Enterprise Account Executive
Confirmed on the employer's own hiring board on Nov 4, 2026. First seen by Alion on Aug 7, 2026. Trail scores B on the Alion truth index.
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.
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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.