Assume the role of your guest but in the end word of mouth is your best friend here and the quality of your property and amenities is win lose here.

So, as long as damages are under the security amount, the landlord stays out of court and gets access to the cash in a reasonable amount of time (but can lose it, if the tenant appeals and wins).

I think I can reach an agreement of 180k for the property.Now, with that price, I am going to lose about $8000 since I just purchased it two years ago.

Regardless of how or what you use to pay down your mortgage, you lose just because you are "paying down your mortgage" and not letting your tenants do it for you.

I want to strike while the urgency is there, but i know to soon and you can lose it all and someone else is making their empire from you.

You wouldn't be buying something to lose money right?

So technically another month I lose out on income.

Rentals are designed to lose money on paper due to deprecation, lenders know that. 

I self manage and I wouldn’t want to lose 15-20% right off the top.Where are you planning on doing this?

Don't cheap yourself out and lose a tenant.