Senior Account Executive

About fileAI

fileAI helps companies turn unstructured documents and workflows into reliable, AI-powered operations. We work with customers that care deeply about accuracy, speed, and operational leverage - and we sell a product that sits at the intersection of automation, AI, and real business outcomes.

About the Role

We are hiring Account Executives. This role is for people who can open doors, run a disciplined sales process, build trust with serious buyers, and close. Some of the strongest candidates may come from outside traditional software sales; others may come from software but still be early in their growth. What matters most is commercial instinct, drive, coachability, and genuine excitement about AI.

Responsibilities

• Own a pipeline of mid-market and enterprise opportunities from first meeting to close
• Run thoughtful discovery to understand customer workflows, pain points, buying criteria, and urgency
• Translate fileAI's product capabilities into clear business value for different stakeholders
• Manage complex sales cycles with multiple decision-makers across business and technical teams
• Build credibility with customers by being prepared, direct, and commercially sharp
• Work cross-functionally with solutions, product, and customer teams to move deals forward
• Maintain accurate pipeline hygiene, forecasting discipline, and deal progression
• Bring market feedback back into the business to help improve messaging, product direction, and win rates

Qualifications

• Experience in a quota-carrying sales, business development, or commercial role
• Strong verbal and written communication skills
• Ability to manage multiple opportunities at once
• Comfort working in a fast-moving environment with evolving product and messaging
• Genuine interest in AI, automation, and enterprise workflows

Required Skills

• A track record of strong performance in a quota-carrying or commercially accountable role
• The ability to build trust quickly and communicate with clarity and conviction
• High ambition, strong internal drive, and comfort operating with accountability
• Genuine curiosity about AI, automation, and how technology can solve real workflow problems
• Coachability, learning velocity, and the ability to improve quickly in a demanding environment
• Good commercial judgment: knowing how to qualify, create urgency, manage stakeholders, and move deals forward
• Resilience, consistency, and the willingness to do the work behind the scenes as well as in front of customers

Preferred Skills

• Clear evidence of standout commercial ability in another industry and strong motivation to transition into AI/software
• Existing software sales experience combined with strong energy, hunger, and room to grow quickly

What good looks like in this role

You create momentum in deals rather than waiting for it to happen. You ask sharp questions and listen closely. You are comfortable selling something technical without hiding behind jargon. You can speak to both business pain and practical implementation realities. You follow through relentlessly. You care about winning, but you also care about substance. We are looking for someone who wants a closing role more than a relationship-management role and is serious about the category of AI.

Why join fileAI

Sell into one of the most important software shifts in the market: practical AI adoption. Join a team that values talent density, speed, and real commercial ability. Get close to leadership and have an outsized impact on how the go-to-market motion is built. Build your career in a category with massive upside.