While I think there is something to be said about doing business in your community, you might find that a majority of tax practitioners are generalist who may work with many industries and be the proverbial jack of all trades, master of none. 

You have traded a LOT of time and energy and risk for a higher potential reward.The turnkey option means that you don’t need to do any of the work I mentioned above, this doesn't mean that you won't also have to do your due diligence.

No big, national, publicly traded banks will do this loan type.

Any other negative consequences of a cost segregation

Of course it is far from a science and there are some trades this doesn't work with, but it gets you ballpark.

People looking to buy around cold holidays are generally people looking for a killer deal bc they're trading those inconveniences for equity.

Not so much for the op, but for those following the discussion....very often a small commercial property rarely will trade based strictly on the numbers, at least in my market which is the market at hand.  

When we take this experience and attempt to apply the business of trade to real property, as most do, they fail to apply the concept of real property and the unique nature of real estate, the difference that the estate carries socially, the importance to a community, the government of society, the functions that real property plays in our security, health and well being. 

The buyer and seller execute a promissory note providing an interest rate, repayment schedule, and consequences of default."

Before you bring on an assistant to be a jack of all trades, maybe it makes sense to pay a PM for one or two of your properties and see how it goes.