Careers at Breezeway

We're redefining property management and the future of home services from our HQ here in Boston. Created by the founder of FlipKey and the team that grew vacation rentals into a world-class product at TripAdvisor, we're backed by leading investors in the real estate space.

Employee Benefits

Professional Growth 

Hone your skills in a fast-paced environment with a talented team. Expanding your knowledge and expertise is a focal point here at

Competitive Compensation 

Are you a top performer in your field? We make sure to recognize your talents and contributions accordingly.

Travel Perks & Reimbursement 

We work with hospitality providers and property managers all over the world, and share travel perks with the team. 

A Few Extras...

Our centrally located Boston office is packed with amenities like weekly Yoga classes, a Pelaton bike, cold brew on tap, and more.

Equity Ownership

Our team has equity ownership in our shared company growth and success across every role and department.


Health is wealth, so we've got you covered. We offer premier health and dental packages right here in medical mecca of Boston.

Breezeway is a great environment for my professional growth. The people are smart, the product is innovative, and the work is challenging and rewarding. I'm proud to be part of this focused and energetic team, and am excited for what lies ahead.

Ben Firn
Director of Marketing,

Breezeway fosters an incredibly collaborative and client-focused team. The work that we do is fulfilling, the product we offer is cutting-edge, and I look forward every day to the growth opportunities curated by the combination of the two.

Kelsey Liversidge
Customer Success Manager,

The work we're doing at Breezeway makes a big difference for our customers, and makes their lives easier and their jobs more enjoyable. The fact that I can see tangible results from Breezeway's property operations platform energizes and motivates me.

Clayton Chamberlin
Business Development,

Job Openings