I should look at house hacking as a way to reduce my living expensesAll of that makes sense to me but in my personal situation, I live with my parents for free.

Something does not make sense, you say above setttlemtn to occur on Sept 27 but in your inital comment you say settlement is in 2 weeks.

Makes no mathematical sense.  

It's probably worth doing a cost/benefit analysis to see what makes the most sense to do in this case but I don't think buying rentals while renting is necessarily bad. 

I like to follow this framework when investing 1) Does it make business sense (Do the numbers make sense.

Deciding when to make the move from multiple carriers to a single insurance program depends on a few factors:Business Growth: If your business has grown significantly and now has more complex risk needs, consolidating might make sense.

I'm not sure how well versed they are in the trust details but it makes sense that it would be due to the step up basis so if there's a way I can approach them to give them a solution to that, that would be great. 

Due to complications in due diligence (seller financials), the only way that it makes sense for us is if we can assume the current debt, because it is below market rate, already underwritten etc.

Personal Comfort: If the debt is causing you stress or impacting your peace of mind, paying down the loans could make sense for your mental well-being.

.### Additional Tips:- Conduct a market assessment to ensure this conversion makes financial sense.