Here is some extra info...The house movers have assured me that this will go smoothly, as my farm is connected to the commercial property and they are only moving it 500 yards or so (no power lines etx).

Any investment strategy that required more work and/or more risk will always outperform the alternative.But things also have to go smoothly for the end result to be better.A property that requires work will require contractors to perform the work.Will you be able to find a qualified contractor at an affordable rate that won't run away wth the money?

This is not a matter of hiding the assignment but a matter of creating a smooth transaction for all parties.

I could leave it vacant and sell at a later point - but I would prefer to make some profit off of it.Would renting out during the day for filming / porn / etc be safer from a liability standpoint?

-- Get a basic website -- pay someone on E-Lance or Fiverr if you are pinching pennies or just set aside $5k or so and have someone design a nice website for the building pitching the ammenities, contact info for leasing, directory of tenants, links to your facebook page etc - brag on the investment you made in the building-- Get a professional photographer to get photos of the building/common areas and a few offices--- Fly out to Chicago - spend a couple weeks or whatever it takes- get appointments with all of the top brokers in the Commercial office space niche, break bread with them, buy them lunch, coffee, sell this building and your commitment to it, the upgrades you did etc-- Reach out to the business journal - local papers business writers - ask for a sit down to talk about your rehab -- once articles are written - link to them on website, facebook etc-- Keep manning the phones with the brokers, keep your digital content flowing - add something at least once a week to the Facebook page-- Sign new leases, increase bottom line-- fill up building, enjoy cash flow or exit and sell, move on to the next one

Nothing ever goes as smoothly as it's supposed to:- Look forward to the frustrating situations, because those will be your greatest drivers of growth- Conserve your energy with gratitude instead of burning it up in anger- Stay committed for the long-termThe positive big impact results will follow!

Plant 100% soybeans next year so ground is smooth and easy to plant grass seed into.  

Other than this issue, the tenants have been wonderful so I'd like to resolve this as smoothly as possible for both sides. 

Also any advice/tips on things to look out for regarding a smooth transition would be great.

Both need to understand that our relationship flows smoothly when you're prepared.