Unfortunately as the weeks went by my coach started pushing me to buy 50+ unit deals and to raise funds from investors.

@Kyle Cross you claim to know a lot about the industry, but your questions are vague and so is the info you've provided.Not sure how managing 8 units doesn't, "require much management"?

There are plenty of entry roles from cold calling, scrubbing data and find deals for investors, leasing assistant, work on construction sites, office admin, project coordinator, Title assistant, RE photographer, transaction coordinator.. on and on. 

Amid surging demand for apartments, the US rental market is contending with the largest supply of new units in four decades.

Or maybe even an apartment complex 20-50 units 

You're right there's few units on the market, but they do come up and if you're ready to commit, you can find something.

All I know is that, as CEO of this company, it was really hard watching influencers and 20-somethings race past me, buying dozens or hundreds of units from 2019-2022.

I own units with no kitchen window and have had tenants mention that it just feels weird. 2.

The answer is yes, but it is generally found when the owner is also living in at least one unit (aka "House Hacking").

I’d like to start off by house hacking a multi-family unit.