$200/mo has been the long-standing average in Milwaukee, but with current rates you'll need to bring a bit more down payment.However, stay above at or above median price. 100k does buy you a lot of headaches and future capex.

Choosing the best first property depends on the timeline, learning opportunities, financial comfort, and property appreciation and market demand.Good luck!

Tenants typically stay that long because (a) the rents are way below market and they can't give up a good deal, or (b) they are bad tenants who enjoy the freedom of living under a weak landlord.

Stick to areas you're comfortable with, and try to steer away from other people's "deal calculators"; you'll overwhelm yourself.  

They typically do not pay their portion of the rent, do not stay very long and without fail trash the property. 

If you go file for an eviction and they show up and pay their lease, they get to stay in the property.2.

I want to respect her privacy, so I don’t feel comfortable entering when she’s not there.

Buildium doesn't show that info, he has to manly upload the info which he does at the start of each stay...

Stay out of Endsley that's the worse area.Watch out for those turnkey products.

@Brittane Jenkins  A few other somewhat creative ways: 401k loan (if you're comfortable with that), margin account on your stock investments, seller financing for the downpayment (usually has to be done with a business or commercial loan for the remaining part of the loan).