Putting the right people around you with expertise across state/local taxes/law, insurance (your Airbnb policy isn't all it's cracked up to be), good designers, photographers and more cleaners than you think you need is some of what people overlook.  

Somehow I feel the even after so much of effort, it is difficult to put a system in place and have a reliable and workable model for long distance real estate investing.

By doing so, you could redirect the funds currently spent on rent towards acquiring assets that have the potential to generate long-term wealth through appreciation and other investment returns.When considering partnering with a turnkey company, ensuring their reliability and alignment with your investment objectives is crucial.Regarding financial advisors, seeking recommendations from trusted sources can help you find professionals with expertise in real estate investments who can assist you in making informed decisions that support your financial objectives.In summary, prioritizing the acquisition of income-generating assets can play a vital role in building wealth and achieving financial security over the long term. 

It's a fine business model as long as you don't mind your tenants paying fees for your use of the software. 

Too few details to answer (Of course this varies county by county, all questions could be answered by reading the (zoning)/building code and/or clarified with a visit to the county planning office).but some clarifications because: lots of things are "tiny homes" but what you describe small houses "on permanent foundations" needs to be clarified , tiny homes could be:-stick built, see below. check your county code/planning dept-stick built cabins/recreational, a specific zoning and potential occupancy/etc restrictions but worth looking into where the zoning allows for it -hud manufactured homes (smaller singlewide perhaps 400sq ft 600sq ft minimum)-non-hud park models (on axles), ansi standards- other "RV's" built on a chassis:  organizations, state agencies, etc - will certify factory built (or sometimes inspected professional built) tiny homes on chassis - to whatever standards ansi, riva, dot/ l&i?

Seek local expertise. 

One time deal is not always a great business model. 

What it cannot do is look at an asset and model the risk that is involved.

I was just  wondering if anyone has expertise here.

Together, we negotiated favorable terms with the seller, leveraging our combined expertise to ensure a beneficial deal.