Enterprise Account Executive

Enterprise Account Executive

This is a high-impact sales role focused on transforming how the agricultural industry manages and scales its workforce through modern technology solutions. You will be responsible for driving enterprise-level revenue growth by building strong relationships with large agricultural employers and turning deep industry connections into long-term partnerships. Operating in a fast-paced, mission-driven startup environment, you will own a defined territory while managing complex, multi-stakeholder sales cycles. The role blends strategic account expansion with net-new business development, requiring both strong consultative selling skills and deep understanding of the agricultural ecosystem. You will collaborate closely with internal teams to shape go-to-market strategy and deliver meaningful outcomes for customers and workers alike.

Accountabilities:

• Develop and execute a territory strategy to identify, pursue, and close net-new enterprise sales opportunities
• Expand existing customer relationships through upsell and cross-sell initiatives across large agricultural organizations
• Prospect and engage strategic accounts within the assigned region, building a strong pipeline of enterprise opportunities
• Build and manage complex, multi-stakeholder sales cycles using consultative methodologies such as MEDDIC
• Present and sell to senior decision-makers, including HR, Finance, Operations, and C-level executives
• Lead negotiations and coordinate internal and external stakeholders through contract execution and closing
• Maintain accurate forecasting and sales activity tracking within CRM systems (e.g., Salesforce)
• Collaborate cross-functionally with internal teams to refine sales strategy and improve customer outcomes
• Serve as a trusted advisor by leveraging deep industry relationships and agricultural expertise

Requirements:

• 6+ years of consistent B2B SaaS sales experience with a strong track record of performance
• 3+ years of experience selling into enterprise organizations with large, complex deal cycles (typically $1M+ opportunities)
• Strong existing network within the agricultural industry (growers, FLCs, ag associations, H-2A ecosystem, or related providers)
• Proven ability to manage and close complex, multi-stakeholder sales processes
• Experience selling HRIS, payroll, workforce management, or related enterprise software solutions is highly preferred
• Strong pipeline generation and prospecting skills with a self-starter mindset
• Ability to build trusted relationships and develop champions within enterprise accounts
• Familiarity with consultative sales methodologies such as MEDDIC
• Strong communication, negotiation, and presentation skills with executive-level stakeholders
• Spanish fluency is a strong plus
• Bachelor's degree preferred and willingness to travel up to 50%

Benefits:

• Competitive compensation with uncapped OTE ranging from $180,000 to $260,000
• Meaningful equity in a high-growth company
• Comprehensive health, dental, and vision insurance
• Flexible work schedule and unlimited PTO
• Budget and support for professional development
• Company-wide holiday break
• Regular team events and annual offsite retreat
• Collaborative, mission-driven culture with strong team spirit
• Opportunity to make a real-world impact on agricultural workforce modernization