Founding Account Executive

Scout Founding Account Executive

Scout is the AI-native operating system for schools.

Our first product, Scout SIS, is a student information system (SIS). At its core, the SIS is a database for schools to store student and staff data. Every school has an SIS, but it's one of the lowest NPS products in the history of software. Legacy players like PowerSchool are multibillion-dollar, rent-extracting companies that squeeze every dollar they can out of schools by locking them into long-term contracts for products that require significant hidden add-on fees to function properly. We're trying to change that by automating complex back-office workflows across data validation, legal compliance, and government reporting.

We believe that having a highly efficient back-office with access to an interoperable data store will enable school districts to offer the highest quality of instruction to students, and our OS will enable an ecosystem of next-gen edtech software companies to flourish.

Scout is backed by Reach Capital, Rethink Education, Y Combinator, and YC founders including Dan Carroll (Clever), Jinal Jhaveri (SchoolMint), Justin Wenig (Coursedog / Starbridge), Pasha Rayan (Forage / a1base), Will Drevno (Drapr), Kevin Bai & Victor Cardenas (Slash).

About the Role

We're hiring our first Founding Account Executive to help build Scout's go-to-market motion from the ground up. This is a true founding seller role with direct access to the CEO/Co-Founder, where your voice, ideas, and execution will materially shape how Scout grows.

What You'll Do

1. Own the full sales cycle end-to-end: prospecting, discovery, demos, negotiation, close, and handoff
2. Build pipeline from scratch across California charter schools and charter networks
3. Lead discovery to deeply understand enrollment models, compliance requirements, and operational pain points
4. Partner with a Solutions Engineer to design and deliver tailored demos aligned to each customer's needs
5. Navigate multi-stakeholder buying processes with school leaders, operations, and finance teams
6. Report directly to the CEO/Co-Founder, with regular access to leadership decisions, strategy discussions, and product direction
7. Help define ICPs, messaging, pricing feedback, and repeatable sales processes as we scale
8. Maintain clean pipeline, forecasting, and CRM discipline in an early-stage environment
9. Collaborate closely with founders, product, implementation, and customer success to turn early wins into long-term reference customers

What We're Looking For

• 37+ years of full-cycle B2B SaaS sales experience
• Proven ability to build pipeline through outbound efforts
• Experience selling into K12, charter schools, or EdTech strongly preferred
• Strong discovery, demo, and closing skills in consultative sales cycles
• Comfortable operating with ambiguity and shaping the playbook
• Ownership mindset and willingness to wear multiple hats

Bonus Points

• Prior experience as an early or first sales hire
• Experience selling SIS, EdTech, or compliance-driven software
• Familiarity with California charter school operations and reporting requirements

Why Scout

• Competitive base salary + uncapped commission
• Meaningful equity and influence as an early hire
• Direct mentorship and day-to-day collaboration with the CEO/Co-Founder
• Opportunity to build the sales foundation of a growing EdTech company from day one