All Forum Posts by: Jack O'Brien

Thanks!

Where are my super hosts at?!

I am interested in buying a house near a ski resort in the northeast, VT specifically, to Airbnb. If you have experience with Airbnb rentals I'd love to hear about your experience, the pros/cons and what to look out for. 

My friend recommended airdna.com to get a decent idea of potential returns. Any other recommendations or real numbers from an actual property?  

Thanks!

Does anyone have experience with the ADU program offered in Boston? I am looking into a basement conversion for a recently bought single family. Looking for advice in regards to planning, design, financing (Boston offers loans you do not need to pay back unless you sell the property - if you qualify), construction etc.

If you have been through the process and successfully converted extra space into an ADU I would love to chat.

Awesome, thanks guys!

Hey Everyone, I am closing on a 5 bedroom single family home in Boston in two weeks. I plan to house hack with my friend (we will live in 2 of the 5 bedrooms). 

My question is - What is the best way to "hold" this property? We currently have 2 owners on the deed/mortgage and was wondering if we should form an LLC or transfer the title into a trust so it is not "personally" owned.

Also, since 3/5 (3 rooms and common spaces - kitchen, living room, bathrooms etc.) of this property will be an investment and rented out, what is best for depreciation/tax benefits etc.?

Any advice is helpful! Thanks!

Jack