The longer the time between their initial request and your response, the less likely you are to get a booking.People do not tend to really start looking for a place two weeks before their assignment begins.  

Hey John - I appreciate your initial reply.

The initial thought is you are probably charging too much if no one is interested, or your photos or description are bad.Four beds and only one bath probably reduces demand as well, that’s potentially a lot of people sharing one toilet.And it is winter - I’m in Buffalo, I hate listing rentals this time of year.

This outlook is reflected in the prices resulting in poor initial cash flow but historically great long term cash flow. 

So in 3 years if you bought a $150,000 house, you would likely have accumulated $12,000 -$20,000 in equity on your $30,000 initial investment - not to mention your tenant paying down your mortgage, plus some really awesome tax advantages (3.3% depreciation, etc.), plus hopefully some cash flow!  

Also you mention he has an awful reputation yet you acknowledged in your initial post you repeatedly buy properties his brokerage represents...not quite adding up.

The letters are pretty vague and when you look on the EPA website they talk about a 10-year initiative.

You should have/could have screened them when you initially bought the property, but there's no point doing it after you've had them as tenants for a full year.

@Corazon B. when we initially purchased the home it was under our name, but we have now gone through the process of changing it to be under the LLC.

I initially resided on the property as a tenant myself.Prior to the current tenant moving in, all tenants were aware that I was getting married and would eventually move out of the property on Nov 18th, 2024, with the expectation of moving out of state by the end of December.It was understood that I would continue to utilize the garage and one room for storage as I transitioned to living out of state.All tenants were also aware that I would continue to access the property during this transition period.The tenant in question moved in Nov 1st, 2024.