Also interview more agents, I would bet you haven't spoke to an investor savvy one. 

Then, if it doesn't work out, you can always stay with brother and his girlfriend. 35k I'm confident is plenty at least for an entry point in Green Bay.

I bet if you change this to the Short Term Rental section you will get more responses. 

High fee 8% / 10%, they are the most reliable companies in most cases, sometimes the leasing model is to hire local agents that gives a better marketing on your property to reduce vacancy rate, and when offering betted vendors they have the best prices.2.

In fact, pre-leasing velocity in a lot of Tier-2 and Tier-3 university markets continues to outperform expectations.Here’s what this means for investors:Student housing has proven far more recession-resistant than most realize.Demand is built-in - students keep enrolling, and they need somewhere to live.The operational complexity is higher, but so are the returns if managed well.For me, this reinforces a big shift we’re betting on at Gold Crest Holdings:When you understand your tenant base and control execution, location near strong universities becomes an incredible defensive play.Curious how others on BP are viewing this trend. 

TLDR;By my findings, if you are a long term Airbnb host/Superhost, etc and had your bookings DROP OFF A CLIFF this summer, switch to "Flexible" cancellations and I bet your bookings will go back to "normal".So I have been hosting since 2018hundreds of reviews, still over a 4.9+ score.

I bet people would actually pay MORE for the property given the 50 year term...I just wonder what the restrictions will be - only for first time home buyers, only for "poor" people etc.

Would QuickBooks be my best bet or is there something else that would fit my needs better?  

If that's the case, your best bet is always going to be a live in BRRRR.

The best bet is a short term rental that is licensed, operating and the permit or license is transferrable.