Director of Enterprise Sales

Found AI; Chicago (IL); Hybrid; USD 140,000 - 160,000; Full time

Benefits offered by this job

Medical coverage

Dental coverage

Vision coverage

Job summary

Found AI in Chicago seeks a senior enterprise sales leader to own the full sales cycle, from qualification to close, working with our CEO on strategic deals.

You will accelerate deal velocity, define territories and quotas, and build a scalable sales process. Must have closed six- to seven-figure enterprise software deals and sold AI, data, or analytics platforms.

Qualifications

• You’ve closed six- and seven-figure enterprise software deals with long cycles and many stakeholders.
• You’ve carried a quota and beaten it, and can walk us through the deals behind the number.
• You’ve sold a new or hard-to-explain product, where you had to build the business case and find the budget.
• You run a deal without a founder in the room: you set the next step, chase it, and say when it’s stalling.
• You’ve built a sales process or coached other sellers, and want to do both here.

Responsibilities

• Take over every active opportunity from first contact to next steps and close when possible.
• Close a paid deployment you led from first call to signature.
• Create a written sales process for the team to follow.
• Own end-to-end sales cycle: qualification, discovery, proposal, negotiation, and close.

Skills

Enterprise deals

Quota carrying

Selling new product

Deal closing without founder

Sales process coaching

HubSpot / CRM

Tools

HubSpot

Job description

About Found

Found AI is decision intelligence for industrial operations. We deploy Refinery to build a unified business ontology of a company’s enterprise data and decision logic, including the fragmented legacy data and undocumented decisions their operation runs on. That lets people and agents continuously execute the high-value workflows that depend on many disparate inputs, driving speed, accuracy and measurable operational outcomes. On that foundation, our Forward Deployed Team, working side by side with our customers’ subject matter experts, deploys agents for the revenue, operational and capital decisions every manufacturer, materials company and logistics operator faces: quoting, scheduling, capacity planning, routing and dispatch, and capex. Everything runs in a secured environment and every decision is auditable.

About Found

Found AI is decision intelligence for industrial operations. We deploy Refinery to build a unified business ontology of a company’s enterprise data and decision logic, including the fragmented legacy data and undocumented decisions their operation runs on. That lets people and agents continuously execute the high-value workflows that depend on many disparate inputs, driving speed, accuracy and measurable operational outcomes. On that foundation, our Forward Deployed Team, working side by side with our customers’ subject matter experts, deploys agents for the revenue, operational and capital decisions every manufacturer, materials company and logistics operator faces: quoting, scheduling, capacity planning, routing and dispatch, and capex. Everything runs in a secured environment and every decision is auditable.

Why this role exists

This seat exists to make deals move faster. Our founders have opened every customer relationship we have, and the motion works: industrial operators sign a workshop, see results on their own data, and convert to paid deployments. What slows it down is a founder’s calendar: replies wait, follow-ups slip, and deals stall between calls. You take over the pipeline end to end, run every active opportunity and customer thread, and shorten the time from first meeting to signed order, bringing our CEO in as the closer when it counts. You’re a player-coach. You sell first, then build the process, territories, and quotas the next sellers ramp on.

What You’ll Deliver

First 90 days

• Take over every active opportunity: each one has a dated next step, customers hear back the same day, and no deal sits idle between calls.
• Close a paid deployment you led from first call to signature.
• A written sales process, from first meeting to order form, that the team works from.

First 12 months

• Shorten the time from first meeting to signed order and hit the new-logo revenue target we set together, with pipeline covering the next two quarters.
• Hire and ramp our first account executives on the process you built.
• A weekly forecast leadership trusts enough to plan hiring and spend against.

What You’ll Own

• The full sales cycle: qualification, discovery, proposal, negotiation, and close, with our CEO on calls and closing when needed.
• Customer communication on every deal: same-day replies, clear next steps, nothing waiting on a founder.
• Relationships across operations, finance, IT, and the executive team at mid-market and enterprise industrial companies.
• A clean handoff into the workshop and deployment, with scope and the success metric agreed up front.
• The sales playbook, territories, quotas, and comp plan for the team you build.
• Pipeline velocity: stage conversion, time in stage, and the weekly forecast to leadership, tracked in HubSpot.

What We're Looking For

Must-haves

• You’ve closed six- and seven-figure enterprise software deals with long cycles and many stakeholders.
• You’ve carried a quota and beaten it, and can walk us through the deals behind the number.
• You’ve sold a new or hard-to-explain product, where you had to build the business case and find the budget.
• You run a deal without a founder in the room: you set the next step, chase it, and say when it’s stalling.
• You’ve built a sales process or coached other sellers, and want to do both here.

Nice-to-haves

• Selling into manufacturing, industrial, logistics, or materials companies.
• Selling AI, data, or analytics platforms.
• A network of operations and finance leaders at industrial companies.

Our Values

We hire against our values that are rooted in Trust. In your work and in conversation, this looks like:

• Trust: is earned and acts as the Foundation of every interaction.
• Childlike Curiosity: you learn perpetually, ask why, and meet the world with wonder.
• Abundance Mentality: you expand through collaboration and optimism. The only limits are the ones you accept.
• Proactive Autonomy: you think independently and take initiative without waiting for permission.
• Execute Relentlessly: you move with urgency and discipline, turning ideas into outcomes through obstacles.
• Intellectual Honesty: you pursue truth over ego, challenge ideas rigorously, and adapt to new evidence.
• Collective Accountability: you share responsibility for the quality and impact of what we build together.

Logistics

• Location: Chicago, hybrid. In our Chicago office most of the week, with regular travel to customer sites.
• Reports to: Co-founder & CEO
• Experience: 8+ years in enterprise B2B AI or software sales, including quota-carrying closing roles
• Compensation: $140K-$160K base; $280K-$320K OTE
• Equity: Yes.
• Benefits: Medical (BCBSIL Blue PPO, 90% company-paid), dental (75% company-paid), and voluntary vision coverage.
• Type: Full-time

Equal opportunity

Found AI is an equal opportunity employer. We hire on evidence of the work and the values above, not pedigree. If you read the must-haves and you’re close but not a perfect match, apply anyway and tell us why you’d be good at this. The calibration above means we’d rather assess than screen you out. We’ll provide reasonable accommodation in the hiring process on request.