It's a very common LTV, but it's definitely not always5. yes, the bank is going to look at your capacity to repay as a function of what's on your tax returns6. 6 month seasoning is standard but can be much faster if you use delayed finance (which can be complicated).

Or would that just make tax filing more complicated than necessary?

@Lisa Daconta I don't think it's complicated enough to create a written flow. 1.

I am sure I am adding unnecessary complication to this as it comes with the analysis-paralysis but I am not sure how to get started.

And I'd have to find other IRS write-offs to cover the annual rental profits.Some complicating variables to note: Since it's a beach house, the value has spiked far faster than the estimated worth of the other homes, a reality that surely will continue, since the coastline is shrinking, not growing.

Don't over complicate things by looking for anything fancy.

Now you may run into complications if you need to rehab the properties and want a refi because you probably need them to be rentable.

Since he owns it free and clear it might not be that complicated.

It isn't a complicated business.  

@Matthew ShayA little more complicated than you probably want.1.