Real Estate Transaction & Operations Coordinator

Transaction & Operations Coordinator

Location: Lexington and Winchester, MA offices, in person (private office space in Lexington)

Employment Type: Full-Time, W-2

Compensation: $68,000 to $75,000 base salary, plus a bonus for every transaction that closes, paid monthly

Schedule: Business hours, with flexibility for the occasional evening or weekend client event

About the Opportunity

The Gayle Winters Team is a growing residential real estate team with nearly ten years of momentum behind it. We represent buyers and sellers, we are a Zillow Preferred Team affiliated with Compass, and we are growing fast: more agents are joining this fall, with a goal of ten agents by year end. We are on pace for about 60 transactions this year and expect to reach 100 or more.

Gayle is out with clients and builders most days, so she needs a right hand at the office. That is this role. You will be the person who keeps every deal on track from contract to close and keeps the back office running so the agents can spend their time selling.

This is not a new seat we are experimenting with. It is a proven role with a clear path: as the team grows, we plan to add a dedicated transaction coordinator, and you can grow into a broader operations leadership role.

What You'll Do

Run our transactions from contract to close

• Open each file, track every critical date (inspection, financing, appraisal, closing), and keep all parties moving: agents, clients, lenders, title, attorneys, and inspectors
• Collect and organize every document, spot problems early, and keep agents updated on what is due and what is missing
• Coordinate closing logistics and the client follow-up, including the request for a five-star review

Be the go-to person for our agents

• Build listing presentation binders, prep for open houses, and handle listing paperwork, photography, signs, and vendor scheduling
• Coordinate team meetings, call nights, and client events

Keep our systems and numbers in order

• Check Follow Up Boss regularly so leads and activity are logged, and report on pipeline, listings, and year-to-date goals
• Update tasks in monday.com so Gayle can see where everything stands at any hour
• Help us build and document our processes and checklists as new agents come on board, and use AI tools to work faster