A short holding period maybe OK if you can demonstrate that you do/did have the intent to hold for investment but that it makes more sense to reposition at this point in time. 

This is demonstrating property income or the business plan.

The first time I filed, he wrote me a long letter demanding that I demonstrate my authority and a bunch of other nonsense.

And it is true we do get a special pricing from the vendor...net it's probably nearly a wash, but overall makes the managing of the project smoother..so that is the benefit to the client in not contracting separately.So this comes down to you understanding the charges and the amount of the surcharge, and the PM demonstrating that they provide value for you by doing this. 

This just means in some sort of audit or lawsuit, your personal banking records will be needed to show the movement of funds to demonstrate that everything was done cleanly/correctly. 

The onus is generally on the owner to show current use etc, but on the City to demonstrate historical use if they want to prove you lost your right to use of the property.

Maybe have some pre-printed material you could share that demonstrates your qualifications and what you're looking for.You have to really know your stuff.

I usually keep extra copies on my bookshelf and have given away several copies of this book to friends that have expressed interest and demonstrated intent to use the SD strategies. 

Lenders like income streams that have two years of history; if you're a W2 employee, you need two years of employment in the same field, and if you're self-employed, you need a business that demonstrates the same level of income for two years.If you buy some property for cashflow, a lender probably won't count the income until you've owned the property for two years.

But physically altering with infrastructure etc creates inventory and requires you to start a new clock to demonstrate your intent to hold for productive use and allow the 1031.