I am not the expert, but just from talking with people and seeing the posts pitches from wholesalers.

People buy a house because the house fits their needs, financing is icing on the cake.

Most people are NOT going to demolish a perfectly good mobile home.

I think that could be dangerous if people are not careful in their evaluation. 

The people who struggle here usually underestimate those factors.One thing I do differently than most: I share actual performance data from my rentals—purchase prices, rehab details, rent numbers, lessons learned, and backstories.

My neighbor has listed his but also has had occupancy issues as an STR and said that most people looking for either rooms or cheap stays but I can't comment on that as I have no experience listing as an MTR.

Yes, these are great for meeting people and networking and learning.

My question is how do most people make the jump to the 2nd STR property if you're generating $25k per year on the high end? 

Most people know this. 

You can just have people rebook if they want.We bought our lake house for use to use on occasion as well.