Operations & AI Enthusiast en Cleveland Holding Group

Cleveland Holding Group is a Real Estate company, doing construction and property management in Ohio. We're making a big bet on AI-Native Operations, replacing spreadsheets and manual processes with automations. We're growing the portfolio while building the very systems meant to run it. We need people who can operate the business today and help automate it tomorrow.

We are a small team running every acquisition, rehab, and rental in-house..Our vision is to prove that a lean team can run and scale a real estate operation on modern AI tooling instead of headcount.

Please only apply if you have proof you're a fit for this role, send an updated CV tailored to this job description. Know that during the interview, you'll be tested on exactly what's mentioned here.

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Confident, fluent English and Spanish, a lot of this role happens on the phone with tenants, contractors, and city offices.Real project management experience is important ,juggling multiple projects at once, each with its own priorities and a constant stream of small tasks, and knowing how to execute without letting anything slip. Strong organizational skills and attention to detail.

Comfort with AI tools is real, not decorative. You'll be supported by an AI-powered CRM and automations daily, so hands-on curiosity with tools like Claude, ChatGPT, or automation platforms goes a long way.