Not so much.... unless you're exceptionally good at multi-tasking and can negotiate with buyers / sellers / investors, etc. while doing demo, framing out walls, putting up drywall, painting, etc.You should also consider your own skills, licensure, etc. versus professionals in the skilled trades and other occupations (attorneys, accountants, property managers, etc.).My $0.02...

Are there any unique lease provisions you use?  

You have the power to control real estate with a piece of paper with words on it  providing you know what words to use and now to connect them.Understanding formulas and clauses is important to the success and growth of an investor.Having a number of ways to control real estate makes the task of profiting in this business less stressful. 

This would allow me to use up to 80% of my home value for the purchase of another great cash flowing rental and have more time and cash from my 9-5 that I would be able to complete any tasks needed, be on the hunt for deals or a little free time with the kids in the evening.

Repair Estimation/Budgeting - Ability to create detailed Scopes of Work & repair costs budgetsBudget Tracking - Ability to track your actual expenses against your initial budgetScheduling - Ability to create a project plan & track project progressChecklists/To Dos - Ability to track daily to-dos and checklists of items that need to be completedCalendars - Ideally all of your Schedules & To-Dos feed into a Calendar that you can use to manage all of your projects in one location.Document Management - Place to store project documents and photosHere are some Project Management tools that you might consider:Trello/Zoho Projects/Basecamp  - General project management software that includes tasks, Gantt scheduling, calendars, project forums, document storage & team collaboration toolsBuilderTrend / Co-Construct - These tools are built specifically for custom homebuilders/remodelers and have a lot of functionality. 

I’m from New Jersey and Chicago homes look so unique to me.

Good chance they won’t last through the lease,let alone renew.If you have a unique play and you can be ok with the thing being empty for two years during the next recession then it might be interesting.  

In the even that your adding to existing Podio data, Podio does have a primary key/unique record solution when uploading data... but the trick is creating unique identifiers (first name is not sufficient as there are 100s of "Mary's" on a list, phone numbers can be difficult from multiple traces) so it's important to use Excel to create these unique identifiers.

We are including washer/dryer hook ups and it will have it's own yard, which is what makes it unique. 

I'm not quite sure what my exact niche will be yet, though I am working my way through some of the suggested begginners tasks.