Picking a RE Investing Strategy (house hacking?)

[Ben Nelson]

I'd love to brainstorm with this group the best possible RE investing strategy for someone with the follow investing potential: 

Current Status

Debt: None (includes home, car, student loan, and credit cards)

Savings: 150k 

Credit Score: 800+

Other considerations: Willing to move

What RE investing strategy/plan works best for someone like this to maximize ROI? My hunch is that house hacking a multi-family home between 400-600k, as this would allow for a primary residence interest rate (sub-2.75%), avoid PMI (20% down = approximately 100k), and allow for 3-6 months of reserves. What do others recommend? What am I not thinking of that should be considered?

A close friend of mine is having trouble getting started in their RE investing journey because of the typical "analysis paralysis". Given the above situation, what RE investing strategies would others recommend... or is this the "right" one? I think they should be aggressive right from the start, learn how to property manage and place tenants themself, and after one year in a multi-family property move on to the next one. 

Thanks in advance for your thoughts, I look forward to the discussion!