I’m based in Chicago, which has some tough STR regulations, so I’ve been exploring nearby markets.

I no longer will work in Philly to stinkin tough.

Without it, it is tough to understand direct comps.

When times get tough competition increases so we step up our game. 

It can be tough, especially when the agents you talk to seem more focused on selling than actually helping you find what makes sense for you as a buyer.I’ve had way better luck since shifting toward off-market stuff—talking to wholesalers, local investors, even just reaching out to owners directly.

Tough to really qualify before you actually do a deal with them, but I'd evaluate based on what kind of information about the property and the deal they'll provide you once they bring you a fresh deal.

Am I overanalyzing, or is this just a tough market right now?

Flipping in NJ can be tough with high entry costs, so consider house hacking a small multi-family as a lower-risk entry point.

It’s tough finding multifamily properties around here, but starting with a single family seems like a smart first step.

That’s a tough one, but props to you for doing due diligence before stepping into a potential mess.