Location: Detroit (Hybrid) | 25% Travel Required

Company: Reportwell | (Seed-Stage SaaS)

About Reportwell

Reportwell is building the modern compliance and reporting infrastructure for public education. We help charter school authorizers, districts, and state agencies manage complex reporting requirements through smart document management, accountability frameworks, and AI-powered workflows.

We’re a fast-growing, venture-backed startup led by former educators and operators who have lived the problem firsthand. Our mission is to reduce administrative burden and give education leaders more time to focus on students.

The Opportunity

We’re hiring some of our first Account Executives to help turn strong market demand into long-term customers.

This is a true seed-stage role: you’ll be selling into a defined but evolving market, helping shape our sales motion, and working directly with the CEO on deals, messaging, and strategy.

If you’re excited about building something from the ground up—and want outsized ownership and growth—this role is for you.

What You’ll Do

• Own the full sales cycle: prospecting → discovery → demo → close
• Run thoughtful, consultative sales conversations with education leaders (superintendents, authorizers, state leaders)
• Translate complex compliance challenges into clear product value
• Manage and move deals through the pipeline in HubSpot
• Partner closely with the CEO on high-priority deals and strategic accounts
• Contribute to messaging, sales materials, and outbound strategies
• Gather customer feedback to inform product and positioning

Who You Are

• 2–5 years of experience in sales, business development, or a high-performance, people-facing role (hospitality, education, recruiting, etc. all welcome)
• Strong communicator who builds trust quickly and listens well
• Highly organized and comfortable managing multiple deals at once
• Resilient and self-motivated—you don’t need constant direction
• Excited about working in a fast-paced, ambiguous startup environment
• Mission-driven and interested in improving education systems

Bonus if you have:

• Experience selling SaaS or working in education
• Familiarity with CRM tools like HubSpot
• Experience doing outbound prospecting

What Success Looks Like

• You consistently run high-quality discovery calls that uncover real customer pain
• You build a healthy pipeline through both inbound and outbound efforts
• You close deals and help refine a repeatable sales motion
• You become a trusted advisor to customers—not just a seller

Why Join Reportwell

• Work directly with the CEO and founding team
• Real ownership over deals, strategy, and growth
• Opportunity to shape the sales culture from day one
• Competitive salary + commission + early equity
• Mission-driven work that impacts public education at scale

Compensation & Benefits

• Base + commission (OTE: $70K–$110K depending on experience)
• 24 days of Paid Time Off per year
• Medical, dental, and vision insurance reimbursement
• 401(k) plan and 6% match
• Equity package for early team members

How to Apply

Send a short note about your background, a resume, and a note on why this role interests you. Bonus points if you share a story about a time you built trust with someone quickly.