We have been swept by the influencers touting the benefits of cost seg, so we are wondering how come nobody ever mentioned that it might not fully appy during the first year in service.You relied on two almost equally awful sources of information: influencers and IRS publications.

There are good tax benefits, but you should really decide on whether you want to own and operate a business that requires as much upkeep as STR before exploring it further.

You could also explain that keeping more liquidity helps you address any potential issues quickly, which benefits both parties.

It helped I got to work through the options myself, a job benefit maybe haha.  

This fact makes accelerated depreciation seem unattractive as it feels like we are not getting any IMMEDIATE benefit out of his half of the depreciation expense.

Plus a contractor will ask for every single change that benefits them.

Then after a few months, you will appreciate the expense of outsourcing, and the benefits.

Rebooking directly with you outside of Vrbo is an offline booking and will not be eligible for Vrbo protections and benefits for either you or the traveler."

This is where I think offices can succeed bringing people back, if there are things on site that benefit all tenants.

There are benefits to using the LLC, holding company, or trust, but they all come with costs and add complexity to your life that is often unwarranted.