WE'RE HIRING
Regent Properties is looking for a Property Operations & Automation Manager — part hospitality, part AI builder. No traditional experience required, just curiosity and ownership.
BookWithRegent.com is a technology-driven property management and hospitality company. We manage properties for owners, operate our own portfolio, and build AI-powered systems that automate as much of the day-to-day work of property management as possible.
Our philosophy is simple: technology should handle the repetitive work so people can focus on the things that actually require people. That means automating routine communication, operational workflows, reporting, and task management — while still delivering genuinely great hospitality when a guest needs a human. We're growing, and looking for someone who wants to help us build that future.
One moment you might be helping a guest with a check-in issue. The next, you could be coordinating an HVAC technician, building an AI workflow, updating a spreadsheet, purchasing furniture for a new property, or figuring out how to prevent an operational problem from happening again. We'll provide hands-on training — what matters most is that you're resourceful, communicate extremely well, learn quickly, and take ownership of problems.
Respond quickly to guest questions with empathy, enthusiasm, and excellent service
Manage day-to-day operations across our properties
Build and improve AI-powered automations and operational workflows
Use ChatGPT, Claude, and other AI tools to solve real business problems
Coordinate cleaners, contractors, technicians, vendors, and repairs from start to finish
Track projects, purchases, expenses, maintenance, and operational issues
Work comfortably in Excel, Google Sheets, Docs, and other SaaS platforms
Identify repetitive work and figure out how technology can eliminate it
Help launch new properties from an empty space to a fully operational guest experience
Travel when needed to oversee new-property setup, installations, and repairs
Design and furnish properties — sourcing furniture, electronics, linens, and supplies
Own problems through completion instead of simply passing them to someone else
Are an exceptional written and verbal communicator
Are naturally responsive and frequently available by phone
Provide genuinely great customer service, even when someone is frustrated
Have strong attention to detail and notice things other people miss
Are comfortable juggling multiple priorities without losing track of them
Are a self-starter who doesn't need to be told every next step
Are comfortable learning new technology and software quickly
Think in systems — when something happens repeatedly, you improve the process
Are comfortable working independently and making good judgment calls
Want responsibility and room to grow, not just tasks to complete
You do not need to be a software engineer. But we'd be especially interested if you've:
Written functional Python, JavaScript, or another scripting language
Built an AI agent, automation, chatbot, or workflow — even a personal project
Used APIs, Zapier, Make, n8n, or similar automation tools
Have a technical, engineering, data, or analytical background
Have a bachelor's degree or equivalent practical experience
Have experimented with AI beyond asking ChatGPT basic questions
Can look at a repetitive manual process and start thinking about how to automate it
Hospitality happens throughout the day. Much of the work is quick guest messages and timely operational decisions, mixed with longer stretches of project and automation work. You should be comfortable with a flexible schedule and being responsive during your assigned coverage periods, including occasional evenings or weekends. Travel of up to 20% may be required, particularly when launching, furnishing, or improving properties.
This begins as a six-month contract, but we're looking for someone who can grow with Regent. Strong performers may be offered a permanent full-time position with increased compensation and benefits, including medical, dental, vision, and 401(k) matching. For eligible roles, Regent may also provide H-1B sponsorship. Exceptional performers who take on greater responsibility can grow into roles with six-figure-plus total compensation.
Send your resume and a short introduction. Don't worry about a formal cover letter — just tell us in your own words why this role interests you, what you've built or worked on that you're proud of, and why you'd be good at it.
Thanks for applying to Regent Properties. We review every application personally and will reach out if it looks like a fit.