We discuss spending, net worth, and future investing goals with the cash.

This could be just specific to the real estate industry, but in both recruiting and cybersecurity consultants (hackers for hire), the ones that start their own business/consultancy, are the ones who after spending 2 years (usually exactly 2 years which is when recruiters will message them), the high performer will either 1.

Many skip tracing companies have a minimum count or spend.

IMO how you treat the BRRRR project regarding who you hire and what you spend and timeline depends on the region and SOW3.

Example - borrower uses loan to purchase a home in a B or C grade neighborhood for 380k, spends 50k rehabbing primary home, uses 200k to put an ADU in the back, appraisal comes back at 925k. 

I know you mentioned doing STR, but then you need to spend another $10k+ to get it furnished.

Only spend 2 hours on it.  

I wouldn't spend one minute worrying about that violence. 

In Miami, we all know how people use rented cars, boats and houses to give themselves credibility.  5k for me is pocket change but I never like to spend money on a losing investment. 

Also, what if you spend thousands of dollars on a brand-new DADU, only to have the seller reaqcuire the house?