Enterprise Account Executive

About Us:

Trail is the context layer AI agents run on. We're building the missing layer between your company's rules, exceptions, and institutional knowledge and the agents trying to act on them. It's a governed graph that lets any agent or platform, including Trail agents, make the right call on your most complex business processes. Agents today fail not because models are weak, but because they're never given the judgment a business builds up over years. We're fixing that.

Visit our Website https://trailhq.com and Youtube https://www.youtube.com/watch?v=5nmGmgv9lx0 to learn more!

The Role

We're seeking a seasoned Enterprise Account Executive to own and close seven-figure deals with Fortune 1000 organizations. This quota-carrying role requires proven experience navigating complex enterprise sales cycles, managing multiple C-level stakeholders, and driving strategic platform deployments.You'll partner directly with our founders and executive team to establish Nanonets as the enterprise standard for AI-powered automation, working with customers on transformational initiatives that impact thousands of users and millions in operational savings.

Roles and Responsibilities

• Enterprise deals from $250K to $2M+ ACV with 9-18 month sales cycles
• Relationships with C-suite executives, VPs, and senior enterprise decision-makers
• Complex procurement processes, security reviews, and enterprise compliance requirements
• Multi-stakeholder consensus building across IT, Operations, Finance, and Business Units
• Strategic account planning and expansion within existing Fortune 1000 customers
• Partnership with Solutions Engineering on enterprise architecture and technical validation

Requirements and Skills

• 5 years of closing experience with 2+ years of enterprise
• Proven track record closing deals $250K+ ACV in Fortune 1000 environments
• Experience with complex enterprise sales cycles (6+ months), procurement processes, and security/compliance requirements
• Strong relationships with enterprise IT and business stakeholders
• Demonstrated ability to navigate matrix organizations and build consensus among multiple decision-makers
• Track record of growing accounts through expansion and strategic relationship building
• Enterprise credibility - comfortable presenting to C-suite and board-level audiences

Nice to Have

• Experience selling AI/ML platforms, automation tools, or enterprise SaaS
• Background with document-heavy industries (Finance, Healthcare, Supply Chain)
• History at high-growth enterprise software companies ($100M+ ARR)
• Technical aptitude to understand platform capabilities and enterprise integration requirements

Additional Information

Hybrid role, (twice a week in our Palo Alto office), based in the Bay Area, CA. Your base salary will be determined based on your location, experience, and the pay of employees in similar positions. The base salary range is $140,000 - $160,000 ($280 - $300k OTE) per year. In addition to base salary, compensation for this role includes performance-based commission and equity, aligned with both individual and company success.