Senior Sales Executive - TOLA Region

We are looking for a highly motivated enterprise seller who understands the K-12 ecosystem, has relationships within school districts, and can independently run disciplined sales cycles using MEDDICC methodology.

The right candidate will take ownership of the territory, build on the existing footprint, and drive predictable growth.

• Drive new logo acquisition and expansion across Texas, Oklahoma, Louisiana, and Arkansas

• Develop and execute a strategic territory plan targeting school districts and education leaders

• Build trusted relationships with Superintendents, CIO/CTOs, Directors of Technology, and Operations/Safety leaders

• Build on existing pipeline opportunities already active in the territory

• Expand relationships within districts where we already have customers and champions

• Use reference accounts and success stories to accelerate new district adoption

• Manage complex, multi-stakeholder deals using MEDDICC methodology

• Lead discovery, demonstrations, stakeholder alignment, and executive presentations

• Navigate district procurement processes, RFPs, and cooperative purchasing vehicles

• Work closely with Presales Engineers for technical validation and solution design

• Partner with customer success teams to identify expansion opportunities

• Collaborate with marketing and leadership on demand generation and pipeline development

• 5+ years of enterprise SaaS sales experience

• Proven success in selling technology solutions into K-12 school districts

• Existing relationships within the TOLA K-12 ecosystem

• Experience managing complex, multi-stakeholder enterprise deals

• Familiarity with K-12 buying cycles and procurement structures

• Experience using MEDDICC or a similar enterprise sales methodology

• Experience selling SaaS, cybersecurity, IT infrastructure, or safety solutions

• Track record of selling into large or multi-district education systems

• Experience utilizing CRM as a system of record

• Experience owning and scaling a multi-state territory

• A self-starter who thrives in high-ownership environments

• Highly motivated with a strong track record of exceeding quota

• Strategic and disciplined in enterprise sales execution

• Comfortable operating in a fast-moving startup environment

• Detail-oriented, hyper-focused on building trust-based relationships

• Passionate about improving outcomes for schools and students