You might find yourself compromising to get tenants in.

So settle for the compromise that works best for you.I also have cash and other investments so if my properties were to be completely wiped out by some strange twist of fate, I would still survive; but it would not be nearly as much fun!

The goals you have influence your decisions and they determine, largely the metrics you choose to use to guide your decisions.Briefly - it's a seller's market here right now - virtually every SFH I've either sold or bought has been a multiple offer situation in the past 10 weeks - inventory is historically low and rates are low and prices are projected to continue to rise over the next year at least in the SFH sector so selling right now - all things being equal would be relatively easy which could stabilise a 1031 situation - however if you plan to buy in a tight market ( Oregon) that would compromise the original impetus to increase cash-flow.It is entirely possible to manage a small remote rental yourself if you have support locally and want to maximise cash-flow - 10% of $2150 = $215 + $120-170 extra from refinancing if you do not extract any equity = $335 - $385 extra revenue per month if you harness the PM fee and the reduced mortgage payment.If your objective is to grow your portfolio then you might want to leverage the hot SFH market here and sell - maximise your selling price ( good Realtor and good target market asset positioning) and invest in a below market Triplex that you can force appreciate and set yourself up to pull the equity in a refinance event later down the line, collect good cash throw off and leverage the asset to speed up your portfolio growth...plus owning a MF builds your lender credentials more than a SFH if you want to scale up in the future.I always have my clients clarify what their primary goals are with their investment portfolio - it matters and it really helps you to get clear so you can recognise what a good opportunity is for you.

We looked at it, had many quotes given on work that's needed that we can't complete (mostly what is driving the price way down and also the most costly repair is that it needs a well installed, it was previously on a community well but a neighbors septic install compromised that properties connection to it so it has no water) but ultimately we told him we would buy it given the title was clear.

Look, to be frank, it is very concerning to place yourself in a compromising position especially, if you're not involved.Eventually, good workers will not show, you will be chasing him, he will most likely try to do other jobs in addition to your project...

Have your ducks in a row, did you try to compromise with the tenant best you can already? 

Worse case scenario - we will lose money but not compromise our livelihoods.

(We compromised and I wrote him a postdated check.)2) Be very clear about the scope of work.

I am trying to find compromises we can work out so I don’t feel like I’m funding his early retirement as opposed to simply finding a deal and funding it on my own.

Unless the tenant says they have covid or is someone in a high risk group (immune system compromised, elderly, etc.)