Your concern is a good one, buying in this market at high rates = high payments and you may not cashflow if you were to repeat the process.However, 2 considerations. (1) By not doing it you don't have 800-1000 in your pocket, so although the payment on the new place might be higher than in a normal market you've got extra funds to cover it.(2) Your new rate is not forever, perhaps in this high rate market, it's as you say, best case you're breaking even if you repeat this process.

I feel this would be a much higher cost due to the high level of labor needed.Thoughts?

Why not just find a high yield savings account or invest it in the stock market?

.$500 seems high, but depends on the locality.

But I would like to use my chance to comment on this to emphasize how much of this situation really reflects on how you've managed the landlord-tenant relationship to date.In a high-regulation area-of-operation like California, cordial landlord-tenant relationships will get you past a lot of garbage like this.

The materials cost sounds kind of high but the labor is not too crazy imo.

I no longer qualified for traditional financing because I already own many rental properties and my DTI was high for the bank, so I purchased these in a business entity with a trusted private investor and was able to refi the 1st property/sell the 2nd property to pay back my investor and ultimately keep the better property for zero money down.

We know it’s super important to be proactive so it will work perfectly every time, and we are doing so to stay ahead of that.2) Related to printing smudges on postcards - this is an industry wide issue with the USPS’s high speed sorting machines that are used for barcoded mail.

I figure it could be a decent time to buy soon while it seems to be somewhat of a buyers market given high rates as I could be cash buyer.

We have properties on the far Northside (Libertyville - great appreciation, low cash flow, & low crime), westside (Cicero - Low appreciation, great cash flow, & medium hassle) and Southside (Greater grand-crossing - low appreciation, great cashflow, & high hassle)Are you asking for your own potential investing?