However, I've been particularly drawn to the buy-and-hold approach.

The key here is that both involuntary conversion provisions and partial dispositions can be utilized, though the approach may depend on your overall tax strategy.

I always love the questions about saving money by buying equipment especially as year end approaches. 

Their approach to sub-portfolios is intuitive and flexible, and it was easy for me to tweak a "portfolio" to have it track my income and expenses from my real estate agent gig.

Can try to reposition to Class B, but neighborhood may impede these efforts.Vacancy Est: Historically 10%, but 15-20% should be used to also cover tenant nonpayment, eviction costs & damages.Tenant Pool: majority will have FICO scores of 560-620 (approaching 22% probability of default), many blemishes, but should have no evictions in last 2 years.

Has anyone else gone through this exercise and can shed some light on the positive and negative aspects of the different approaches?

So approaching $2000/yr. 

@Tanner SortilloWhere would you start and what would your approach be if you were a new investor with $100k set aside for RE investing? 

The reason why that approach is effective is that those communication channels will be less saturated with competition, and also attract more actively interested people.

How do I approach it in a financially smart way?