Enterprise Account Executive
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The posting
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 and Youtube 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.
Taken from Trail's own posting, last seen live on 14 Nov 2026.
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The application
Your details, CV and LinkedIn, then 2 questions.
- 1.Preffered NameShort answer · optional
- 2.Are you in the bay area and able to commute to our Palo Alto, CA office twice a week?Short answer
From Trail's apply page, checked 12 Nov 2026.
About Trail
A governed context graph that turns a company's policies, procedures and system records into cited rules its AI agents follow, plus agents built from those rules, sold to large enterprises' finance, operations and IT teams.
Pay schedule: Base salary plus performance-based commission or variable pay, with equity named in the US account executive and partnerships postings; the careers page lists US medical, dental, vision, life and disability cover, and the India SDR posting remote work, flexible hours and unlimited leave.
Carrying a quota today?
Hiring managers ask us for sellers with a certain segment, territory or track record. Fill in one profile, and when a seat matches it we make the introduction, never without your yes. It costs you nothing.
