Executive Assistant / Operations Coordinator

This is not a typical EA role.

We’re a fast-growing home maintenance startup on a mission to take the stress, guesswork, and dropped balls out of home ownership — so our clients can actually enjoy their homes instead of worrying about them. We partner with homeowners to keep their properties safe, healthy, and running the way they should.

We’re growing fast. Things move quickly, priorities shift, and no two days look the same. We need someone who doesn’t just keep up with that pace — they thrive on it.

If you are looking for a predictable, process-heavy role inside a large organization, this is probably not the right fit. But if you want to be right next to the founder, own things from day one, and help build something that actually matters to people’s lives and health — keep reading.

The Basics

Title: Executive Assistant / Operations Coordinator

Location: High preference for candidates in Mamaroneck, New Rochelle, Larchmont area of Westchester County, NY

Work Style: Primarily hybrid/remote to start — but we love having you close, and are securing office/garage space this summer for some office days

Schedule: Full-time, Monday–Friday, 40 hours/week

Salary: $75,000–$90,000 depending on experience

Benefits: No health insurance currently (we’re working towards that asap!) Health stipend open to discussion.

Reports To: Founder, directly

Key Tools: Jobber, HubSpot, CompanyCam, Google Workspace (Gmail, Calendar, Sheets)

The Market Opportunity

Home maintenance in the United States is a $600 billion market — and it is almost entirely broken. Most homeowners manage a patchwork of unreliable vendors with no coordination, no follow-through, and no single point of trust. Things fall through the cracks. Homes deteriorate. Families live with nagging problems because finding the right help is too hard.

Every home has a maintenance schedule that should be followed—just like cars need regular oil changes and people need regular dental visits, our homes are no different. Most homeowners don’t know this. We’re on a mission to change that: helping homeowners live healthier and bringing awareness to a subject that’s long been overlooked.

The Growth Story

In just over a year, we have grown from 75 recurring client households to over 160 — and we are still climbing. Almost entirely on referrals. Clients do not just use us, they tell their neighbors. That kind of organic, word-of-mouth growth in a market this large is not an accident — it is proof of something real. We have found product-market fit. Now we need to build the operational foundation to scale it. That is where you come in.

The person who steps into this role is not filling a seat. They are helping to build the infrastructure of a company with the potential to become the defining brand in residential home maintenance. The ceiling here is genuinely high — and we are just getting started.

The Opportunity

You will be one of the first full-time hires at Home Upkeepers. That means you will have a front-row seat to how a company gets built — and a real hand in building it.

You will work directly alongside the founder, which means you will see and touch every part of the business. You will know what’s on his plate before he does. You will be the person who makes sure the important things don’t fall through the cracks — with the crews, with clients, with operations, with everything in between.

This is not a role where you wait to be told what to do. The best version of this person spots a problem before it becomes a fire, builds a solution before anyone asks for one, and takes genuine pride in running things well.

We are not a perfect company. We are figuring things out as we grow. What we are is honest, ambitious, scrappy, and deeply committed to the people we serve. The opportunity for growth is limitless, and if that excites you, you will fit right in.

Why This Matters

Our clients are real people — busy families, working professionals, older homeowners — who depend on us to keep their homes safe and healthy. A dryer that doesn’t dry, a disgusting dishwasher, dirty HVAC filters — these aren’t inconveniences, they’re health and energy problems. The work we do has a direct impact on how people live. The person in this role is a big part of making that work happen.

What You’ll Do

The honest answer is: a lot. And that list will evolve as we grow. Here is what the core of the role looks like right now…