Some common items to note: roof, electrical and plumbing, window updates.

They are one of the higher maintenance items and seem to only last a few years before being loud, wobbly or needing replacement. 

Look at the property when you buy it to see what the estimated shelf life will be for major items like roof, HVAC, floors, Kitchen, driveway, etc... 

I'm a military guy so I knew id have to get comfortable investing out of state from the beginning of my real estate journey!

I have personally never been there but are there specific attractions, employers, military base, etc. then make Indy a good STR/MTR market?

Do you know what the typical items banks consider in giving someone a loan or line of credit for their business are?

If it's a triplex and each unit needs the same work... then you need to multiply times 3 plus any exterior or shared items. 

I have a list of 12 items. 

I didn't predict the latest **** coin or invent some crazy business; I just house hacked a few properties and increased my income slightly by leaving the military for a better paying government job.

If the appraiser marks the report subject to you will have to fix the noted items before you can close the loan, and then the appraiser will have to go back out to certify the repairs have been completed. and yes, of course, will charge a trip fee to do this.