The Short Term Rental Secrets Podcasts and Website by Mike Sjogren is pretty great for learning a ton and hearing from big players in the market that started from nothing.https://open.spotify.com/episo...https://www.strsecrets.com/abo...

We see so many prospects who have been told by Youtube or mastermind gurus that multiple LLCs in three different states is beneficial when in reality the costs of upkeep hit the bottom line harder than any benefit.

@Jeff Hines - go with a direct lender and spread that $150K over multiple properties. 

The more time you spend on administrative tasks coordinating with multiple service providers, the less time you get to spend on managing your properties, finding new potential investments and increasing your financial returns.Tax strategies and property insurance are two areas that are highly customizable because no two portfolios are identical.

Hi Shayan--Totally agree with Chris Seveney...I use multiple metrics for a deal. 

Sales team is dishonest, multiple people get stolen from by members in the community every single week.

I will note though that lots of people manage multiple rentals without hiring a STR management company (myself included).

The syndications might be invested in multiple states which will require multiple state return filings which add to costs.Are you getting any consulting throughout the year?

EXAMPLE: a local HC has a single comcast email address for their entire office - mysteriously, they seem to be always losing emails and asking us to resend multiple times.The good news is they finally increased their max rental amounts a few years ago, so they are now more competitive. 

They were only bank I could find that would open multiple checking accounts under one EIN.