What will this generational wealth consist of?  

Figure out where your strengths lie and focus on that.After doing this for two decades, the biggest takeaway is to stay consistent, build relationships, and always be prepared to pivot.

Over the past three years, I've been using most of the major off-market techniques.A classic method is pulling data and feeding it into a call center to generate off-market leads.

If you consistently analyze properties, recognizing a good deal will be much easier when it shows up.

Hey Brother, We've run our cabin in Pigeon forge for 3 years, consistent $90-100K gross rev. 

One component of our communication consists of monthly news updates on the portfolio and individual site performance, which are uploaded to our investor portal, including monthly reporting of financials and individual facility performance.

They literally spoon feed you all you need to know and all you have to do is figure out a way how to implement it.

Larger checks often want longer track records.  2014 founding doesn't cut it when these same investors have access to groups with 1998 founded companies, with more deals and similarly consistent returns.Co-investment: Larger checks often do require significant co-investment.  10% of equity is common.  

Do you have enough time in these that you can show consistent trends in expenses and vacancy rates? 

They apparently do not have time to verify permits (under what criteria units were added or that the work was even done with a permit).To the OP, I fear your property will consistently appraise low when obtaining HELOC or refinancing and that a re-appraisal will not reflect what you are seeing of homes being appraised with an agreed upon negotiated selling price.I am not saying this is the way it should work.