It isn't rocket science.

For hands off if you want a more traditional broker than Vanguard or for a modern one M1 Finance.

Economics is still half art and half science at this point.I was just in a similar situation with a condo I owned, basically lost money with maintenance costs but had been appreciating like crazy.Sold it and did a 1031 and it covered most of the 25% down payment on a 4 Plex that should cash flow very well after the renovation.I view this a good on all fronts, just plain business sense and if inflation does happen I have way more exposure for it to be an advantage for me by having 4 units with rents that can go up and a larger asset that can appreciate.

You may have old sewer lines, old wiring, asbestos, lead paint, rubble foundations and various things that fall short of modern code.

If it's Milwaukee, I'd recommend connecting with Sahara Ali at Rethought Realty, Daniel Balderas/Modern Milwaukey, Nicole & MIke Borowski/Homestead Realty and Jodi Graf/Premier Point Realty (Premier Point is a brokerage of investor agents and also Nicole Bruckner specializes in short sales).

The condo is modern and basically in perfect shape, completely remodeled 1.5 years ago with brand new appliances and 0 issues.

I'm currently in Junior College and taking Computer Science as my major, but I plan to go into Real Estate in the future.

There also is an underground meat storage next to the creek that is still there, next to the new cabin.If you wanted to stay in a super modern cabin with pool tables and heart shaped tubs, this wasn't it. 

It's not rocket science to assume I'll be searching off market or working with local agents following my own criteria.You would be hard pressed to find a decent duplex for $100k in Indy.

The decent producing Realtors, the ones that sell a fair amount of homes, already know what's up and aren't doing a lot of hands on hips drama routines with pointless threats and all that (top producers never do drama routines anyways, it's a characteristic of being a top producer, and in case someone takes this as gendered commentary because I referenced hips, it is decidedly not gender specific, drama propensity is equal opportunity in this case), but the lower producing realtors are all working on their Ph.D's in Drama Llama Sciences.