How to Pivot In a Crisis

Pivot. It’s a word we’re hearing constantly, but how often are we told how to do it step-by-step? When you want to pivot, but don’t know how to, you’ve got a problem.Let’s make an effort to solve that problem together right now.Obviously, I can’t teach you every single thing you need to know about pivoting […]

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Brush Up On This Skill to Accelerate Your Learning

I don’t understand people who don’t like to learn. What’s not to like?I think they might have a false belief about learning. They think it’s boring or scary or just too hard.But it’s not. It’s amazing.There is nothing I love more than learning. If I’m not learning something new every single day, I feel like […]

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Funding Your Biz During a Crisis

I know it may not feel like it while you’re living it, but economic downturns actually serve a really valuable purpose. I’m always saying that an economic crisis is actually an amazing opportunity. How? Because it allows us to enter into a marketplace that might have been too expensive for us otherwise.It creates a crack […]

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The People You Need as Your STR Business Grows

When you’re first getting started in the STR world, you’re CEO, Chief Everything Officer. At the very beginning, you are doing literally everything.But you can’t be Chief Everything Officer for long, or you’ll burn out. And you’ll lose money. You want to be the one making all the decisions, not the one executing all the […]

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Tips for Turning a Profit in a Tight Market

Everyone’s looking for a shortcut, a way to make more money and fast. In the STR world, there are definitely tips I can share that will help increase the profitability of your rentals, but I’ll warn you that tips and shortcuts can never take the place of hard work. Those things work in tandem.In other […]

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The One and Only Way to Start Your Day

Do you have a daily routine? Do you have a morning routine? Are you living your life on purpose or by default?If you don’t have a routine that you’ve specifically designed to support you in your goals and dreams, then you’re living by default.The time to stop living like that is NOW. It’s time to […]

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Turn Your Short Term Rental Into a Long Term Business

Are you still thinking of your STR business as an “airbnb business”?Well, stop that. Right now.You, my friend, are a business owner — and it’s time to start acting like one.First of all, know this: what you’re creating with your STR business is your own unique brand of vacation and short-term rental property. And that […]

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Who to Talk to Before Buying Short Term Rentals

No man is an island. I don’t recommend buying a short term rental on your own without any outside advice or help. There are a lot of factors involved when it comes to deciding whether an STR is a good investment for you or not, and you’ll need several people on your team to help […]

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8 Myths About the Short Term Rental Industry

When you don’t know what you don’t know, it’s easy to believe the myths. Every industry has them, the Short Term Rental industry is not excluded.What do I mean by a “myth?” A myth is an assumption or generalization someone makes, or a misconception they have, due to lack of knowledge, one bad experience, or […]

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Getting Into Business With Family and Friends

If you’ve been a part of the Cashflow Diary for any length of time, you know that my wife Popi and I are business partners.“Yeah, so how does that work?” people often want to know.In a recent Facebook Live, Popi shared some thoughts. Watch that video if you get a chance, and I’d like to […]

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