A couple have suggested I don’t have to file or just need to report losses on Schedule C.

The last BRRRR I did of that size, was in 2021 when I bought a small single family for $20k, rehabbed for $10k (plus my own labor) and refinanced out $45k.

We've installed several thousand square feet of Lifeproof shaddow hickory across our portfolio in Western MA and Central CT over the last few years and it has held up great.

Keep it simple and use a single member LLC.Also, if you pass costs/losses to the S Corp side, I could see them being "trapped" or used within the S Corp which might not be so good.

You have $300 a month loss (again - ignoring mgmt and repairs) - you finish unit 3 in another month - by month 4 or 5 you have all three units renting for $900 a month - so you have $2700 a month coming in with a mortgage of $2100.

Notably, last year saw an unusual surge in October, which traditionally had been one of the slower months, often trailing only behind September.Seasonal Trends Based on Previous Years:January - Recognized as a mid-season period, January experiences a boost from holiday spending that extends into the first 10 days of the month.

I can't recall the last time I followed the sequence your lender said.

Since last year, I was pre-qualified but lost out on offers for two homes, each with over 20 offers.

My last hold up is that in Pittsburgh i would need to pay real estate transfer tax on the properties.  

I just posted in another forum you can get cash flow and appreciation in columbus and I posted a few charts that show appreciation in columbus vs Cleveland (actually a downtrend in the last bit)