Hi, I’m Jay, co-founder of O’Connor and Highland. Our framework is purpose, principles, and people. We’re optimists, students, teachers, and collaborators who are fun to be around. Your home transcends the roof over your head; it’s the bond that ties you to a community, and through community we all thrive.
Most people approach us with an emotional need, not just a transactional one. This drives key questions: Can we afford this? Is it the right time? Let us help and guide you. We’d love to be a small part of your story.
Clarity, guidance, and proven outcomes for Greater Boston moves. Wherever you are in the process, we make the next step simple and confident.
Raving Fans
Events & Guides
See What’s Happening
From education, to open houses, to our community events; check out what’s going on with O and H in the next several months!
Let's Get Your Journey Started
Ready to take the next step? Book a 15-minute consult and let’s map your path.



