Senior Mid-Market Account Executive

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 Senior 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: 4+ 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.
• You Make Things Happen: You know how to make things happen for you and not just letting things happen to you.
• You are an all-star quarterback: You know how to quarterback the deal and see it through all the way to the end zone.

In exchange for your incredible talents, we offer:

• Competitive base salary with an uncapped commission structure (yes, the sky’s the limit!).  OTE is $170-180k.
• 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!