Enterprise Account Executive

Nanonets is now Trail. As we continue to automate the most manual business processes, we’ve evolved beyond document extraction to become the intelligence layer powering AI agents across enterprise workflows — a new identity that reflects this evolution.

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.

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 selling enterprise software with consistent $1M+ annual quota achievement

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 per year. In addition to base salary, compensation for this role includes performance-based commission and equity, aligned with both individual and company success.