Once we find a new (longer-term) home for ourselves, we can then rent out this property and start generating cash flow, leaving us with our first investment property!

I know every available on-market property, have made connections to sources of off market lead generation and its great income. 

@Aaron CarltonI would not have one minute of pause for 2 reasons:Her office is not a Broad listing brokerYou are not considered immediate family as you are a generation removedKeep in mind, there is no penalty even if you were immediate family. 

I would like to start off with a decent size single family home that could generate a quick flip giving me some experience and generate a good profit.

I have a partnership with a nonprofit that allows an investment property to generate around 1.25 to 1.75 times the average rental income in my area.

Responsible leverage builds generational wealth.

STR is a great way to start and a great way to generate more cash flow more quickly so that you can scale your portfolio faster, but they are not for everyone.

That should generate key word notifications from people in that area that monitor the forums.Lastly, I would encourage you to ask specific questions.

Can you link to one of the generated pdfs that the calculators provide?

I plan on avoiding realtor just because the house will sell itself, its a real sought after area and the people who stopped at the house  (and my lawn crew) have mostly been local neighborhood people who've been there for a generation or two and have friends looking to be in the neighborhood.