It feels a little feminine to me, which is fine if you are going after that market segment. 

But to be successful and profitable, takes some distinct characteristics:1.

My thought is that the people that ARE using it for lead gen/outreach, automation etc. will keep the methods to themselves until the advantage of early adoption is done and that business segment is saturated, then they will sell courses to everybody else..

@Pat Aboukhaled I would ULS (unit lot segment) the primary house and include a clause in the call option that would prevent them acquiring the DADU.

Every tenant segment has some reliable tenants.

Look, @James Wise is arguably the "King" in this segment your speaking of and he's not gonna pump sunshine up your tailpipe saying it's all roses and fairy-farts.     

However, I typically like to make a distinction between my parents assets and my own, simply because doing so provides me more satisfaction when I succeed.

The valuation and market value of a multi family property differs from a single family and you want someone that understands the distinctions if you go that route.

A formal business built on this seems overkill as you’re essentially paying someone for a service that already has standard model.If you and the parnter have distinct business tasks/abilities (i.e. not what you would hire an agent or contractor for), such as off-market lead generation, that’s a different discussion.

Quote from @Kailas Tare: When deciding which market segment to target in real estate—whether it’s multifamily (MF) properties or single-family homes (SFH)—it's crucial to consider the dynamics of the competitive landscape and your own financial position.