Chief of Staff to CEO — AI-Powered Real Estate Startup (Remote)

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Chief of Staff to CEO — AI-Powered Real Estate Startup (Remote)
Full Time, Work from home

The person I hire next will be smarter with AI than I am.

Year one total compensation: $60,000 to $100,000+

Year two: $80,000 to $150,000+. Year three and beyond: uncapped.

Base salary plus a percentage of the company's earnings on every closed deal. The harder you work, the more you earn. No ceiling.

I'm Gideon Gratsiani. Thirty years in US commercial real estate. I'm building the Terminal — a private institutional deal platform — and taking the company public. This is a real estate startup, and I need one person to build it with me.

Not an assistant. Not an analyst. My shadow.

It's 11:42pm on a Tuesday. A voice memo lands — a broker in Texas, a shopping center, a debt problem. No instructions. No context. By 8am, the full picture is ready on my desk. That is not a scenario. That is Tuesday. And the person who handled it didn't ask how. They figured it out, because that is who they are.

That is the person I'm looking for.

You take everything that keeps me operating as an employee instead of a CEO — and you make it yours. Not by doing it all yourself. By building systems that run without you. AI that works while I sleep. Workflows no one asked you to create, because you saw the gap before anyone else did. And whatever AI cannot do, you find the right person, hire them, train them, manage them — wherever in the world they are, whatever it costs. Nothing drops. Ever.

I don't fully understand half of what you'll build. That's the point. I need someone who already lives inside a world I can see but can't operate in — and who sees what's possible before I can name it.

You're not an engineer. You're not building AI products. But you know AI cold — what it can do, what it can't, and exactly when to stop building and start hiring. That instinct is the job.

This is a ten-year seat. You start as my shadow. By month 24, you're managing ten people and the operation runs because of you.

This is a launch. You are not joining something that already works — you are building it. Deal share that grows every quarter. The equity conversation. A team you built from nothing. A trajectory that does not exist at a normal job. That is financial freedom.

And it is not free.

The first 90 days have no structure. No playbook. No set hours. You will be working before you understand the business. You will be hiring people for jobs you have never done yourself. You will get instructions that are incomplete and deadlines that are tight and you will figure it out because there is nobody else. Twelve hours minimum a day. During critical pushes, more.

Financial freedom has a price. I pay it every day. It costs you sleep. It costs you weekends. It costs you time with your family that you will never get back. If your life has commitments that cannot bend — children who need you at set hours, parents who depend on you, obligations that don't move — this seat will not bend for them. The work does not allow it. It is too fast and too consuming. You will not last.

That is the shadow path. But it is not the only one.

We are also building the full team — over fifteen positions, all AI-driven, all requiring the same depth of AI fluency. If the shadow is not the right fit for your life, this interview evaluates you for everything.

Not for you if you recently started exploring AI. Not for you if you want to build AI products instead of run operations. I do not care about your resume. I care about what you can build and how fast you learn.

Compensation

Your base is $4,000 per month — guaranteed, paid monthly. On top of that, you earn a percentage of the company's earnings on every deal that closes. Your share starts at 0.5% in your first 90 days, grows to 0.75% from month 4 to 12, and reaches 1% from month 13 — uncapped. The more deals close, the more you earn. This is how $4,000 a month becomes $60,000 to $100,000 in year one.

After 12 months, if you are still here and performing, you receive a $10,000 bonus. At month 24, if we are both still standing and the fit is real, we talk about equity. No promises — you earn that conversation.

Realistic total: Year 1 $60,000–$100,000+. Year 2 $80,000–$150,000+. Year 3+ uncapped.

This seat will be filled by the person who understands that a real estate startup going public in 24 months is a rare door — and walks through it.

Apply now: https://app.willotalent.com/invite/vEEkY9/

— Gideon Gratsiani Founder & CEO, RePrime Group Postville, Iowa


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