Because of the amazing public transportation, people will not feel like they are compromising.

For example, our transportation and logistics sector has exploded over the past 5 years or so and that has really brought a lot of jobs and growth to the area as well. 

Chicago is also a really fun city and public transportation in these different neighborhoods helps accessibility. 

.), then public transportation.

I have multifamilies with people with dogs and an enclosed yard and I've never had to address this personally.

Speaking of the Windy City, it boasts higher rental rates, a variety of housing options, and an extensive public transportation system.

Smaller more "isolated" areas that will open up due to the new transportation.

They have ample transportation, colleges, and jobs. 

Location is also important, as house hackers may seek properties near public transport, schools, and restaurants.

Sure it can be a write off, but my question is if it is the highest and best use of your time (or the given employees time) to be running a skid steer - transporting it, storage, maintenance, cleaning, etc, and if it still makes sense if you need to hire someone to run it for you and take care of the other things.Add up all those recurring costs - maintaining the machine, maintaining the trailer, having a large enough truck to tow it, insurance and registration for all of the above, your time or your employees time related to all of the above...even at $14k a year it might be attractive enough to keep paying that and having them drop it off at the job site for you.A brand new machine could easily cost you over 6 figures - that's 7 years of rentals at $14k/year before including all the holding costs.