He paid for a “done-for-you” STR setup… and got handed the keys with a “good luck.” Instead of quitting, Dinesh learned how to run it like a business. Now he owns 2 properties, fully automated, and finally confident in the numbers. This is what happens when you stop guessing and get mentorship that actually teaches you to fish. 🎣 💬 Comment START if you’re ready to build something real — not another side hustle.

Part 2 of the Baby Jesus saga 😳 This is what it really looks like running an STR business — especially when it’s booked on Vrbo, 2+ hours from home, and the guest leaves 100 figurines and a note. Built my business for time freedom, not road trips to clean up chaos. Follow for Part 3 — it gets weirder. #airbnbhost #vrbo #shorttermrental #airbnbtips #hostlife

Part 1: A guest left 100 tiny Jesus figurines in my Airbnb… with a note that said “You need to find Jesus.” 😳 You’re not ready for this story. #BabyJesusTea #STRhost #AirbnbStory #HostLife #YouCantMakeThisUp

🧾 I’m not God… But I can help you lock in that short-term rental before the year ends — and yes, still qualify for the STR tax loophole. 📲 Follow @madeleineraifordholland for strategy, sass, and luxury STR investing that works. Is it easy? Nope. But is it doable if you’re willing to act fast and do the work? Absolutely. We help high-income earners acquire, set up, and optimize STRs that are built to perform — not just look pretty on Airbnb. 〰️〰️〰️ 📩 Comment START and I’ll send you your next steps. 📲 Follow @madeleineraifordholland for strategy, sass, and luxury STR investing that works. #airbnb #str #realestate #realestateinvesting

But really? Keep my mouth shut or rock their world with the short term rental tax loophole? IYKYK #investmentstrategy #creatorsearchinsights #realestate #airbnbhost

Follow me for more short term rental tips! #investment #strategy #housing #wealth #creativerealestateinvesting

Most people think you need 5+ properties to “make it” in short-term rentals. ❌ Wrong. ✅ You need ONE well-positioned, well-run property—and a clear plan. The hosts who win big: 📊 Know their numbers 🤝 Play to their strengths + outsource the rest 📣 Market like their business depends on it (because it does) I show you how to do exactly that without burning out or needing a massive portfolio. 👉 Follow me for simple STR strategies that actually work. #sidehustle #financialfreedom #makemoney #earnfromhome #creatorsearchinsights

✨ Isn’t it wild how the “dream” used to be climbing the corporate ladder… and now what so many of us really crave is freedom, flexibility, and more time with our families? I spent years as a COO doing all the “right” things—climbing higher, making more money—yet still feeling trapped by my calendar and my phone. I knew I wanted more. Not just income… but time freedom. That’s why I started building a business with short term rentals. 🏡 Real assets, proven systems, and a model that builds both wealth and flexibility. Because of this, I now run my portfolio in less than 2 hours a week—while being present for my family and actually living life on my terms. And my next goal? Helping more high-income earners and hosts step into this same freedom. 📲 If you’re stuck trading time for money and ready to learn how one STR can change your finances and your lifestyle, you’re in the right place. 👉 Follow @madeleineraifordholland for step-by-step strategies to build a profitable STR business that gives you more than bookings—it gives you back your life. #airbnb #str #realestate #realestateinvesting #creatorsearchinsights

Here 👇🏼👇🏼👇🏼 🚫 The myth: The only way to cut your tax bill is by shoving more into retirement accounts. ✅ The truth: One well-positioned short term rental can unlock IRS-approved strategies to offset W2 income without quitting your job. Most people don’t realize: 💡 You don’t need 10 properties — just one set up the right way. 💡 It’s 100% legal and massively underutilized. 💡 And it can save you thousands come tax season. **This is NOT TAX ADVICE** I’m Madeleine — ex-COO turned STR investor — and I teach you how to use STRs to save money, buy back your time, and build freedom. ✨ Your Next Steps: Hit FOLLOW for more STR strategies that keep money in your pocket and give you back your time #airbnb #investment #invest #asset #taxfree

👀 The worst advice I see online about working and saving money is: “Just work more hours + max out your 401k.” That advice is everywhere… and it’s keeping so many W2 earners + high-income professionals stuck. Here’s the truth 👇 One well-positioned short term rental can legally offset active income, slash your tax bill, and buy back your time. Don’t fall for the noise. If you actually want results: ✅ Hit FOLLOW — I’m Madeleine, ex-COO turned STR investor, here to show you how to turn one property into freedom. #creatorsearchinsights #fyp #realestateinvestingforbeginners #airbnbhost #shorttermrentals