Sock that money in boring investments like index funds and focus on reducing your living expenses. 

Also, I'm looking for something to keep me busy as I ease into my retirement.You are trying to hack the primary residence part to reduce taxes and if you really can do it and you really live there then it will be fair, but if you deviate at all, the town will come for you and you will never get anything renovated if they think you aren't living there and it's not liveable.

I'm curious if these new tech can somehow help me streamline certain tasks or reduce dependency on scarce trades in your experience.Appreciate any additional thoughts I looked at 3d printing those machines are 800k plus.. and if you watch the video you need very large lots as you have to bring in truck loads of sand etc.. so thats not really going to work in an urban environment like Charleston SC were I have built 35 plus homes in the downtown core on lots that are from 12' wide to max of about 30' and roadways that are only 20' wide and have houses and cars on every lot expect the infill..

Main thing is to find out where his perceived risk is and what HE thinks will reduce his risk. 

This is the best way to ensure that you know exactly what you're purchasing.And most of the time, you can use the findings of that report to reduce the purchase price/get a credit at closing for way more than the ~$400 inspection report.  

But I’d rather see you get massive tax savings and then work with you down the line.We’re Here to HelpIf you're still feeling ready to go after short-term rental tax strategy and significantly reduce taxes from your W2 income, don't hesitate to reach out.

The goal here is to reduce liability.Consult an Attorney for Liability Options: An attorney could advise on setting up an umbrella insurance policy to add an extra layer of liability protection.

In my market they keep reducing parking requirements while removing public parking.  

When evaluating long-term real estate opportunities, keep in mind the four key pillars of investing:Appreciation – Focus on how your property’s value grows over time.Cash Flow – Assess your rental income after accounting for all expenses.Tax Benefits – Leverage deductions like depreciation to reduce your tax burden.Debt Pay Down – Use rental income to pay down your mortgage, steadily building equity.Think of it like investing in a 401(k) with a long-term perspective—especially in California, where property values can appreciate significantly over time.

You can offer options like reduced rent during disruptive repairs instead of relocation; simply as a courtesy, but absolutely not required.