@Armani Pimentel Yes, I believe that wholesaling is generally not the way to go, because it is getting banned, there are people who try to take advantage of aspiring entrepreneurs like you, and it is extremely low probability. 

I think once you have 10 or more, it's probably smart to have your own people. 

🌟 There are definitely people in the Milwaukee area, including Bay View, who rent out rooms on Airbnb.

Also looking for feedback from people that don't work for BiggerPockets or are biased :)

A SFH in a neighborhood with HOA or owner occupant neighborhoods your rental property can stand out in a negative way because tenants don't waste their money watering the yard. 5.  

During difficult economic times, fewer people tend to take vacations.

As @Daniel Hyman said, getting into the 3+ property range can overwhelm people and take too much time.

Rather than just grinding for the next deal, I’ve put more focus on surrounding myself with the right people—those who challenge me, push me to think bigger, and share similar values.

I'm all over areas with at least 50k people (Loveland, CO), but also places with a 1M+ (El Paso) and Large Areas like The Greater Denver Area. 

Office space is gutsy at this time with many companies working remotely, maybe part of your investment was to bet that people will be coming back to work in person.