Hotly contested properties. 

In addition, you will not get 95% LTV on a refi and likely will need to bring significant cash to any refi.Good luck I definitely would not contest that making cashflow negative moves can be fine and desirable if you already have all the cashflow you need, however for an investor still working to gain financial freedom, it's typically a bad idea as it's a setback on that initial stage of the journey.

As long as it's a simple non-payment of rent and the tenant does not contest at the hearing you might be fine as a DIY.

@Yacine Bouabba we've been successful this past year contesting tax values that seemed to arbitrary increase. 

Unless you have an exclusion of some sort in your state, your loan could be illegal and easily contested.

The tenant can contest this one, so you will want to have evidence ready.You will want to run your situation by a lawyer as you don't want to mess this up.

Even if your most expensive formal eviction was only $1,600, the real cost is in the time.In Connecticut, the eviction process can easily take 3–6 months (or longer if the tenant contests), during which:You’re losing monthly rent — potentially $4,000–$8,000 or more.The tenant may stop maintaining the unit or cause damage.You’re likely paying legal fees, court costs, and potentially storage/removal fees after they leave.So while cash for keys feels like a “bonus” to the tenant, it’s often the cheapest and fastest path to getting your unit back in rentable condition — especially in states with long and tenant-friendly eviction processes. 

Take pictures of the damage in case your tenant contests it later.I am not aware of Section 8 paying a security deposit, but check with the tenant's case worker on what to do with it.

It will likely be an automatic transfer, so even the letter will be bypassed unless the family members listed in the Will (beneficiaries) make a contest of the deed though Probate court. 

It's going to be area specific, but usually you are allowed a certain amount of time to contest the fines.