Very helpful and all responses have triggered additional questions for my tax guy.

@Jordan Dzubak we played with the idea of getting something at the Lake a few years ago, but ultimately never pulled the trigger in large part because so many neighborhoods were modifying their C&Rs to prohibit short-term. 

I really appreciate any input or suggestions before I pull the trigger on these large expenses.

If you don't, then you essentially have no insurance on the property.But, it's when the lender is notified of the new insurance coverage that will actually notify the lender and then they will trigger the due on sale clause.

. #4 Once you're comfortable with everything and you find a deal you like, pull the trigger.

In California, people don't want to disclose significant home upgrades because it could trigger a Prop 13 property tax reassessment. 

You can have no active participation in any investment made in your retirement account without triggering the unrelated business income tax.  

I’ve actually been a part of BP since 2017 now but too afraid to actually “pull the trigger.”

We got so many questions about our pool being heated, we eventually had to pull the trigger and do it, and people love it. 5.

It's just not a deal killer in most situations so if you like everything else about it, I'd pull the trigger!