For pros/cons of booking.com I would say the following...Pros:-if you use guesty you can sync your airbnb info into your booking.com listing info to ease the set up process-there are more options to check off in the amenities portion of the listing set up, so you can really display the uniqueness of your property-I would wager 90% of self-managing str hosts only list on up to VRBO/Airbnb, which means there are not nearly as many options for people to choose between, which means more exposure for your listing-rumor has it that booking.com just invested a large sum of money into building out their services to provide more vacation home listings rather than hotels.

Not calculating your basis properly between building and land, which impacts depreciation. 2.

I just want some outside eyes to help me understand if this deal is what I should expect to find as I build my portfolio.I plan to buy and hold long term.

I currently own a 3-unit multifamily property, and I’m actively looking to expand my portfolio while building meaningful connections with like-minded investors in CT.I’m particularly interested in:Wholesalers: If you’ve got off-market deals, I’d love to hear from you.Creative Financing Opportunities: Subject-to deals and seller financing are right up my alley.Networking and Partnerships: I’m eager to collaborate with other investors who share a passion for creative deal-making and scaling our businesses together.Whether you’re an experienced investor, just starting out, or anywhere in between, let’s connect!

I would look for a 2 bedroom 2 bath duplex with a one car garage for each side located between the two units and each front porch on the each end of the building.  

It has taken me time and I am ok with building long term wealth vs spendable dollars today.

An example might be a commercial tenant with 50% of the space in a building sends an after-letter notice that it now plans to vacate at the end of its lease term in 6 months.

Thanks for the vote of confidence @Tyler Carter! 

They won't be able to fix that problem as there is probably a small leak in a pipe or a crack in the foundation or a bit of water coming in from somewhere or moisture building up in the home.I also agree with Nathan about taking the first contractor to small claims court.

Glad you are setting aside money, but if the HVAC is 20 years old, or the septic system has never been pumped, or the roof is 25 years old, etc; you will get hit with a cost before your build up enough set aside.How stable is the other tenant?