Surely his first response is don’t do it but it’s all about the numbers and risk (and thus 2nd house) May be to risky with unknowns on lien and eviction.  

Thanks for your responses!

Other than that, i see that basically every vendor working for insurance comes in through water mitigation or other quick response restoration work.

You also need to take into account how your approach will impact the tenant and what response you are likely to receive.It would be helpful to know what city and state the rental is in, as landlord-tenant law varies per jurisdiction, so what works in our area may not work in your area.So, at the start of tenancy the tenant's parents paid the first month rent and security deposit.

@Lucy ChangIn addition to filing a federal + state tax return - some cities/counties have their own filing requirement.It appears that San Jose considers you to be doing business within their boundaries.Below is a link to their website with instructionshttp://www.sanjoseca.gov/businesstaxYou can hire someone to do the proper filings for you or you can look at the instructions and do them yourself.You should look at the instructions on whether to put yourself as a sole proprietorship or a partnership.

Dead branches over the property line are the responsibility of that owner . if you trimmed them you would be trespassing on anothers property

@Curt Davis Thank you for your response! 

I asked a few questions and received the responses below: Should I expect an addendum outlining the final list of repairs...? 

Thanks @JD Martin and @Nathan G for your responses.

Appreciate your response sir.