@Seidy Lasker Wash sale rules apply to stock options if they are deemed "substantially identical" to a security sold at a loss within 30 days, such as options with similar expiration dates or strike prices.

Then, gather evidence like recent sales of comparable properties to support your case.

I guess I could do some work-arounds -- maybe reserve one unit in the first purchase for use as an AirBnb, and reserve my own time in it when needed - instead of claiming it as a primary.Are either of you (or anyone) familiar with a finance product/loan that will allow me to purchase under $150,000 (w/ strong credit) and do much of my own work and live-in a portion as a primary residence?  

Quote from @Andrew Katz: My tenant paid a portion of their rent for December on 12/31/24 (late).

Seeing out there if anyone has any reading lists or content suggestions for sales or negotiation in Real Estate.

When the smoke clears after a sale, everything falls to the buyer's responsibility.  

Trust invests the cash to make the payments on the installment sale to the seller.

Lenders often include a portion of the cash flow in the investment property as income to you personally to offset the DTI. 

Their fees portion are so strange - your thoughts?

Quote from @Chris Seveney: Quote from @Eric Henson: Do you guys ever take the risk of buying a foreclosure at sheriff sale with the previous owner still living in it?