My goal is to secure 10 in 5 yrs; I am behind on my timeline but learning and speeding up from what I've learned so far.

I don't think, however, that a drop of 20% from peak pricing earlier this year in some markets is out of the question.

Nobody knows the future and anyone that claims otherwise is a fool.When housing values increase 50% or more over a two-year period, it's safe to say they won't stay there and they're likely to come back down hard and fast.My opinion: prices will drop around 20 - 25% below their peak before we see stabilization.Thoughts?

Our 200 buyers stays steady, but our 100 homes dwindles to 75 homes as the speed of our new buyers exhausts the normal churn of sellers.

That being said prices should level out and those investors that dove in during the peak, paying top dollar and underwriting for 75% occupancy may become motivated sellers if they don't hit that metric.

This is your first rental, prices are at a peak and starting to slow or drop, vacation rental performance for the last two years is unusually high, and you're putting every dime into this investment.Knowing what I know from your post, I would not move forward.

Do you have the sellers who do not need to sell but are trying to get top dollar for the property because we most likely are at a peak at this time.

I think he’s waiting for high speed internet options in coffeyville to allow for video uploads.

Frankly, anything that has seen a tremendous uptick in valuation/prices and rent and is peaking isn't maybe the best place to buy. 

I am considering converting into STR so I may not be doing this anymore but I will continue to have a need to house workers in a very expensive vacation market during peak season.