BiggerPockets is full of resources designed to help you along your journey, whether you are just getting started or a seasoned investor.

Is this your first investment property or are you a seasoned investor?

I actually have some friends that use Stessa or other tools to do the lease signing, etc. because that is what they are used to, but choose to do rent collection and all of their transaction management in Baselane because it is so user friendly and really prepares you for reporting and tax season.

Those non-cash expenses definitely helped us out during tax season.2.

For a more general philosophy on hospitality, especially if you are going into the higher end STR space I would recommend Four Seasons: The Story of a Business Philosophy by Isadore Sharp about the founding and development of the Four Seasons brand. 

While we sympathized with their situation and wanted to help during the holiday season, we decided to stick with our policy of returning deposits only after move-out.

Look for a local credit union that can offer a cash-out refinance once the work is done, ideally with minimal seasoning.

Although you are a new investor, you actually have more and better options than seasoned investors.Id they need a second parking spot , rent that to them also.

@Matt Wan In the Boston area the inventory is so tight I'm not even sure there's "deals" in the off season.

So unless you want to wait a seasoning period that may take between 6 and 24 months, depending on the bank, the most you’d be able to get the loan for on this property would be $168,000.