Demo

Enterprise Sales Contractor

CityVerse AI
Chicago, IL Contractor
POSTED ON 4/26/2026
AVAILABLE BEFORE 10/22/2026

CityVerse AI is hiring Enterprise Sales Contractors.


Usually this is where people give an overview of their company but let's be honest, everyone cares about comp.


Here is the deal: 25% commission on the first $250K you close. 22% to $500K. 18% to $1M. 15% above that. Average contract is ~$50K, so 5 closes pays you ~$62K, 10 closes pays ~$117K, 20 closes pays ~$207K. Surpass $500K in sales and you start unlocking extra cash bonuses. The more you close, the bigger the bonus. No salary in year one. No benefits. No PTO. No manager checking your CRM. If that sounds bad, this isn't the job. If it sounds like the only honest comp plan you've seen on LinkedIn this year, keep reading.


Why this can actually pay out. We have outbound infrastructure to source municipal contracts that tripled our meeting volume. We hand this to you. We have specific sales lists, repeatable problems, and we know exactly where our buyers feel pain. Existing customers include the City of Omaha, York Parks & Rec, Fort Calhoun, Lake Cunningham, and active pilots across multiple states. We also encourage you to get creative. We will all think about new strategies and your voice is going to be heard.


What you'll do. Lead initial conversations, and sit in on demo meetings and closes so you can learn the full process. You own your pipeline. The founders just close in the beginning. Akash and Neal will be on every customer call you want us on and off every call you don't.


Who we're hiring. You've sold software into city, county, or state government. You've worked inside a municipality, construction, Public Works, GIS, or Asset Management. You've closed several hundreds of thousands in deals. You like to bet on yourself - not just a small W-2 package.


Don't apply if: you need ramp protection or a year-one guarantee, you're between W-2 jobs looking for a bridge, you expect inbound leads handed to you, or you mind if your "bosses" are 23. We're equals --> but if you can't get over that hurdle, it's a pass.


Why we're doing it this way. We're not paying salary because we don't respect the work, it is kind of the opposite. The people who succeed at this role wouldn't take a salary if we offered it. They would see the asymmetric upside. We want to give it to them. If you close $1M in year one, the math says we made the right call and so did you. Clean deal both ways.


How to apply. Don't apply if you are looking to work in AI or want an engineering position. Don't send me a ChatGPT or Claude message. Figure out a way to convince me beyond just applying to this post. If you can't think of a creative way to get my attention, you're not who we're looking for. If you cannot convince me, you cannot convince John the Assistant City Engineer.

Salary : $50,000 - $500,000

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