I self manage all of my units using my team of connections on Kauai to keep overhead lower. 

I have towed many cars off my properties and had to keep tow drivers safe while they do their service.There has been a nice lull for a bit.

While I’m happy to share lots of information with folks it’s very rare that I will give out information like my primary contractor’s name or the names of any of his subs because I keep them busy full time and am not willing to lose my own time with them to someone else.

And keep your chosen profession. 

As we've seen home builders are already struggling to keep up with demand so properties will appreciate very well and cash flow if bought early in this area. 

Never, Never use your sellers property tax expenses to estimate your future property tax, this is a big mistake done my many people in the industry.If you haven’t sell your Main home where you are living yet you might consider to keep it, because your new home would be triple the amount your are paying right now.

So, this is not about evading risk but to keep my business and personal dealings separate.Thoughts? 

I'm trying to keep costs low while providing value and so I'm doing some shopping around.  

It’s a personal question in many ways.

He is wondering if he should take the 300k as a price reduction (leading to boot from 1031 as he does not want to go higher than 25% down payment) or if he can avoid boot by keeping the price the same and take the 300k in a capex escrow account with the title company to be used for repairs over the next year (title company and bank are ok with this).