Was the risk worth the reward in your situation?

But you do something that fits your risk profile and lets you reap the reward.

Respect their time by giving them the information they need to include or exclude your listing quickly, and then earn their respect by answering all correspondence quickly.Making life easier for the frazzled person trying to do their job is its own reward.

@Steve Morris are you assuming the risk is high based on the reward?

STR can provide more cash (potentially), but its a high risk high reward strategy - if you invest in the furniture, staging, photos, and management or self manage, there is a lot of time and money invested.

Given your limited cash and high DTI, refinancing after boosting rents might balance risk and reward best.

But then I am taking risk , the contractor doesnt share in the reward .

I definitely agree that rent by the room is awesome for increasing cash flow - again, it does come with it's headaches but with the higher risk comes higher reward (I've been doing it for almost 3 years now, it's really the only way to make the numbers work with little cash down on properties).From my personal experience, talking to others at meetups, and reading this post, I think there's definitely demand for specialized rent by the room property management.

The bottom line is, the strategy can open doors you didn’t even know existed.. it’s not just a tax hack, it’s a wealth-building strategy that rewards a little patience and a lot of foresight.If you’re floating around Chicago, Omaha, or even dipping your toe in the Phoenix or San Antonio scenes, I’d love to help you navigate this territory.

(To those that think "safe high returns" is an oxymoron: in the alternative investment space, the normal relationships between risk and reward don't always hold.