However the HOA is very high ~$500 and it scares me to think about possible vacancy & the whole process of renting a home out.

In my market, that can be a huge issue.

You can put your money to work immediately AND get huge tax benefits through cost segregation, which may actually help offset a lot of the tax you owe from the sale of your business.If on the other hand, you don't need income but are looking to grow your wealth over time, then a build to rent opportunity could be a great option.

I highly recommend you get some help from a local investor or agent to help guide you through the process since this all new to you.

Yeah mate,Too much outside influences and logistical issues with new construction.It's much easier/less risky when you control as much of the process as possible and don't need approval from anyone for "this or that".New build works in other markets but why would anyone new build in 43612, 43613 or 43623 for example when they can buy dirt cheap and renovate for much much less than new build.Just my opinion and there are many ways to skin a cat when it comes to real estate investing 

That just sounds like a huge headache to me, having 20 to 50+ Class C SFHs/2-4 units.

It's 3 bed room and 1 bath house of 900 sq foot, single floor, not a huge square footage. 

They entail organizing several real estate-related processes, such as finance, remodeling, and property management.

I really need to hear about the experiences of other NH landlords on the eviction process at this point.

What your ideal buy is changes over time as you gain experience.Post a property you've analyzed and do not plan to proceed with the address and your analysis and you'll get lots of feedback that will help you refine your own process.