Enterprise Account Executive

AI-Native Legal Technology |
Wisco, MN, Iowa,

DALLAS

PNW

Rockies

( western 1/2 of the US preferred )

The Opportunity

There are plenty of enterprise sales jobs where you inherit a mature market, a familiar product, and a list of competitors selling roughly the same thing.

This isn’t one of them.

I’m working with a rapidly growing AI company that is changing a highly manual, expensive part of the legal workflow.

The technology replaces work that has traditionally required significant people, time, and administrative effort. Customers are seeing dramatically faster turnaround, lower operating costs, and a meaningful impact on how quickly they can move their business forward.

The company has grown roughly 10X in a short period of time and is entering its next stage of expansion.

Now they are adding a small number of Enterprise Account Executives.

This is an opportunity for hunters who want to build something, not babysit a territory.

What You’re Walking Into

This is not a science project looking for product-market fit.

The product is working.

Customers are buying.

Pilots are converting.

Reps are making money.

And the addressable market is substantial.

You’ll be selling a platform capable of supporting significant enterprise agreements, with a sales cycle measured in weeks and months rather than years.

Several sellers are already well above plan, with top performers on pace for exceptional W-2s.

More importantly, the sales organization is being run by leaders who understand enterprise selling.

There is process.

There is accountability.

There is support.

But nobody is going to hand you your number.

What You’ll Do

You will own the entire sales motion from prospecting through signed agreement.

That includes:

• Build and develop your own enterprise pipeline

• Target sophisticated professional-services organizations across your territory

• Create opportunities through outbound prospecting, referrals, events, partnerships, and company-generated leads

• Run a disciplined enterprise sales process from discovery through close

• Develop and execute structured pilots with clearly defined success criteria

• Quantify business pain and build a compelling financial case for change

• Multithread across operational, financial, technical, and executive stakeholders

• Develop internal champions and gain access to the economic buyer

• Lead pilot kickoffs, business reviews, and executive presentations

• Maintain strong qualification and forecasting discipline

• Build relationships in person through customer meetings, industry events, dinners, and conferences

• Work closely with SDRs, Customer Success, Revenue Operations, and leadership

• Bring market intelligence back to the organization and help sharpen the go-to-market motion

You will have resources around you.

But this is still a hunter role.

Who Will Succeed Here

Legal technology experience is not required.

How you sell matters much more than what logo happens to be on your résumé.

You are likely a strong fit if:

• You have consistently succeeded in enterprise or complex B2B sales

• You have a track record of creating your own pipeline

• You know how to control a sales process instead of simply participating in one

• You can take a prospect from curiosity to a measurable business case

• You understand how to run a pilot with defined outcomes and executive sponsorship

• You know how to multithread, build champions, uncover power, and navigate complex organizations

• You are comfortable prospecting senior executives

• You operate with strong sales-process and forecasting discipline

• You enjoy getting in front of customers rather than selling exclusively through Zoom

• You are competitive, coachable, and accountable

• You have succeeded in a fast-growth environment where everything is not already built for you

This probably isn’t the right opportunity if you need a famous logo, a protected territory, an endless supply of inbound leads, or a fully finished playbook.

Compensation

The company intends to pay aggressively for exceptional sales talent.

The package includes:

• Competitive base salary

• Uncapped commission

• Significant upside for overperformance

• Meaningful early-stage equity

Several members of the sales team are already producing earnings over $500k.

The upside here is real.

Location

Flexible within the United States.

Travel is expected for customer meetings, conferences, dinners, industry events, and occasional company gatherings.

Why This One Is Interesting

Fast-growing AI companies are everywhere right now.

Fast-growing AI companies with a product customers are actually paying for, a sales motion that is working, reps making real money, and leadership that understands how enterprise sales should be run are much harder to find.

You are still going to have to hunt.

You are still going to have to create urgency.

You are still going to have to control your deals.

But if you can do those things, there is a lot of runway here.

If you’ve been looking for a chance to get into a high-growth AI company before the opportunity becomes obvious to everyone else, we should talk.