Tim Hubbard
Short Term Rental Riches
Tim Hubbard, successful investor and CEO of a seven-figure short term rental management company shares it all. The insider tips you need to know to acquiring, operating and scaling a successful short term rental business.
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Episodes
322. The Smart & Easy PMS: Insights from CEO Shaun Shirazian 13.01.2026 34:24
The short-term rental world is evolving fast, and Lodgify is helping hosts keep up. In this episode, CEO Shaun Shirazian reveals how Lodgify empowers small-scale hosts with powerful tech, AI tools, and unmatched usability. If you're ready to automate, grow, or simply do less while earning more, this is one episode you don't want to miss. 5 Key Takeaways: Learn how Lodgify's laser focus on independ...
321. These 5 STR Shifts Coming in 2026 (Use these strategies to adapt) 06.01.2026 20:08
2026 might just be the strongest year we've seen for short-term rental investing in a long time. From game-changing tax incentives to tech innovations and rising midterm rental opportunities, now's the time to gear up. In this episode, we dive into trends, predictions, and strategies to help you win in the year ahead. • Why falling interest rates and tax code changes signal a buying opportunity fo...
320. 40+ Years of Real Estate Wisdom in One Conversation 31.12.2025 39:10
What's the one mindset shift that separates successful real estate investors from the rest? In this special episode, we welcome Robert Helms—host of one of the longest-running real estate shows—to unpack 30 years of wisdom. From syndications to short-term rentals, Robert reveals how to build wealth that lasts. Tune in to shift your investment game. • Why short-term rentals are still one of the mos...
319. How to Cancel Airbnb Reservations Without Getting Penalized 23.12.2025 9:58
Canceling a guest's reservation on Airbnb isn't just awkward—it can be costly if you do it the wrong way. In this episode, we break down a proven playbook for canceling bookings penalty-free without tanking your visibility or getting fined. If you're hosting on Airbnb, these strategies could save your listing. Key Takeaways: • Discover the exact scenarios where Airbnb allows penalty-free cancellat...
318. Interest Rates EXPLAINED for Real Estate Investors 16.12.2025 12:37
Interest rates might not sound exciting, but they can make or break your real estate investments. In this episode, we break down the types of interest rates, how they're changing, and—most importantly—what this means for real estate prices, demand, and your next move. Lower rates are here... so what should you do next? • Discover why interest rates are falling for the first time in years—and why t...
317. 10 Proven Ways to Earn More with Your Short-Term Rental 09.12.2025 12:41
If you're feeling the pinch from lower occupancy or slipping ADRs, it's time to get proactive. This week, we're diving into 10 revenue-boosting strategies you can implement immediately to increase your visibility, occupancy, and profitability—without adding stress. From pricing tactics to pet policies, these quick wins will help you maximize every booking. • Discover the overlooked upsells that ca...
316. This Is How I'm Getting More Direct Bookings 02.12.2025 23:43
Tired of paying high OTA commissions? This week, we're diving deep into the power of direct bookings for your short-term rentals and boutique hotels. Learn how to increase profits, build guest loyalty, and protect your listings—all without getting kicked off Airbnb or VRBO. Discover strategies that top hosts use to win repeat guests and take control of their business. Discover how to set up your d...
315. Every Host Should Use These Airbnb House Rules 24.11.2025 16:04
Clear house rules are the secret weapon of top-performing short-term rental hosts. If you've dealt with noise complaints, surprise parties, or property damage, unclear rules may be the culprit. In this episode, we're sharing the 21 updated house rules we use to manage thousands of guests—plus how to implement them effectively. • Discover the #1 rule every host should have in place—especially for d...
314. The Hidden Costs of Quitting Airbnb (My True Story) 18.11.2025 13:11
Is Airbnb still worth it? In this episode, Tim shares why he took one of his short-term rentals offline—revealing the real earnings, tenant conflicts, and whether switching to a long-term tenant paid off. If you're facing STR fatigue or weighing your rental options, this candid story may change your strategy. • Why a small studio in Memphis seemed like the perfect STR… until it wasn't • The hidden...
313. Hospitable CEO: How we Manage $5B in Annual Reservations 11.11.2025 40:45
In this episode of the Short-Term Rental Riches podcast, Tim sits down with Pierre, the CEO of Hospitable, a leading property management software that powers hundreds of thousands of properties across the globe. Pierre shares the story behind Hospitable's founding, its incredible growth over the last nine years, and the unique challenges they've overcome to help property managers automate and stre...
312. 7 Winter Safety Checks Every Airbnb Hosts Needs 04.11.2025 17:51
Winter is here—and so are the risks and expectations that come with cold-weather hosting. From fireplaces to frozen sidewalks, the season can be a liability minefield for short-term rental owners. In this episode, we walk through your essential winter checklist to keep guests cozy and your property protected. Stay tuned—it's more than just turning up the heat. - Why swapping out your traditional f...
311. How Smart Hosts Use Promos (Airbnb Vs. Booking.com Vs. VRBO) 28.10.2025 14:05
Platform promotions are everywhere right now, but are they actually helping your short-term rental business, or just draining your profits? In this episode, we dig into the truth behind Airbnb, VRBO, and Booking.com discounts, uncovering how they work and how you can use them strategically without sacrificing revenue. Learn how to stand out in search results without slashing your nightly rate. Wha...
310. Airbnb's 15.5% Commission: What Hosts Need to Do Now 21.10.2025 9:38
If you've ever wondered how Airbnb's commission changes will impact your short-term rental business, this episode is for you. We break down what you need to know about the new guest service fee changes, and how to adjust your pricing to protect your profits. Get ready to make sure your property stays competitive, no matter the changes. • Discover why Airbnb is shifting the guest service fee to hos...
309. Furnished Finder CEO: The Future of STR Is Mid-Term 14.10.2025 39:49
If you've ever wondered how to profit from real estate without jumping through short-term rental hoops, this episode is for you. CEO of Furnish Finder, Jeff Hurst, shares how midterm rentals are solving affordability and regulatory issues—and why they're becoming one of the hottest trends in housing. Get ready to rethink your rental strategy. • Discover how Furnish Finder is quietly dominating the...
308. Use these 9 Red Flags to Avoid Problem Guests 07.10.2025 12:15
Are you spotting red flag guests before they check in? Managing guest bookings effectively is key to running a smooth short-term rental business. In this episode, we reveal 9 red flags to look out for when screening guests — and how to avoid problematic stays before they happen. Discover the 9 red flags that could indicate a difficult guest. Learn why incomplete profiles and lack of communication...
307. The Ultimate Stripe Guide for Vacation Rental Hosts 30.09.2025 15:15
Are hidden Stripe fees eating into your profits? Most short-term rental hosts don't realize they're losing up to 1% on every transaction — and it's totally avoidable. In this episode, we uncover the overlooked costs tied to Stripe integrations and reveal the simple steps to keep more of your earnings. Discover how most hosts are unknowingly paying 30% more in transaction fees Learn the biggest mis...
306. Airbnb Discount Requests: How Hosts Should Handle Them 23.09.2025 13:26
Discount requests from guests are inevitable, even when your pricing is perfectly optimized. But how you handle them can make or break your rental's profitability. In this episode, we're diving into the psychology behind discount requests, how to respond with confidence, and when—if ever—you should say yes. 5 Key Takeaways: Why guests really ask for discounts and how cultural norms may influence t...
305. How to Get Airbnb's Guest Favorite Badge (& Rank Higher) 16.09.2025 10:54
Airbnb recently shook up its search rankings—and if you're still focused on Superhost status, you might be missing out. In this episode, we unpack the Guest Favorite Badge , Airbnb's new trust signal that can directly impact your bookings, revenue, and visibility. Find out what it takes to earn it and why it's more important than ever. What You'll Learn in This Episode: • Why Airbnb replaced the S...
304. 8 Smart Lock Requirements Airbnb Hosts Must Know 09.09.2025 15:37
Guest check-ins should be smooth—not stressful. With hundreds of smart lock options out there, how do you choose the right one for your short-term rental? This week, we break down the 8 essential features every host needs in a smart lock—plus, the top 3 models we've tested and trusted over tens of thousands of guests. 5 KEY TAKEAWAYS FROM THIS EPISODE • The 8 non-negotiable features your smart loc...
303. Airbnb Scammers Are Getting Smarter (Stay Protected) 02.09.2025 11:43
Scams in the short-term rental world are more common and damaging than ever. From copycat listings to payment loopholes, both hosts and guests are getting hit. In this eye-opening episode, we uncover the 7 most frequent STR scams and share the steps you can take right now to protect your business and your peace of mind. The copycat Craigslist scam (happened to us personally) Booking.com payment lo...
302. STR Investors: Your Tax Bill Just Got Slashed 26.08.2025 13:24
A powerful new bill has changed the game for short-term rental investors. If you're looking to reduce your tax bill and increase your ROI, now is the time to act. In this episode, we reveal how 100% bonus depreciation can work in your favor—and how to qualify for it even without being a full-time host. • The little-known IRS rule that could unlock massive tax deductions in year one. • Two surprisi...
301. 4 Times You Should NEVER Drop Your Airbnb Rate 19.08.2025 11:02
If your short-term rental isn't booking, slashing your prices might seem like the easy fix—but that move could be draining your profits. In this episode, we uncover five common pricing mistakes hosts make that actually hurt their revenue. Learn when not to drop your rates, and what strategies to use instead to maximize bookings., and so much more: Why matching market prices often misses the real...
300. 50 000 Guests Later: My 10-Year STR Journey & What's Next 08.08.2025 25:03
It's our 300th episode, and we're pulling back the curtain on 10 years of short-term rental success! From 50,000+ guests to managing properties in 3 countries, Tim reflects on the real journey—wins, losses, and the seven books that changed everything. If you're serious about STRs, this milestone episode is one you don't want to miss. ● The early days: managing STRs from across the hall to managing...
299. 5 Ways AI Beats Human Reception 05.08.2025 13:38
While most hosts are still handling guest communication the old way, the biggest hotel chains and STR management companies are already using AI to handle guest reception. This week, we're exploring how AI guest reception can revolutionize your operations, enhance consistency, and cut costs without losing the human touch. In this episode, we break down: E xactly how AI guest reception works and w...
298. Is The STR Crash Real? 5 Years Of Actual Data 29.07.2025 21:52
How much money do short-term rentals really make after five years? In this episode, Tim pulls back the curtain on one of his personal properties, revealing actual numbers - gross, net, and everything in between. As the STR landscape shifts nationwide, find out how rising supply and falling rates are impacting returns and what to do about it. • Discover supply surges in major STR markets • Hear the...
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