I started by looking for podcasts tailored towards the direction I was going.

She suggested to sort of tailor my current situation to one that would create value, as opposed to spending money on rent.

I have never used Quickbooks but Buildium does everything we need that's tailored to rentals. 

I think we were trying to tailor our plan to what we felt thought they would be comfortable with, but we should definitely format to meet our goals and needs, and find investors that align with that. 

I have now tailored my job search to be much more residential-based and one that allows me to be a bigger player in the company.

Yeah I think I can tailor my lunches to be early, on time or late.

I'd talk to a known local attorney then if you need legal docs and contracts, and get them custom tailored to whatever complex deal you are working on....  

Then it’s tailored and an offer goes in only after I have been able to inspect.

InsuranceWe need to insure on the LLC's name or in our name - depending on what we decide on the title.Should I seek products tailored to short-rentals like Foremost or Proper through Lloyd's of London?

As far as your next move that should be tailored towards your goals.