I understand and appreciate the S&P tracker strategy but end of the day / career means big tax penalties.HSA is a priority for us this year and we modestly contribute to 401ks, employer ESPP. 

This is critical to understand if they will be a headache to deal with.

I can understand how a wholesaler would find some deals (I've heard some podcasts about that, essentially they're hitting the pavement) but I wonder how "investors" and "realtors" find properties if they are not using MLS/Zillow/Redfin? 

I also appreciate the time you took to call me and help me understand better how Roofstock operates today as opposed to some of my understanding about the company.  

Need to solve problems and understand finances.

So I’m familiar with it at a high level - so I’m also looking for connections/feedback to help understand the nuances, etc. for my first investment in the market.

We understand that but frankly we are extremly reluctant to ablidge.

To answer your question, that’s one of the biggest pieces to buying OOS: understanding the market you’re investing in and finding solid deals, not just ones that look good on paper.We have found what works and repeat it as much as funds allow.

Understanding exactly who is the decision maker for property is not as simple as looking through the assessor records.

I'm a pretty handy guy but this would be outside of my realm, but my experience helps me understand how much this type of improvement should cost.Improvements: remodel kitchen and bathroom, paint interior, fix exterior scafolding.How should I go about finding a contractor?