Mid-term is more likely to work in any market than STR, but I think you would be surprised at how well an STR could do if there are no other options like that in the area (think people's parents or friends coming in for the week(end)).I've seen a lot of people grimacing at the net-negative house hack (it's just a product of rates and low inventory in a lot of markets) and this is one option to try to recoup some of that loss.

It's heavily dependent on the types of properties and the effectiveness your processes and systems.If you don't have systems and processes in place, you may struggle to manage 30 on your own.

Personally, and what I would do for my clients, I would connect with a local community banker to discuss the property and see if their bank would entertain this type of financing (not all banks like doing this type of deal).

Hard money is a pretty common loan type for BRRRs or flips, it is handy to start. 

Information including but not limited to: - Median Sale prices for different property types (SFR, MFR, Condo/HOA, etc.)- Average days on market- Absorption rate- Historical data on rents and sale prices in the area- Population growth- Main economic drivers (industries, individual companies, etc.)- Crime stats... if you know specific zip codes/submarkets that you'd like to target, the best data will come from local precincts. - and more..I'd recommend remaining active not only here on BiggerPockets, but in other valuable RE investment networks that you can find - i.e. local meetups (meetup.com, eventbrite, BP local events). 

There was never a chance to actually win a car or the trip but rather enjoy the David Goggins types telling me that I'm being lazy loser, get your act together, become the best version of yourself!

But I do know our city needs a lot more of the first type. 

This means that sometimes the insurance will be higher than you would think it would be or need to be but be warned; insurance is a "get what you pay for" type of transaction.

Do you think it will affect the types of deals they pursue, or will the demand for flexible financing options like private lending continue to grow regardless?

Does anyone know any type of real estate meet ups that are happening in Chicago in the month of January?