Partner with someone who has a solid track record and you can mitigate that risk in order to achieve the best risk-adjusted returns in real estate -- not to mention the economies of scale and superior tax advantages. 

While I anticipate more work will need to be committed to rehabbing any house under a $50k valuation, is it often that full-scale gut-jobs or highly expensive renovations should be expected?

After going over options and my goals, I would find it better to flip this property to accurate the equity to go out and scale off this sale.

Buildium and Rent Manager costs scale with portfolio size.

We plan to scale our STR biz and then invest more passively down the road by buying more LTRs, etc.

On a scale of 1 to 10, the condition of this property is a 9 having already been rehabbed by the prior owner.

I think if that happens then we might see an uptick in delinquency and THAT could be the thing that tips the scale in favor of buyers. 

Pay structure and scale changed. 

There are two ways to go about marketing/advertising your business...You can go a mile wide and an inch deep, which would be marketing large scale such as blanketing an entire neighborhood with direct mail, door hangers, etc.

This will be my first property investment and my goal is to scale to 3 properties within a 2-year time frame.