I prepare my own taxes.

I wanted to ger personal advice to get me more prepared so when the deal come i'd be ready.

You probably need to be mentally preparing yourself that in six months you will have a different tenant.In these cases we have waived a month or two of rent. 

I love my job but I am a 100% sure I do not want to do this type of work professionally once I'm 40 so I need to prepare now.

Ive been house hacking for years and it’s a phenomenal strategy if you plan/prepare properly.

Best is to start with a performing note to get your feet wet, then try a NPL, though be prepared to spend $4-10k  to get it paying or foreclose.

This is a crisis of your own making, utility transfer is something you know is coming and should be prepared for ahead of time.

I've done a few as the Buyer and am preparing to do one as the Seller.

I would also recommend looking for a tax strategist who is willing to work with you throughout the year, not just when preparing your tax return.

That would still cause your bill to blow sky high, but might honestly be imperceptible to your tenant.If you spend $5 on a flapper, instead of $13 for a better quality part...or spend $100 on a toilet (which has a $3 flapper inside it) instead of $250 on a better quality toilet with better quality parts inside it...be prepared for this to happen again in the near future.