Building a strong team—like a trusted realtor, lender, and eventually property manager—will definitely help as you scale.

I am considering buying a quadplex as a house hack, but the eventual goal would be to move back into my current primary residence rather than buy another, so the seasoning period for me to get another loan would not apply.

Going to a meet up is good you can get the local perspective from other investors, but eventually you will need to take action.Depending on your goal you could partner with someone who has done it before or find a team that can help you.  

Yes, eventually we want to buy more rentals (not back to back, but within the next 5-10yrs).

And eventually, they also fail financially, because over time capex exceeds cash flow.So I am very much in favor of @Tim Ryan 's idea: pick a market and grow roots.

Don't buy or transfer ownership before he passes to preserve the step-up basis eventually when you inherit.

So eventually the oversupply will be sucked up and this lack of building will allow rents/occupancies to return to a more normal growth period.Keep in mind. 

So, I'm now considering working 1 more year and during that time, ramping up into several multi-families and eventually owning 10 doors over the next 3 years.

My main plan to use real estate for is to eventually generate passive income.

I would like to eventually leave my 9-5, pay off student loans and get rid of PMI on my first property ASAP.The townhome is my primary residence and I will answer any questions and be grateful for any guidance.