I am using HML now but it is hard to do a Full BRRRR because at least with the last one I still left $14,000 into the property plus since I tried selling first I had $10,000 in holding costs over the 6 months it took in rehab and 3 months of it sitting unsold on the market until I decided to rent it.

The best thing to do is to put each property in it's own LLC.

I need to figure out what to do.

You may be able to factor in certain improvements to your personal residence so when you do move out, you can be eligible to depreciate it.

So we have to do quoting manually.In your experience do you see people commonly attempting to offset ordinary income / W2 with syndicated losses, despite the above?

Let me explain:50% rule = tells you nothing of value, means NOTHING, 1% rule = tells you nothing of value, means nothing$100+ cash flow/month = means you are making $100/month in CF per month.Why do you want to invest in RE? 

BUT, refinance/heloc/2nd mortgage appraisals do not have a contract price to help target the value you are seeking. 

Unless you were getting a smokin deal like under 300k you might think to do that.. 

For both of these houses, do I need to reach out to each and every vendor with a W-9 and a 1099?

I'm not currently encouraging investors to do unincorporated JeffCo for that reason - they've become more strict/unfriendly over time.