Shows
How to Start an Airbnb35. Airbnb Weddings: The Untapped Income StreamAirbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Episode Summary In this episode, I take you behind the scenes of my own wedding—yes, we got married at a short-term rental—and how that experience opened my eyes to a whole new income stream for Airbnb and Vrbo hosts. Whether you’re planning a wedding or looking to boost your property’s revenue, I’m sharing all the tips, lessons, and wild stories from our weddin...2025-07-2921 min
How to Start an Airbnb34. The ‘Holy Grail’ App for Finding Airbnb Deals – Meet STRIQAirbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Episode Summary
In this episode of The Airbnb Roadmap, I’m joined by Matt Sanderson, founder of STRIQ (aka “Strike”), to dive deep into how his platform is revolutionizing short-term rental investing. We talk about how STRIQ can help you analyze properties in minutes (not months), why AI and big data are your new best friends, and how even beginner investors can use this tool to fin...2025-07-2259 min
How to Start an Airbnb33. My Biggest Airbnb Fear Came True! Let’s Talk About It.Airbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Episode Summary
This one stings a little. In today’s episode, I’m walking you through the exact scenario I’ve dreaded since becoming an Airbnb host: a guest checked into a dirty cabin. Not once, but twice. 😬 Despite all the systems, automations, and bulletproof planning, it still happened—and it sucked. But I’m sharing it all with you so you can learn from my mistakes a...2025-07-1524 min
How to Start an Airbnb32. It Looked Like a Dream on Airbnb—Until I Dug DeeperAirbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Episode Summary: A full calendar and pretty photos don't tell the full story. In this episode, I’m walking you through exactly how to analyze an existing Airbnb before you make an offer—so you don’t get stuck with a dud that looked like a dream. From earning reports to guest reviews, occupancy rates, and team transitions, I’m sharing all the numbers and red flags to...2025-07-0813 min
How to Start an Airbnb31. Can You Really Buy an Existing Airbnb? Here’s the CatchAirbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Thinking about buying an existing Airbnb? It sounds like a shortcut—but there's a lot most people don’t tell you. In this episode, I’m pulling back the curtain on what really happens when you try to purchase a property that’s already operating as a short-term rental. From licensing delays to disappearing reviews to misleading listing agents (yes, really), you’ll learn exactly what to look out f...2025-07-0118 min
How to Start an Airbnb30. Airbnb Rental Agreements: Do You Really Need One?Airbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Episode Summary:Rental agreements might not be the flashiest part of hosting, but they can be your best protection when things go sideways. In this episode, I’m diving into the real reason you might want to consider having a custom agreement for your Airbnb—even if Airbnb already has built-in terms. I share exactly what we include in our own two-page rental agreement (yes, even the...2025-06-2425 min
Tami Talks: Stories to Heal Your Inner ChildEpisode #67: Motherhood Meets Entrepreneurship: Real Talk on Money, Manifestation, & Mom GuiltIn this raw, relatable, and laugh-out-loud episode, Tami sits down with Brittany Wenninger—real estate pro, Airbnb queen, and fellow mompreneur—for a heart-to-heart on what it really looks like to juggle motherhood, marriage, and entrepreneurship.
From gym-floor friendship beginnings to building a thriving Airbnb business while raising kids, they dive into all the things women don’t say out loud—but absolutely should. No maternity leave, financial insecurities, relationship struggles, body image challenges, and the heavy (often silent) weight of mom guilt—it’s all on the table.
You’ll hear real stories of intuition-led...2025-06-171h 12
How to Start an Airbnb29. From Accidental Host to Real Estate Powerhouse with Ashley Lang
Airbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Hey, it’s Brittany! In this episode of The Airbnb Roadmap, I sit down with Ashley Lang—a powerhouse real estate investor with a diverse and thriving portfolio. Ashley shares how she stumbled into short-term rentals by accident and ended up scaling to over 30 furnished rentals, most of which are now midterm stays. We talk about the transition from vacation to midterm rentals, how she built...2025-06-1731 min
How to Start an Airbnb28. The Fastest Way to Earn Superhost Status on AirbnbAirbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Episode Summary
Want to unlock Airbnb’s coveted Superhost status as soon as possible? In this episode, I walk you through the exact steps it takes to qualify—from your very first guest to your tenth glowing review. Plus, I share our personal story of how one guest complaint almost cost us our badge (spoiler: it got intense). Whether you're brand new or prepping for your...2025-06-1018 min
How to Start an Airbnb27. Secrets to 5-Star Airbnb Reviews: What Guests Really RateAirbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Episode Summary
Airbnb reviews can make or break your short-term rental—literally. In this episode, I break down how the Airbnb review system actually works, what guests are rating you on (it’s more than just stars), and how you can earn 5-star reviews without sounding desperate. Plus, I share my go-to tactics, personal stories (like my one and only 2-star review), and the sneaky Wi-F...2025-06-0324 min
How to Start an Airbnb26. How to Hire an Airbnb Cleaner: Key Questions & Red FlagsAirbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Episode Summary: In this episode, I walk you through the exact process I used to find, interview, and hire a cleaner for our newest Airbnb property. From where I posted the job to what questions I asked during the interview, I’m giving you the behind-the-scenes breakdown of what worked (and what didn’t). If you’re launching or scaling your short-term rental, this episode is packed...2025-05-2728 min
How to Start an Airbnb25. Airbnb Co-Hosting: How It Works, What It Pays, and If It’s Worth ItAirbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Episode Summary
In this episode, I’m diving into Airbnb’s latest feature that’s got everyone talking: the Co-Host Network. Whether you want to earn money managing someone else’s listing or you’re a host who needs help, this episode breaks down everything you need to know. Plus, I share my honest take on whether co-hosting is really worth it—and why you should consi...2025-05-2020 min
How to Start an Airbnb24. Where to Spend and Save in Your Airbnb for Better ROIAirbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Episode Summary
This episode is raw, real, and packed with truth bombs. I’m pulling back the curtain on the mistakes I’ve made (and seen others make) when it comes to overspending on short-term rentals. We’re talking ROI—return on investment—and how to be smart with your money from the moment you close, all the way to guest checkout. From skipping unnecessary renos to i...2025-05-1327 min
How to Start an Airbnb23. Should You Hire a Property Manager for Your Short-Term Rental?Episode Summary
In this episode of The Airbnb Roadmap, I tackle one of the biggest questions every short-term rental host eventually faces: Should you hire a property manager, or take the reins and self-manage? While I’ve always gone the self-management route, I’ve learned a lot from friends and fellow hosts about both sides of this decision—and I’m breaking it all down for you. From the pros and cons to the red flags and must-ask questions, this episode is packed with real-world insight to help you decide what’s right for your short-term rental journey.2025-05-0626 min
How to Start an Airbnb22. Airbnb & Motherhood: How Julia Launched Her STR While PregnantAirbnb and Motherhood: How Julia Launched Her STR While Pregnant
Episode Summary
In this episode, I’m joined by my good friend and fellow Airbnb host, Julia, who shares her honest experience of becoming a first-time mom and first-time short-term rental investor—at the same time. We’re talking about pregnancy, property launches, hot tub struggles, and what it's really like to manage an STR with a newborn in tow. Whether you're a mom, future mom, or just juggling a lot while trying to build your STR business, this one’s for you.
Key Take...2025-04-2943 min
How to Start an Airbnb21. How to Buy an Airbnb in Wisconsin: Writing a Strong OfferEpisode Summary
If you're buying a home in Wisconsin—whether as a primary residence, investment property, or short-term rental—you need to understand how to craft a strong, competitive offer to purchase. In this episode, I walk you through the WB-11 Residential Offer to Purchase, breaking down key sections, contingencies, and pro tips to increase your chances of winning in a competitive market.
Whether you’re a first-time homebuyer, an Airbnb investor, or a real estate agent, this episode is packed with actionable insights to help you navigate the offer process with confidence!
Mentio...2025-04-2238 min
How to Start an Airbnb20. Step-by-Step: How We Bought & Renovated Our AirbnbEpisode Summary
If you’ve ever wondered how to find, analyze, purchase, and set up a profitable short-term rental, this episode is for you! I’m walking you through every single step my husband Clay and I took to buy our latest Airbnb investment property—from spotting the deal to financing options, negotiating the offer, planning renovations, furnishing the space, and getting it ready for guests.
Whether you're a first-time Airbnb investor or looking to scale your portfolio, this episode is a must-listen. Learn from our process, avoid common pitfalls, and discover expert tips for launch...2025-04-1533 min
How to Start an Airbnb19. The Art of Airbnb Design: What No One Tells You About FurnishingThe Art of Airbnb Design: What No One Tells You About Furnishing
Furnishing your short-term rental isn’t as simple as just throwing in some furniture and calling it a day. In this episode, I break down everything you need to consider to make your rental stand out while maximizing guest satisfaction and profitability. From choosing between designing it yourself or hiring an interior designer to must-have essentials and budgeting tips, I cover it all. Plus, I share a life update on our latest STR purchase, the lessons we learned, and the hilarious way we transported a ma...2025-04-0835 min
How to Start an Airbnb18. Investing Beyond State Lines: Stephanie Dietrich’s Guide to Going RemoteEpisode Summary:
In this episode of The Airbnb Roadmap, I sit down with Stephanie Dietrich to discuss the ins and outs of investing in short-term rentals out of state. Stephanie shares her journey into real estate investing, including the fears and challenges she faced purchasing a short-term rental four hours from home. From licensing hurdles to finding a reliable team, Stephanie opens up about what it takes to successfully manage a property from afar. Plus, we dive into the pros and cons of working with a property manager versus self-managing and how regulations impact the short-term rental g...2025-04-0152 minHow to Start an Airbnb17. Cleaning and Maintenance Hacks for STR SuccessEpisode Summary:
Cleaning and maintenance may not be the most glamorous part of hosting, but trust me—it’s one of the most important. In today’s episode, I’m diving into the best practices that will keep your short-term rental spotless and running smoothly. I’ll share hard-learned lessons from managing our properties, including one unforgettable nightmare guest. You’ll also hear tips on how to train your cleaners, conduct maintenance audits, and reduce guest questions with clever automation tricks. Let’s roll up our sleeves and get to work!
Key Takeaways:
Why Cleaning Matters – A spotless prope...2025-03-2534 minHow to Start an Airbnb16. Hidden Gold or Money Pit? How to Spot a Winning STR PropertyEpisode Summary:
Welcome back to The Airbnb Roadmap! Today’s episode is all about picking the right property for short-term rental success. Not all homes are created equal, and finding the perfect investment property goes beyond good looks. I'll break down the key things to consider when touring properties, from location and layout to amenities and zoning laws. Plus, I share some real-life examples to help you spot red and yellow flags during inspections. Oh, and a little life update: Clay and I are renovating a nursery for our first baby girl!
Key Takeaways:
Location Factors – Prox...2025-03-1826 min
How to Start an Airbnb15. Succeeding without Relying on Airbnb: Joe Boyle's Proven Tips of Direct BookingIn this episode of The Airbnb Roadmap, I sit down with Joe from Educated Mortgage, an expert in mortgage lending and short-term rental financing. We dive deep into the world of direct bookings, how he transitioned from using Airbnb and VRBO to securing repeat guests, and the financial benefits of taking control of your bookings. Joe also shares his extensive knowledge of short-term rental financing, mortgage strategies, and why working with the right lender can make all the difference. Whether you’re new to short-term rentals or looking to scale, this episode is packed with valuable insights you won’t wa...2025-03-1140 minHow to Start an Airbnb14. You’re Leaving Money on the Table If You’re Not Using This ToolEpisode Summary:
Welcome back to The Airbnb Roadmap! In today’s episode, I’m breaking down one of the most powerful tools for short-term rental success: dynamic pricing. If you're serious about maximizing profits and occupancy, this strategy is a game-changer. I'll walk you through how dynamic pricing works, the top tools you can use, and share stories from my experience to help you get ahead. Plus, I’ll give you a quick update on our latest cabin project and how we're growing our portfolio through refinancing. Let’s dive in!
Key Takeaways:
Dynamic Pricing Explained – Adjust you...2025-03-0431 minHow to Start an Airbnb13. Keep Your STR Open & Thriving! Master the Rules and Regulations in Your City Before It’s Too Late!Episode Summary
In this episode of The Airbnb Roadmap, I dive headfirst into one of the most challenging aspects of short-term rentals: rules and regulations. If you've ever felt overwhelmed by the endless requirements from state, county, township, or even HOA levels, you're not alone. Many first-time investors get stuck here, but not you—not anymore! I’m walking you through the whole process, sharing stories from my own experiences, including navigating bizarre inspection rules and surviving intense township hearings. Let’s conquer this regulatory beast together!
Key Takeaways
Understand the Legal Pyramid – Regulations start at the state level an...2025-02-2531 minHow to Start an Airbnb12. Becoming the Go-To Short-Term Rental Expert in Your MarketEpisode 12: Becoming the Go-To Short-Term Rental Expert
Hey, it’s Brittany! Welcome back to The Airbnb Roadmap! In today’s episode, I’m sharing my journey to becoming the go-to short-term rental expert in my market. I’ll be honest—I resisted this path for a while. I wanted to focus on being the top listing and buyer agent, but short-term rentals kept finding me. Once I embraced this niche, everything changed for my business.
I’ll walk you through how I positioned myself as an expert, the strategies I use to stand out, and how you can do the s...2025-02-1820 minHow to Start an Airbnb11. Airbnb Arbitrage: The Secret to Starting Your Short-Term Rental Empire with Little CashEpisode 11: Jumpstarting Your Short-Term Rental Game with Airbnb Arbitrage
Hey, it’s Brittany! Welcome back to The Airbnb Roadmap! Today, I’m talking about a super exciting strategy that’s perfect for beginners in the short-term rental game: Airbnb arbitrage. If buying a property feels out of reach, this approach might just be your ticket in. I’m breaking down what it is, how to do it legally, and how to make the most of it. Plus, I’m sharing my personal experience with negotiating deals, navigating challenges, and making your rental stand out.
Whether you’re brand new to...2025-02-1128 minHow to Start an Airbnb10: Building Your Small but Mighty Team for Short-Term Rental SuccessEpisode 10: Building Your Small but Mighty Team for Short-Term Rental Success
Hey, it’s Brittany! Welcome back to The Airbnb Roadmap! Today, I’m diving into one of the most crucial aspects of running a successful short-term rental: your team. These people are your lifeline, the ones who know your property better than you do, and they’re essential for keeping everything running smoothly. From cleaners to CPAs, I’m breaking down the key team members you need and sharing tips on how to find and work with them.
If you’ve been struggling to put together your dream...2025-02-0427 minHow to Start an Airbnb9: Is Too Much Knowledge Hurting Your Short-Term Rental Success?Episode 9: Is Too Much Knowledge Hurting Your Short-Term Rental Success?
Hey, it’s Brittany! In today’s episode of The Airbnb Roadmap, we’re diving into a question many investors face: can knowing too much make it harder to pull the trigger on a deal? My husband, Clay, and I are currently searching for our next short-term rental, and let me tell you—it’s not as easy as it used to be! If you’ve ever felt overwhelmed by too much information or found decision-making paralyzing, you’ll relate to this episode.
Mentioned in the Episode
Aloha Protein Bars...2025-01-2825 minHow to Start an Airbnb8: What Makes a Market Good for STR? Finding Your Ideal LocationEpisode 8: What Makes a Market Great for Short-Term Rentals? Finding Your Perfect STR Location
Hey, it’s Brittany, and welcome back to The Airbnb Roadmap! Today, I’m taking you on an exciting deep dive into what makes a market ideal for short-term rentals. Finding the perfect location can feel overwhelming, but I’m here to break it down for you. We’ll talk about tourism hotspots, business hubs, year-round demand, market economics, and even how to stand out with unique experiences. Whether you’re just starting out or looking to level up your portfolio, this episode is packed with actio...2025-01-2125 minHow to Start an Airbnb7: Five Common Mistakes Airbnb Hosts Make (and How to Avoid Them!)Episode 7: Five Common Mistakes Airbnb Hosts Make (and How to Avoid Them!)
Hey there, it’s Brittany, and welcome back to The Airbnb Roadmap! In this episode, I’m spilling the tea on the top five mistakes I see short-term rental hosts make all the time—and more importantly, how you can avoid them. Whether it’s understanding your market, furnishing your space, or keeping up with maintenance, I’ve got tips to help you skip the headaches and save yourself time, money, and stress. Stick around until the end, because I’ll reveal the biggest mistake that could cost you tho...2025-01-1423 minHow to Start an Airbnb6: Top Software Tools Every Short-Term Rental Owner NeedsEpisode 10: Automating Your Short-Term Rental Business
Hey there, it’s Brittany! Welcome back to The Airbnb Roadmap. If you’ve ever felt overwhelmed by the time and effort it takes to manage your short-term rental, this episode is for you. I’m breaking down the essential software tools that automate 75% of my hosting process—seriously, these are game-changers! From managing bookings to cleanings and pricing, these tools will save you time, increase your efficiency, and help you scale your business like a pro.
Key Takeaways for Automating Your STR Business
Hospitable
Sync calendars across platforms like Airbnb a...2025-01-0721 minHow to Start an Airbnb5: Financing Your Short-Term Rental - Loan Programs and Funding OptionsEpisode 5: Navigating Financing for Short-Term Rentals
Hey there, it’s Brittany, and welcome back to The Airbnb Roadmap! Financing your short-term rental doesn’t have to be stressful. In this episode, I’m breaking down the most popular loan options—like second home loans, DSCR loans, HELOCs, and private capital partnerships. Whether you’re buying your first short-term rental or scaling your portfolio, this episode will help you feel confident in making the best financial decisions for your goals.
Key Takeaways for Financing Your Short-Term Rental
Second Home Loans
Perfect for first-time short-term rental buyers, these loans are...2024-12-3125 minHow to Start an Airbnb4: Is Short-Term Rental Income Really Passive? Here's the TruthEpisode 4: Are Short-Term Rentals Truly Passive?
Hey there, it’s Brittany, and welcome back to The Airbnb Roadmap! Today, we’re diving into a topic that gets a lot of buzz: Are short-term rentals (STRs) truly passive income? Spoiler alert—it’s not as simple as “set it and forget it.” In this episode, I’ll unpack what passive income really means and explore three different management styles for STRs: highly active, partially passive, and fully passive. If you’ve ever wondered how much work goes into running an Airbnb—or how to reduce your workload—this episode is for you.
Key Tak...2024-12-2419 minHow to Start an Airbnb3: Finding the Perfect Short-Term Rental PropertyFinding the Perfect Short-Term Rental Property
Welcome to Episode 3 of The Airbnb Roadmap! Today, we explore how to find the perfect property for your short-term rental. While perfection may not exist, I share essential tips, strategies, and pitfalls to help you make an informed decision.
Mentioned in the Episode
Start your Airbnb Profile: Receive $48 back when starting your Airbnb profile and I'll have your back every step of the way!
Link: https://www.airbnb.com/r/brittanyb15480?s=6&t=061n0g
Mentorship Program: Interested in one-on-one guidance to get your short-term rental up and running? DM me on I...2024-12-1731 minHow to Start an Airbnb2: Airbnb Lessons: Our Mistakes That You Will Learn FromLessons Learned and Mistakes Made
Welcome back to The Airbnb Roadmap! In this episode, we take a lighthearted look at the missteps my husband, Clay, and I encountered in our journey to short-term rental success. Mistakes can be painful, but they’re also full of lessons (and laughs).
Mentioned in the Episode
Aloha Protein Bars: Receive 20% off your first order when clicking on the link below. Trust me, you will love them!
Link: https://aloha.com/THEAIRBNBROADMAP
Connect with Me:
Instagram: @theairbnbroadmap
Personal Instagram: @brittanybragerwenninger
Episode Summary
From poorly researched markets to unexpected encounters with unwanted roommates, th...2024-12-1721 minHow to Start an Airbnb1: Short-Term Rentals 101 - The Ultimate Beginner's GuideFundamentals of Short-Term Rentals
Welcome to the first episode of The Airbnb Roadmap! 🎉 I'm Brittany Wenninger, your host, and in this episode, we dive into the exciting world of short-term rentals, breaking down the basics, strategies, and insider tips to get you started.
Mentioned in the Episode
Start your Airbnb Profile: Receive $48 back when starting your Airbnb profile and I'll have your back every step of the way!
Link: https://www.airbnb.com/r/brittanyb15480?s=6&t=061n0g
Aloha Protein Bars: Receive 20% off your first order when clicking on the link below. Trust me, you will love the...2024-12-1736 minHow to Start an AirbnbWelcome to The Airbnb Roadmap with Brittany WenningerWelcome to The Airbnb Roadmap! Pull up a chair and step into the world of short-term rentals with The Airbnb Roadmap. I’m Brittany Wenninger—Realtor, short-term rental expert, and owner of Front Porch Realty. This podcast is your guide to creating financial freedom, automating your business, and turning extra space into a money-making machine. We’ll cover finding the perfect property, earning five-star reviews, navigating regulations, and more.2024-11-2002 min
Run Hard Mom Hard79 | Brittany DeRoche on Beating Cancer and Heart FailureThis week on the pod we have Brittany DeRoche! Brittany is a cancer AND Peripartum Cardiomyopathy heart failure survivor and a strong mom and ultra runner. We hear about the physical, mental and emotional toll these events took and we see the resolve, courage and strength Brittany has shown to overcome them. So inspiring! Huge thank you to Brittany for sharing her story! Give this episode a listen by clicking the link below or searching “Run Hard Mom Hard” on your preferred podcast platform.
Sponsor: Make sure to check out Treeline Coffee – use discount code RUNHARD10 for 10% off your...2022-04-011h 47