Senior Enterprise AI Sales Executive - Buildings (Remote)

Willow Technologies; Texas; Hybrid; USD 260,000 - 290,000; Full time

Benefits offered by this job

Health coverage

401(k) match

Paid time off

Parental leave

Travel benefits

Remote-friendly

Job summary

Willow Technologies is seeking an Enterprise Account Executive focused on higher education and healthcare to drive multi-million-dollar deals across universities, academic medical centers, airports, and large campuses. You’ll own the full sales cycle, build compelling business cases, and translate Willow’s Operational AI platform into measurable outcomes.

This remote role requires 5–10 years of enterprise SaaS sales, executive-level engagement, and a proven track record closing public-sector

Qualifications

• 5–10 years of experience selling complex enterprise SaaS or technology solutions.
• Experience selling to public sector organizations such as public universities, state and local government, airports, or public healthcare systems.
• Familiarity with public sector purchasing processes, including budget and funding cycles, cooperative purchasing, and reseller or contract vehicle relationships.
• Experience managing long sales cycles, multiple decision-makers, and complex enterprise procurement requirements.
• The ability to build trust with senior executives, build rapport with technical stakeholders, and connect technical solutions to financial, operational, and strategic priorities.
• Proven ability to independently lead discovery, deliver product demonstrations, develop business cases, and negotiate commercial agreements.
• Excellent written and verbal communication, including concise executive correspondence and compelling proposals.
• Strong organization and project management skills, with the discipline to keep complex opportunities moving.
• Proven hands-on use of AI in your own work and the ability to speak knowledgeably about it with customers.

Responsibilities

• Own the full enterprise sales cycle: Lead opportunities from prospecting and qualification through discovery, demonstrations, business case development, procurement, negotiation, close, and upsell.
• Build pipeline and territory strategy: Identify priority accounts and generate opportunities through outbound, partner, and event motions.
• Lead executive discovery: Engage CFOs, CIOs, facilities executives, operations, energy, sustainability, and capital planning leaders to understand their priorities and establish a compelling reason to act.
• Independently pitch and demonstrate Willow: Connect Willow’s vision and platform capabilities to specific customer challenges through clear presentations and tailored product demonstrations.
• Build credible business cases: Quantify benefits and help customers justify investment within budget constraints and demonstrate measurable outcomes.
• Navigate complex procurement: Understand public sector budget calendars, funding sources, approval requirements, and purchasing pathways. Coordinate RFP responses and work with procurement teams, resellers, and partners to move agreements forward.
• Develop champions and alignment: Build support across stakeholder groups and guide opportunities through IT, security, procurement, and legal reviews.
• Manage deals with discipline: Run each opportunity like a project, coordinating customer stakeholders and internal teams through extended sales cycles. Maintain clear next steps, accurate forecasts, and strong CRM discipline.
• Get in front of customers: Visit customers in person to understand operational realities and build relationships. Travel about twice per month.
• Grow customer relationships: Partner with product, engineering, and deployment teams to ensure a successful handover, then stay engaged with customers to drive adoption and expand the account.

Skills

Enterprise SaaS sales

Public sector sales

Public sector processes

Long sales cycles

Executive relationship

Discovery & demos

Business cases

Executive communication

Organization skills

AI in work

Job description

Willow Technologies is seeking an Enterprise Account Executive focused on higher education and healthcare to drive multi-million-dollar deals across universities, academic medical centers, airports, and large campuses. You’ll own the full sales cycle, build compelling business cases, and translate Willow’s Operational AI platform into measurable outcomes.

This remote role requires 5–10 years of enterprise SaaS sales, executive-level engagement, and a proven track record closing public-sector