Can not go wrong with a rental in Ashburn since the rents have increased so much. 

There are countless short-term rentals sitting empty there. 

Here’s a bit of background on my current situation:I own one rental property that generates $1,900 per month in rental income, and it is paid off ($300K).My primary residence is also paid off ($288K).I’m currently building another rental property with cash ($200K).

I'm looking into a 1st Position Heloc for my rental property in CT.

Yeah the law changed I believe back in 2020.You cannot do short term rental with an HPR unless you own both sides.   

Purchase price: $145,000 Cash invested: $15,000 I obtained the home 9 years and am holding it for cashflow as a single family long term rental.

I agree that pricing a rental too high is a classic mistake than can make it sit, but don't you think encouraging landlords to rent quick will make them compromise on the vetting of the tenants?

Why do you want to buy 2 rentals a year?

So I do currently have income from my rental properties, however it isnt enough to cover our current costs over here for the next 6 months.

Quote from @Jacob Campbell: Hello - After listening to the podcast, I've made a commitment to purchase a rental property by the end of Q2 this year (ideally by the end of Q1).