. - 1975 build date should = copper plumbing, grounded wiring, modern breaker panels- 1000sq ft shop is a nice bonus.

I will pay well and offer a holiday bonus.

When you are an investor, cash flow is what really sets the value of the property and appreciation is a bonus.  

For example, if I refinance the properties for $5,000,000 on completion, I can pay the full value of development costs plus a bonus to the developer (presumably based on the property value) for the properties in exchange for exclusive ownership.

As we discussed on the call my philosophy has always been CASHFLOW first and appreciation as a bonus (or the cherry on top). 

SO to answer your question plainly, in order to make a private lender like me feel confident in you and your investment you will need to have a property, a clear understanding of the market that property is in,  (bonus if you have recently sold comps within the past 6 months w/in 1/2 mile of the property to provide up front supporting the property value you think), a clear vision for what your investment strategy is, supporting documentation to back up your ability to pay your loan, share your experience, credit score and anything you think they might uncover, and communicate clearly as to what you are looking for from your lender.  

However remember that money you pull out of there is not taxed either so that’s a added bonus, however the 30year gives you a lower payment and later down the road when you refinance you can reevaluate your plan and even shorten the loan if that’s what you want.

This met that interest and with the added bonus of possibly converting into a str in the future.

It's interesting how investors are basing the prices they will pay for properties on STR rental rates instead of LTR rates.With the changing legislative and tax situations for STRs, there are bound to be some that experience big losses with this strategy.May be prudent to buy deals based upon prices that break-even with LTR rates and recognize STR income as a "bonus" for as long as it lasts.

(I'm not trying to say your brother would do this, just a general warning)You could also give him a set percentage of the monthly rent, with or without bonus pay for vacancy turnover.