In the current environment, it might make sense to rent for a year or two before you commit to a purchase.

So to save 15% capital gain minus qualified intermediary cost does it make sense to do 1031 exchange in selling the old one and do 1031 exchange?

He then proceed go down $50k on their original offering to me because of the scope, amount of money, and my (apparently) my newfound lack of “experience”.

Also, consider creating a JV agreement for the specific opportunity you and your new found partner decide to pursue!

Purchase price: $232,000 Cash invested: $200,000 Sale price: $575,000 I purchased this single-family property and undertook extensive renovations, including excavating a new foundation and reframing the entire two-story house.

It was a significant milestone and ignited a newfound confidence in my abilities as an investor.

Lets start with when it does not make sense: Owner finance does not make sense when the borrower cannot afford the property. 

Based on those 2 categories, it sounds like a cost seg makes not make sense in my scenerio. 

Sometimes it makes sense to pay the gains if there are not adequate replacements.

Quote from @Max Martynenko: Thanks for your understanding and sense of humor!