: Conduct in-depth discovery sessions to understand the unique needs, challenges, and goals of school districts and other education networks.
  • Deliver Compelling Demos: Present and demonstrate SchoolAI’s solutions in a way that clearly articulates value, aligns with customer needs, and excites stakeholders.
  • Guide Stakeholders: Navigate complex buying processes, working closely with superintendents, curriculum directors, technology leaders, and other decision-makers to drive consensus and secure buy-in.
  • Build Relationships: Develop long-term, trust-based relationships with mid-market customers, positioning yourself as a reliable resource and partner who truly cares about their success.
  • Negotiate & Close Deals: Collaborate with prospects to craft mutually beneficial agreements that meet their needs while achieving revenue goals.
  • Collaborate with Internal Teams: Share feedback with product and marketing teams to refine offerings, improve messaging, and ensure SchoolAI continues to meet the evolving needs of K12 customers.
  • Contribute to Team Success: Actively participate in team meetings, share best practices, and help foster a culture of collaboration and continuous improvement.
  • Master CRM Management: Keep your CRM (HubSpot) updated with accurate information about pipeline activities, forecasts, and next steps to ensure clear communication and accountability.
  • Own the Territory: Develop and execute a territory plan to ensure maximum coverage and optimal resource allocation for achieving your goals.
  • Attend Industry Events: Represent SchoolAI at conferences and trade shows to build brand awareness and expand your network of potential customers.
  • Upsell & Cross-Sell: Identify opportunities to expand relationships with existing customers by introducing additional products or services that align with their goals.
  • Stay Informed: Stay up-to-date on K12 trends, funding opportunities, and competitive offerings in your territory to position SchoolAI as a prestigious innovator and thought leader in the space.
  • Meet & Exceed Targets: Consistently hit or exceed monthly and quarterly revenue targets while maintaining high levels of customer satisfaction and engagement.
  • Be a Champion for Education: Advocate for SchoolAI’s mission and solutions, ensuring that every interaction with customers is aligned with our vision to improve education.

You might be what we’re looking for if…

  • You Have Sales Experience: 2+ years of successful experience in sales, preferably in EdTech, SaaS, or another high-growth, solutions-driven environment. Experience in the K12 education space is a strong plus.
  • You Can Crush Quota: A proven track record of consistently meeting or exceeding sales quotas, with a history of managing a sales cycle from prospecting through close.
  • You Have Mid-Market Expertise: Experience selling to mid-market accounts, particularly managing long sales cycles with multiple stakeholders and navigating complex decision-making processes.
  • You Have A Customer-Centric Mindset: Demonstrated ability to deeply understand customer pain points and tailor solutions that meet their unique needs and priorities.
  • You Possess K12 Education Industry Knowledge: Familiarity with K12 education challenges, trends, and funding structures or the ability to learn quickly and speak credibly with education leaders.
  • You Are Tech-Savvy: Comfortable with CRM tools like HubSpot or Salesforce, along with proficiency in using video conferencing and other sales enablement tools.  Experience with AI technology is, well, a HUGE plus!
  • You Are Comfortable with A Fast-Paced Growth Environment: Prior experience working in a fast-growing startup or dynamic environment, where adaptability, initiative, and a growth mindset are critical.
  • You Are A Collaborative Team Player: Demonstrated ability to work cross-functionally with product, marketing, and customer success teams to ensure the best outcomes for customers and the business.

We’ll like you even better if  you…

  • You Can Communicate Smartly ;) Excellent written business communication and presentation skills that make you stand out in a highly competitive market.
  • You Are HUNGRY: Your appetite for success is what stands out the most.  You are eager to show how our AI-powered learning platform is not only the best but how it will revolutionize K12 education.
  • You Thrive Under Pressure: The ability to juggle multiple opportunities and pressing deadlines while staying laser-focused on achieving quota.

Having the right mindset matters too.  For example…

  • You’re a self-starter, highly driven, and thrive in a fast-paced and at times undefined working environment.
  • You’re passionate about education and believe in the power of technology to drive change.
  • You’re fun, approachable, and ready to roll up your sleeves to make things happen.

In exchange for your incredible talents, we offer:

  • Competitive base salary with an uncapped commission structure (yes, the sky’s the limit!).  OTE is $140k.
  • Stock options so you can share in our success.
  • Comprehensive benefits, including health, dental, and vision insurance.
  • Generous paid time off because we know balance matters.
  • A chance to work with a passionate, supportive, and collaborative team that’s as committed to having fun as we are to achieving big goals.
  • The opportunity to be part of something big and meaningful.

Why Join SchoolAI You Ask?
Joining SchoolAI is more than just taking a job—it’s joining a mission to change education for the better with technology that is literally changing the world. You’ll work with a team of forward-thinking, motivated, and passionate individuals who are just as excited about what we’re building as you are.

If you’re ready to take your sales career to the next level while making a real impact, we’d love to meet you. Apply today and let’s build something amazing together!


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