With Chicago's new Express Permit Program, it's a bit easier to get permits for work that would have previously required architectural drawings. 

We focus on CapEX before beauty. as a realtor we understand selling or renting homes you have to make the home function, Roofing, windows, electrical and plumbing. after we address these we focused on beautify making sure the upgrades match the area and is forward thinking with color scheme, flooring, and flow.

I would benefit from this program because it would decrease my 1:30-2 hours commute down to under 30 minutes.

And I like the project management function also.  

In Minneapolis, are there programs in place from non profits and the government to aid first time home buyers with costs?

I believe Buildium does all of these functions as well. 

The program is not what we had hoped for.

It is currently a glorified finished attic with little room- Use addition and raise it up and extend it to the side of the home for more finished space and room for deck, washer/dryer room etc- Make the living space as functional as possible with the added sqft- Add outside living structures like deckThis is a fairly wealthily area and I want to maximize my ROIWhat are some things you recommend for a large scale project like this and what are some hurdles ?

I'm not sure if the program is still going on, but has definitely revitalized a lot of the area when it was once destined to follow the way of other older cities that are aging out of existence both in terms of people and property. 

If the age of your equipment is older, or it stops functioning, those repairs can also add up.