I've been in real estate since 2015 and currently offer accounting services to investors.

All this to say, this service is free until they realize you aren't using their applications.Also, when I went in to check that it had been terminated, the prompt said I was blocked for "suspicious activity"!

There is also a severe shortage of weekly rentals in the winter, since most condos require full month rentals then.

Free attorneys from tenant-support groups are very effective in finding ways to block and delay.PS: for anyone interested in supporting our landlord legislative efforts please join the Rental Property Association of Wisconsin RPAWI.org which is a Milwaukee-based non-profit.Cashflow in Milwaukee is still possible at current interest rates, but you have to be careful to not "buy cashflow" with a huge capex liability that comes with old buildings! 

Are you looking for small rehabs or full guts?

You will likely need to upgrade the water service to the building as well.

I manage a hand full of STRs here in Central Oregon had some tweakers come through and do about 10k-20k in damages probably. 

So in real life, project cash flows shouldn't grow much more than inflation once it's been stabilized. 2) When you refinance, you're increasing your debt service burden.

So you end up paying tax on a full $1m, even though the gain on the sale of the property was only $900k.The benefit of you moving it out of the S-Corp, or at least the future appreciation out of the S-Corp, is that as structured, when you pass, your heirs will have a basis step up in the S-Corporation, NOT the property - so if they sell the property, they will need to liquidate the S-Corporation in that same year to not recognize a large gain on the property sale / to realize that basis step up that occurred in the S-Corp stock.

It seems as though the only way to get a return right now is to buy something in full and then refinance in a couple years when hopefully rates are lower and you can redeploy that equity again.