Principal, Enterprise Growth

Job Summary

We deliver applied enterprise AI solutions that help organizations modernize their products and operations using AI. Our work spans AI strategy, product development, and hands-on implementation, taking customers from idea to production-ready systems that run in real environments. We work through a Forward Deployed model, with senior engineers embedded directly inside client environments, working against real systems and real data. We are not a consulting firm advising from a distance, and not a vendor handing over software and leaving. We are accountable for systems that run.

We are looking for a Principal, Enterprise Growth who will land net-new enterprise clients and own those accounts over the long term, taking them from first conversation through multi-year transformation programs.

What You'll Do

• Land net-new enterprise logos among organizations with $500M to $5B or more in revenue
• Own revenue, expansion, and the executive relationship in the accounts you land
• Sell to CTO, CIO, COO, and Chief Transformation Officer buyers through account-based, consultative engagement
• Grow entry engagements into full multi-year transformation and delivery programs
• Partner with delivery and executive leadership to keep accounts expanding
• Bring founder-level presence into an account when it matters, and run everything else yourself

What We're Looking For

• Track record closing enterprise deals at $2M or more per year with real multi-year expansion, not one-time bookings
• Experience selling services-led or solutions-led offerings on consultative, enterprise deals
• Forward Deployed or enterprise services background strongly preferred; adjacent enterprise software backgrounds considered if you have carried deals at this size and complexity
• Strong ability to hold a serious conversation about production systems, integration reality, and organizational resistance, not a feature pitch
• Experience with AI, data, or enterprise technology is a strong plus

Mindset

We expect precision over volume. Ten qualified enterprise conversations beat massive reach. This role requires the confidence to be deliberately clear about who we are for and who we are not, and the judgment to build trust with the one person accountable for AI outcomes rather than selling to an organization in the abstract.

Our Expectations

This is not a transactional sales role. You will own accounts end to end, from the land through years of expansion, and you will be accountable for the relationship long after the first contract is signed. You will work directly with founders and executive leadership on the accounts that matter most. We value intellectual rigor, independent thinking, and the ability to sell without hype. This role requires comfort with complexity, long enterprise sales cycles, and a long-term mindset.

Why This Role Matters

You will directly drive revenue, expand our most important accounts, and help build a serious, execution-first AI company with long-term ambition. This is the role that proves our growth does not depend on the founders. What you build in your first two accounts becomes the model for the next twenty, scaling us from a handful of founder-led relationships into a repeatable enterprise motion that compounds.

How to Apply

Use your cover letter to tell us about one enterprise deal you owned end to end: how you found the buyer, how you earned trust, what almost killed it, and how the account grew after the first contract. We care how you think, not how you format.

This position is based in Chicago, IL. We have a hybrid working model requiring an average of 3.5 days per week in the office. Candidates must reside within the Chicagoland area; we are not considering remote or relocation candidates at this time.

Gritmind is committed to providing equal employment opportunities available to all and seek to recruit, develop, and retain the most qualified people without regard to race, color, religion, gender identity, sexual orientation, disability, military status, or any other characteristic protected by applicable law.

We do not sponsor employment visas and are unable to take over an employment visa from another employer. Applicants must be authorized to work in the U.S. for ANY employer without the need for employment visa sponsorship now or in the future.

In applying for the position, applicants are required to provide truthful and complete information. An applicant’s falsification or omission of information from the application or interview process, if applicable, may result in disqualification from further consideration for employment or, if hired, may result in termination of employment regardless of the time elapsed before discovery.