Getting back to the original post, what would be a strategy you'd explore given his circumstances?  

Research comps in the Milwaukee area or connect with a local appraiser to estimate your property’s potential value.Depending on the rental income, you might explore DSCR loans for your refinance, as they rely on property performance more than personal income.

I would also caution if you are intending on a vacation rental be very cautious of the individual town restrictions.

I came across the DealCheck app and thought why not at least explore it.

With my automated alerts set up, a 3 unit came on the market in the town where I had already been investing. $69k for a 3 unit with gross rents of $2k a month and total expenses of $800 a month which included management and capX.

I, too, suggest having your bank account with a bank that is popular and easy to access in your tenants' town.

While still profitable, I’m exploring better opportunities and considering multifamily (MF) properties.In my search for $1M properties (with $150K–$180K down payments), I’ve found that the NOI often matches the mortgage payments, leaving little to no monthly cash flow.

As someone just starting to explore syndications, I’m curious: what’s been your biggest challenge in managing diverse investor expectations, and how did you overcome it?

Here’s what I’m considering:I plan to call the mortgage company tomorrow to explore any assistance options they might offer.Should I look into selling the property?

The property is in the middle of town and is close to the hospitals, so I figured that a midterm rental would be the best route.