My recommendation is to come clean and tell your brother how you see it.

Again, consulting with a tax professional can help you navigate these rules and optimize your tax strategy.Ultimately, the decision to sell your rental property should consider various factors beyond just tax implications, such as your long-term financial goals, cash flow needs, and overall investment strategy.

Waterproof,  easy to clean, durable from a wear/tear perspective.

I'm not a cash-flow-or-bust guy or anything -- appreciation is the biggest wealth-building tool in real-estate -- but if you're buying an STR in the middle of any Colorado ski town, you're losing so much money per month. 1.

It cash flows about $1000 and has a balance of around 210,000 on it. 

Because the cash flow isn't that great due to HOA, I am hoping to find a PM who is competitively priced with their fees without sacrificing quality.

The cash flow is solely to cover operating expenses and repairs.

Google cash flow breakfast club and attend one of these local meetings. 

It might require repairs and cleaning.

I do run a quick analysis with the additional expenses (cleaning, utilities, etc) and the most conservative monthly MTR rents I can expect just to be safe, but my focus is really on that LTR analysis.