Simply Brilliant Blog
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Discover tips and inspiration on entrepreneurship, business growth, real estate investing, and hospitality.
When to Buy a Second Airbnb Property: 4 Lessons From Vera Wang
When to Buy a Second Airbnb Property: 4 Lessons From Vera Wang You're a year or so into owning your first short-term rental. The bookings are coming. You've had a strong stretch, a slow one you didn't see coming, and at least one guest who taught you something you'd...
How Can You Build an Airbnb Co-Hosting Business? 4 Lessons From Barbara Corcoran
How Can You Build an Airbnb Co-Hosting Business? 4 Lessons From Barbara Corcoran You can build an Airbnb co-hosting business by becoming the person property owners trust to solve problems, improve performance, and manage the details they do not have the time or...
How to Overcome Fear of Failure in Your Short-Term Rental Business: 4 Lessons From Sara Blakely
How to Overcome Fear of Failure in Your Short-Term Rental Business: 4 Lessons From Sara Blakely The fastest way to overcome fear of failure in your short-term rental business is to redefine what failure actually means — not a bad outcome, but not trying at all. That...
How to Make Your Airbnb Property a Destination: 4 Lessons From Joanna Gaines
How to Make Your Airbnb Property a Destination: 4 Lessons From Joanna Gaines The fastest way to make your Airbnb property a destination isn't a bigger market or a trendier town. It's designing one intentional, memorable moment on your property that guests plan their...
How to Improve Your Airbnb Guest Experience: 4 Lessons From a $5 Billion Brand
How to Improve Your Airbnb Guest Experience: 4 Lessons From a $5 Billion Brand The fastest way to improve your Airbnb guest experience isn't a bigger renovation or a fancier amenity list. It's solving the exact frustrations you've felt as a traveler yourself,...
How to Build a Short-Term Rental Management System for Your Property
How to Build a Short-Term Rental Management System for Your Property Introduction Most hosts think their biggest problem is staying organized. It's not. The real problem is that your business information doesn't have anywhere to live. Your door codes are in your...
Kendra Scott’s Billion-Dollar Lessons for Better Airbnb Business Systems
Kendra Scott’s Billion-Dollar Lessons for Better Airbnb Business Systems Kendra Scott started her jewelry company in 2002 with $500, a spare bedroom, and a newborn at home. Today, her name is attached to a billion-dollar brand. Her story may come from the jewelry...
How Can You Afford an Airbnb Turnover Inspector?
How Can You Afford an Airbnb Turnover Inspector? I know what you're thinking, girlfriend. “More expenses? Are you for real, right now?” Here's the thing: An Airbnb turnover inspector doesn’t have to become another expense you absorb as a host. When you calculate the...
7 Ways to Use AI in Your Short-Term Rental Business (That Actually Save You Time)
7 Ways to Use AI in Your Short-Term Rental Business (That Actually Save You Time) Most hosts are either ignoring AI entirely — or using it wrong. They paste a prompt into ChatGPT, get back something generic and forgettable, and decide AI isn't for them. That's not an...
How to Know When to Pivot Your STR Business (Even When It’s Working)
How to Know When to Pivot Your STR Business (Even When It's Working) Knowing when to pivot your STR business is harder than it sounds — especially when the thing you're walking away from is something people actually love. The hardest pivots aren't the ones that rescue...
What Airbnb’s 2026 Summer Release Means for Your Listing
What Airbnb's 2026 Summer Release Means for Your Listing Does AI belong in your business? It’s the question being asked over and over again by many people in different industries. For us in the STR space, the question is obsolete. AI is already here, girlfriend. You...
How to Analyze an Airbnb Deal Before You Buy (The CPR Framework)
How to Analyze an Airbnb Deal Before You Buy (The CPR Framework) Most women don't lose money on their first short-term rental because of bad luck. They lose it because they fell in love with the property before they ran a single number. The CPR Framework — Criteria,...
12 Steps to Setting Up Your Airbnb Business (Before Your First Guest Arrives)
12 Steps to Setting Up Your Airbnb Business (Before Your First Guest Arrives) Girlfriend, you’re excited. I know. I was too. But, I need you to do something for me, okay? I need you to cool your jets. Just a little. And put your business hat on. Here’s the deal:...
Short-Term Rental Insurance: What Every Airbnb Host Needs to Know (And Most Don’t)
Short-Term Rental Insurance: What Every Airbnb Host Needs to Know (And Most Don't) Let's talk about something most hosts avoid until it's too late — short-term rental insurance. I know, I know - it’s part of “adulting,” right? Insurance may seem soooo boring. The...
How to Get 5-Star Airbnb Reviews: The Data-Driven System to 6x Your Revenue
How to Get 5-Star Airbnb Reviews: The Data-Driven System to 6x Your Revenue Five-star reviews! The gold standard on Airbnb. We all want them. But how do we get them? And how do we get them consistently? You need to implement a rigorous system, girlfriend. One that...
How Do I Create a Winning Airbnb Launch Strategy in the First 30 Days?
How Do I Create a Winning Airbnb Launch Strategy in the First 30 Days? Running a business is serious business. And in serious business, we do not rely on luck. Success in the short-term rental world isn’t a matter of luck, anyway; it is a matter of momentum. Building...
How Can I Overcome STR Business Burnout and Reclaim My Freedom?
How Can I Overcome STR Business Burnout and Reclaim My Freedom? Introduction Stop reacting to every little thing that happens, girlfriend. It is not making you a better CEO. It is not helping you reach your goals. And it is NOT good for your health. STR business...
How to Master Your PriceLabs Pricing Dashboard for Maximum Revenue
How to Master Your PriceLabs Pricing Dashboard for Maximum Revenue Imagine you’re on a plane. And you’re curious about what actually happens in the cockpit. And you have an invisibility cloak (stick with me here). You go to the bathroom, cloak in hand, and you throw...
How to Track Your Airbnb Cleaning Score — And See How You Stack Up Against Competitors
How to Track Your Airbnb Cleaning Score — And See How You Stack Up Against Competitors In the STR landscape - it’s not enough to just know your own stats. Most STR hosts have no idea how their cleaning score compares to their competition. They only know their own...
Why “We’ll Add It to the Checklist” Isn’t Good Enough for Your STR Cleaning Team
Why "We'll Add It to the Checklist" Isn't Good Enough for Your STR Cleaning Team There’s a well-known story in the STR biz. It’s a horror story. And more short-term rental hosts have a version of it. . Ya ready? You identify a recurring problem. You ask your cleaning...