Millennials will be planning retirement and they are a larger generation than the Boomers.the US economy will have hit at least 2 new major economic crisis. 

Not sure how best to do it, but a larger first time homebuyer credit makes no sense to me. 

If there were, you would see some cracks in the foundation, and the slopes would worsen over time, so continue to monitor.Maybe the next time you do a larger renovation, you address the structural issues, but if it were me, I'd likely do anything until that time.

To name a few factors: your time commitment, ability to focus on marketing & sales, your network...As a current business owner, you may already have a pretty good starting point.Most agents close 1-2 deals their first year (if any)...

The process of selling is a bit more complicated and is a much larger transaction that can have a lot of nuances depending on the deal.

However, I’ve noticed that larger homes (3-4 bedrooms) tend to have difficulty renting as MTRs since most MTR tenants in our area are traveling healthcare professionals, typically renting solo or with one other person.

Indianapolis, with its established investor network and potential for higher cash flow, might provide more immediate returns.

Network with local groups, explore financing options and consider niche strategies.

I like one of our attorneys viewpoint (from our REI) who owns lots of property, He holds properties that have mortgages in his own name and holds larger properties where he has partners in an LLC.

Attending local meetups/conferences/networking events is a GREAT way to share advice, insights, and make connections.