Deployment Strategist
endeavorai.com · Chicago
Endeavor is real-world enterprise AI.
AI models are improving faster than most companies can put them to work. Endeavor closes that gap.
We exist to secure American industrial leadership. AI is the largest advantage available to the companies that make, move, and defend things in this country, and most of them can't reach it alone. We close that distance — so their customers pay less, their people do work worth doing, and the companies themselves come out stronger than the competition abroad.
To do that, we build custom AI systems for companies in mission-critical industries — manufacturing, distribution, supply chain, defense, life sciences. Not software they rent from a vendor that doesn't understand their business. Systems they own, built inside their own stack, in production in weeks.
Operating Principles
One team, one fight. Small companies fail for a hundred reasons. Being internally misaligned shouldn't be one of them. We think like owners of the whole business — the question is always how we win. We're fighting the world, not each other.
Strong convictions, loosely held. Show up with a point of view and hold that view loosely enough that better evidence can move it. The best ideas come from candor and debate.
Default to open. Our clients trust us with their hardest problems and we extend that same trust internally. Information here is open by default — data, context, the reasoning behind decisions — because you can't own an outcome you can only see half of.
The Role | Deployment Strategist
This is a client-facing role where you’ll run complex agreements, earn trust in the boardroom, and turn a beachhead into a long-term partnership. You’ll own the client relationship from kickoff through expansion by running executive steercos, aligning internal and external stakeholders, and making sure we deliver outcomes that justify deeper investments. To do this, you’ll be working closely with Forward Deployed Architects and their engineering teams who will write the code and help deliver what you prioritize.
What We Require:
4+ years of experience in management consulting (i.e., McKinsey, Bain, BCG), enterprise technology, or a high-growth B2B environment with an MBA.
Proven track record running executive-level relationships and growing accounts.
Comfortable owning a room – steercos, QBRs, board updates – and driving decisions.
Ability to build a credible ROI case from scratch and understand what drives that forward.
Technical fluency to hold a real conversation about AI, data, and software.
Ability to travel.