The question is mostly a personal financial planning question and it depends on your preference and what balance of risk and access you'd like and would be comfortable with.

For bookkeeping it depends on your portfolio.A portfolio of 1-3 SFR's can likely be a DIY project.For 4+ you may want to consider outsourcing.For tax prep, you'll likely want to have a pro handle it regardless of the portfolio size.

I am a new investor looking for primarily multi-family properties with 2-4 units; would be willing to house hack as well depending on the opportunity. 

It might depend on what state the assets are in, and what state the entity structures in.

Just depends on what your goals are though.   

Another benefit is it is much easier to diversify into multiple markets, asset classes and operators.Just wanted to share an alternative - often active investing is the way to go, but it really depends on the person and it is important to know that there are passive ways to accomplish your financial goals.Good luck!

I mean this depends on where you are at financially.

It does depend on the lender.

Rates and expectations vary depending on the relationship and the investor's comfort with risk.

This all depends on the property.