My strategy incorporates asset protection measures like LLCs, specific trusts as well as professional property management to spread risk and ensure quality operations.As well as using tax codes to my benfiitSection 179, IRC Section 162, Cost Segregation and Bonus Depreciation and later 1031 them out for larger projects. 

Here’s the context:The house appears vacant, with a large tree that has fallen on the property.From what I can see, the house seems full of furniture and might even be a hoarder home.I’ve skip-traced the property and found that the owner has unfortunately passed away.The house seems to be mortgage-free, and I’ve identified three phone numbers associated with the son, who I believe is the heir.I’d like to reach out to the son to express my interest in purchasing the property, but I want to ensure I do so respectfully while also gathering the right information.Here are my questions:What’s the best way to approach the heir while showing my condolences for their loss?

This will open up your options a lot more. 

I am investing out of state, I am from long island and work in NYC.

I'm about 2 years into this "helper role" or "apprentice" role if you will and I'm starting to take on larger and larger roles and run my own deals.  

Just check the facts and figures.Like you suggested, there are various opinions, which are all valuable and it's great like that.

If there is anything I can offer, please feel free to reach out.

As I've been doing more and more deals over the years, and gaining more and more experience I been having people reach out about how they can invest with me on future deals whether it be Buy & Hold or Flipping.

Then I had a furnace go out, several appliances break, a collapsed sewer line, heavier-than-usual turnover, etc.

@Sidney Johnson just make sure that your finances and relationship are in a good place to attack this from a position of strength.