The first thing that pops up when you Google us is the tulips...and yes, they are THAT beautiful and worth the trip!

I can't over state this mis-match between busness need and partners family priorities. 

My question is this--if a winter storm made it impossible to access our STR, would trip insurance generally cover that?

This reminds me I need to book my trip... but absolutely I'm planning to attend. 

As for water leak concerns they should be your primary concerns water intrusion from the roof and the flashing should be remedied as quickly as possible to prevent extra damage.Regardless don't get down just take it a step at a time as @Greg Scott said investing is a journey not a trip it'll take time!

Generally, I don't think you can deduct the trip if the purpose is to make improvements to the property.https://learn.roofstock.com/bl...

A few months after I opened my first real business, I was standing at a bus stop in the rain waiting to go to the office in the city. 

I run meetups in northeast Ohio; if you're ever up for a short road trip, we'd love to have you!

I hired a GC I knew and could trust and limited my trips to about once a week.

Any newbies have current/past reports that they are still trying to wrap their heads around, what is tripping you up?