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Stacey St. John

SIMPLY BRILLIANT BLOG

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Discover tips and inspiration on entrepreneurship, business growth, real estate investing, and hospitality.

AI Prompts for Airbnb Hosts: Complete Guide

AI Prompts for Airbnb Hosts: Complete Guide

JULY 10, 2025 Unlocking the Power of AI Prompts in Your Short-Term Rental Business Lady! I see you. You’re a smart short-term rental (STR) investor. You got a lot going on and time is just not on your side. So you’re looking to offload some of your tasks, and you’ve...

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AI Prompts for Airbnb Hosts: Complete Guide

AI Prompts for Airbnb Hosts: Complete Guide

JULY 10, 2025 Unlocking the Power of AI Prompts in Your Short-Term Rental Business Lady! I see you. You’re a smart short-term rental (STR) investor. You got a lot going on and time is just not on your side. So you’re looking to offload some of your tasks, and you’ve...

STR Ownership vs Co-Hosting: Choose Your Path

STR Ownership vs Co-Hosting: Choose Your Path

JULY 03, 2025 TL;DR Building your portfolio with short‑term rentals (STRs) typically follows one of two proven models: Ownership Track: Deploy capital to purchase property and capture equity, appreciation, and favorable tax treatment. Co‑Hosting Track: Provide...

How I Built a $2M Short-Term Rental Investing Portfolio

How I Built a $2M Short-Term Rental Investing Portfolio

JUNE 26, 2025 I used to live the life I thought I was supposed to want—six-figure salary, leadership role, and a calendar packed with back-to-back meetings. But behind the scenes? I was running on empty. The long hours, constant pressure, and lack of control over my...

Why Is My Airbnb Listing Not Performing?

Why Is My Airbnb Listing Not Performing?

APRIL 14, 2025 Why Is My Airbnb Listing Not Performing?   If you've found yourself repeatedly asking, "Why is my listing not performing?" you're not alone. The vacation rental market is competitive, and even small details can significantly impact your booking...

Are Short-Term Rentals a Good Investment?

Are Short-Term Rentals a Good Investment?

March 18, 2025 Are Short-Term Rentals a Good Investment? Investing in real estate can be a game changer—but when it comes to short-term rentals, the stakes are uniquely dynamic. In this post, we’re breaking down the pros and cons of short-term rental investments,...

How to Ensure Compliance with Local Short-Term Rental Regulations

How to Ensure Compliance with Local Short-Term Rental Regulations

FEBRUARY 18, 2025 How to Ensure Compliance with Local Short-Term Rental RegulationsNavigating the maze of short-term rental permits can feel like deciphering a secret code—one that could make or break your rental business. Understanding which short-term rental...

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