Brian, that is a totally normal feeling.

Update Your Pricing for Every Host City Match DateThis is the big one.You are not looking at a “busy weekend event.”You’re looking at multiple waves of global demand.These dates are high-value, high-competition, travel-heavy booking windows.If your calendar is still showing your normal rates… you’re done before you’ve even started.Why this matters:Fans travel in groupsThey book fast once fixtures dropThey’re willing to pay premium ratesThey stay longer than you thinkLocal supply dries up ridiculously earlyDon’t be the host who leaves thousands on the table simply because your calendar still shows your shoulder-season pricing.2.

@Lea Oberberger,It’s completely normal to feel some anxiety around your first purchase.

That’s normal in appreciating/coastal markets.Paying off the mortgage is basically buying a bond at 4.375%.When you pay off $265K at 4.375%, you’re getting a guaranteed return equal to the interest you’re no longer paying, plus the cashflow jump you mentioned.

The owner gets to avoid or eliminate the capital gains tax they would normally owe on the sale, and they can also take a deduction based on the fair market value of the property.

Your lifestyle matters just as much as the numbers.7.

Once liquidity normalizes, access to financing should open back up.If you’ve got a deal in the pipeline or you’re trying to structure something new in Philly, feel free to drop a comment.

If the rest of the house is solid, patching it ahead of time or negotiating a quick repair with the seller is normally the cleanest way to keep the appraisal smooth.

Short answer: Probably not much.Longer answer: The biggest tax write-offs from STRs here in Colorado normally come from 100% bonus depreciation.

Quote from @Erik Estrada: Quote from @Devin Peterson: Quote from @Erik Estrada: I normally don't like to call out lenders, but this one was insane and I hope it does not happen to any other brokers out there.