I feel it’s the right thing to do and would also further help with retaining a good tenant.

If I were to consider something like this, I would want your model to be a nominal monthly retainer, with a hefty fee if we actually have to send you out there.

The reason for this is when you give instructions you stop people's potential to grow because they don't exercise the muscle needed for people to think for themselves .One of the most difficult things to do as a leader is is to stop yourself from giving solutions whenever your team has a question or problem.

Do one thing and do it well, there is too much involved for you to do both at the level you would need to gain and retain clients. 

It was an intra family purchase so I retained the old tax basis,  it's less than $400 a year. 

I want to still retain the "holdover" eviction cause as a backup later in Aug (non-payment evictions are held/moving way slower than holdover, due to moratorium backlogs).

My wife and I faced the same keep as a rental/sell dilemma, and we decided that the best of both worlds would be keeping our home as a rental, while retaining access to equity.

When I sold, I didn't include the extra lot and retained it. 

We had plans to spend around 10k for retaining walls and landscaping but then made the decision to sell.

Each time you read them, you will retain more.Or get a CPA that knows real estate investing.