These assumptions greatly influence my answer.Assumptions:1.  

Most very successful STRs seem to have direct booking options, they are opening their properties to the YouTube Airbnb influencers to get more publicity, they are creating regular content through their own social media channels, etc.  

The influencer/incel types.

Things are getting harder and harder in a lesser asset class and as things trend into the future influenced politically that's going to get worse. 

However you must understand that if someone is putting out content like this and is operating as an influencer there is a reason, it's likely that the reason is they are making money off of it somehow, and in the case of online education they are probably making more money from teaching than from investing.

I don't appreciate these giant real estate personalities or influencers/motivators because it's stupid and unethical for people with kids and families of limited circumstances to be told they have a good probability of owning a "thousand doors." 

Feel free to share what’s most important to you and any other factors that influence your decision-making process.

How Lower Rates Could Influence the Housing MarketLower mortgage rates can enhance the purchasing power of prospective homebuyers, making homeownership more accessible.

Now of course we don't know what any given year will hold, because the market can be influenced by a lot of things.

In addition to all the points above - continue to educate yourself and surround yourself with those doing it at the levels that you want to get at.I don't know what your family business does, but if there is a way, find creative, legal and non-invasive ways to leverage that to build connections and expand your sphere of influence.