Airbnb Host Coach | Investing for Financial Freedom

Are you curious about Airbnb investing but need to make sure your investment would make money, not lose money? Do you wish you had a crystal ball that could point you to the exact market and property you should buy? 

If so, you need to listen to this episode where Scott Sage of AirDNA unpacks how their software gives you the hard data you need to make educated investing decisions and the underwriting homework you should do before you buy a property.

Tune in to hear Scott's predictions for how AI will impact hosts and g...

Want to build an Airbnb portfolio that gives you financial freedom—but worried you'll just be trading your 9-to-5 for another full-time job? Or maybe you already own an Airbnb, and between guest messages, cleaners, and endless to-do lists, you can't imagine managing another one.

Today's guests have scaled their Airbnb portfolio to over 70 properties across 15 markets—and discovered how to grow without doing everything themselves.

Today, they're sharing how virtual assistants can take everyday Airbnb operations off your plate, freeing up your time to focus on growing your portfolio and increasing your cash flow.

If you're investing in Airbnb—or thinking about getting started—you've probably wondered: Is Airbnb really looking out for hosts? And what do you need to do to stay competitive as the industry changes?

Culin just got back from Airbnb headquarters in San Francisco, where he met with employees, talked directly with his market growth manager, and got an inside look at what Airbnb really values.

And some of what he learned might surprise you!

Today, he's sharing 5 key takeaways from his visit—including what Airbnb really thinks about hosts, the amenities that matter...

If you're investing in Airbnb to create more cash flow and financial freedom, it can be frustrating feeling like you're always one step behind—especially when new tools, strategies, and technology seem to pop up every week.

We've been actively testing what's actually worth using in our own Airbnb business, and over the last month, we've implemented a few new tools that are already making a difference.

In this episode, we're breaking down exactly what we're using to save time, elevate the guest experience, make our listings stand out, and potentially save serious money on ta...

If you've found an Airbnb property that looks like a great investment—but the weird layout, tiny kitchen, or awkward finishes have you second-guessing the deal—don't walk away just yet.

After designing and operating 15 Airbnbs, we've learned that some of those "problem" spaces can actually become the features that make guests choose your property over the competition.

In this episode, we're showing you how to turn those awkward spaces into functional, memorable amenities—without blowing your budget—so you can stop chasing the perfect property and start seeing the potential in the right one.

W...

If you've been thinking about investing in Airbnb, but you're overwhelmed by where to start—or worried you're missing out while other investors are getting ahead—this episode is for you!

An IT professional started with zero Airbnb investing experience. But instead of jumping in and figuring it out as he went, he was strategic from the very beginning. He got the right guidance, used data to choose his property, built a team he could trust, and managed the buying process from another state.

Within six months, he went from idea to a fully operating Airb...

If you're investing in Airbnb to create more cash flow and financial freedom, there's a major change happening that could quietly cost you thousands of dollars if your pricing tech stack aren't set up correctly.

We discovered this after one Airbnb investor suddenly started booking like crazy—only to realize months of inventory had been sold at around $100 a night because her pricing systems had disconnected.

So Culin spent days digging into the issue, testing it across our own portfolio of 14 properties and the listings we help manage, to figure out exactly what's happening and ho...

If you want to invest in Airbnb for financial freedom—but you're overwhelmed by where to buy, what actually makes a great investment, or how to maximize cash flow—this episode is for you.

We just launched our 14th Airbnb: a mountain cabin we bought sight unseen that needed 76 steps built just to reach the front door, major repairs to the neighborhood road, a new driveway, and a major transformation before the first guest ever arrived.

Our experiences reinforced six lessons we wish we knew when we started investing in Airbnbs.

In this epis...

You want to invest in Airbnb and build more financial freedom—but between work, kids, family, and everything else on your plate, you keep wondering: When am I actually supposed to do this?

Today's guests, the Kellers, didn't wait until life got less busy. They became Airbnb investors while juggling two full-time jobs and three kids under six—and they're sharing what they learned along the way.

In this episode, you'll learn how they pushed past the fear of getting started, saved money while getting their property ready, and involved family and friends without making the...

If you've been thinking about investing in Airbnb because you want more income and more freedom—but you keep hesitating because you're afraid of buying the wrong property, losing money, or simply don't know where to start—this episode is for you.

Because your first Airbnb doesn't have to be perfect to be profitable.

Today, you're going to hear from Gaby and Ricky Hoover, newlyweds who took a rundown house, transformed it into an Airbnb in just three months, and went on to gross more than $50,000 in their first year—on their very first investment.

If you're investing in Airbnb—or thinking about getting started—you've probably felt the frustration of watching opportunities pass by while wondering: Where should I invest? How do I fill those open nights? And what's changing in the market that I need to get ahead of?

Today, we're getting answers from Alex Alioto of WhimStay, who has a front-row seat to how the next generation of travelers is changing the way they search, book, and vacation.

By the end of this episode, you'll have a clearer picture of how to adapt to these changes, maximize your...

If you're excited about investing in Airbnb for financial freedom, but you're worried about finding a reliable housekeeper—or wondering if cleaning costs are going to eat into your cash flow—this episode is for you.

We've learned firsthand that your housekeeper can be one of the most important people on your Airbnb team. Get it right, and they can help you control your second-largest monthly expense while consistently creating the kind of 5-star stays guests love.

In this episode, we're sharing the exact system we use to find, qualify, pay, and empower outstanding Airbnb hous...

Launching your first Airbnb almost always takes longer—and costs more—than you expect. The good news? Most of those delays are completely avoidable.

Today we're sharing the lessons we wish we'd known from day one so you can launch faster, avoid costly mistakes, and start generating cash flow with confidence.

In this episode, we're breaking down what really impacts your launch timeline, how to budget for pre-launch carrying costs, which amenities are actually worth prioritizing, and how to overcome the unexpected roadblocks that can derail your progress. We'll also explain the critical difference between bein...

Are you dreaming of building financial freedom with Airbnb, but every property you look at leaves you wondering, "Is this actually a good investment?" Maybe you're overwhelmed by all the conflicting advice online, afraid of making an expensive mistake, or frustrated that it feels like everyone else is finding great deals while you're still sitting on the sidelines.

We've been there. That's why, after buying 14 Airbnb properties ourselves and coaching hundreds of investors through their first—and next—deals, we've developed a detailed system for spotting winning Airbnb investments before you waste time driving to bad properties or m...

If you're watching your retirement account bounce up and down with the stock market and wondering, "There has to be a better way to build wealth," this episode is for you. Maybe you've wanted to invest in Airbnb, but you assumed your retirement money was locked away or you had no idea how to use it. Meanwhile, it feels like you're missing out on an opportunity to build real cash flow and take more control of your financial future.

Today, we're joined by Adam Bergman, one of the country's leading self-directed IRA experts. He's helped more than 25,000...

Have you been thinking about investing in an Airbnb, but keep wondering if you've already missed your chance? Maybe you're overwhelmed by all the conflicting advice, afraid of making an expensive mistake, or just don't know where to start. If you're tired of watching other people build wealth with short-term rentals while you're still sitting on the sidelines, this episode is for you.

Today's guest, Bill Faeth, has bought and sold 73 short-term rentals and turned a single $126,000 property into a $23 million portfolio. He's spent years helping investors build profitable Airbnb businesses that generate real cash flow.<...

What happens when a natural disaster hits your Airbnb while guests are still inside?

That's every host's nightmare: guests in danger, reservations you now have to cancel, income suddenly gone, and an insurance claim that could take weeks or even months to sort out.

We just lived this. Two 8,000-pound trees fell through one of our cabins during a storm while guests were staying there. And even though we had short-term rental insurance, we learned very quickly what Airbnb investors need to do immediately to protect their guests, their property, and their cash flow.

Have you ever found the perfect Airbnb investment property, only to wonder where you're going to find the money for all the furniture, decor, and amenities needed to make it a top performer? Or maybe you're afraid of spending thousands of dollars on the wrong upgrades and never seeing that money back.

Today's guest has helped short-term rental investors solve exactly that problem. Mark Lumpkin from STR Cribs is sharing a new way to finance your Airbnb setup, along with the biggest opportunity most hosts are missing to increase revenue and maximize ROI.

In this...

Thinking about investing in Airbnb, but feeling overwhelmed by changing regulations, rising competition, or not knowing where to start? 

What if there was a rental strategy that could help you generate strong cash flow, attract high-quality guests, and even avoid some of the regulations that are making short-term rentals more challenging?

Today's guest knows exactly how to do that. Angela Healy is the founder of Avenue West, a company that manages more than 500 mid-term rentals across the United States. She's spent years helping investors identify profitable opportunities, maximize occupancy, and build successful rental portfolios.

Did you know there's a way to invest in Airbnbs and potentially eliminate capital gains taxes on your profits?

Most aspiring Airbnb investors are so focused on finding the right property that they completely miss some of the most powerful wealth-building strategies available. 

In today's episode we're joined by an expert in Qualified Opportunity Zones and 1031 exchange strategies created to help investors grow their portfolios and keep more of what they earn.

By the end of this episode, you'll understand how Opportunity Zones work, why short term rental investors are using them to b...

Have you ever wanted to get into Airbnb investing, but felt overwhelmed by the thought of saving for a down payment, qualifying for financing, finding the right property, and taking on all the risk that comes with ownership?

Maybe you've been watching other people build cash flow and create more freedom through Airbnb while you're still stuck, wondering how to get started.

If that's you, you need to listen to this episode, right now!

Because we've helped countless people accelerate their Airbnb success, and one thing we've learned is that the easiest entry...

If you've been putting off investing in an Airbnb because you think you need the perfect property, the perfect market, or a massive renovation budget… this episode is going to completely change the way you think about Airbnb investing.

So many aspiring hosts stay stuck overanalyzing deals, convinced they need a luxury cabin and a six-figure renovation to compete. Meanwhile, they're watching everyone else cash flow while they sit on the sidelines feeling frustrated that they're missing the opportunity.

But here's the truth — we turned a boring inherited cabin in a saturated Airbnb market into a to...

If you want financial freedom through Airbnb investing — but feel overwhelmed by all the moving parts — this episode is for you.

One of the biggest things that stops people from getting started or slows their financial success after launch is the challenge of finding affordable, rockstar housekeepers.

Managing our 14 Airbnbs, we've figured out that hiring reliable "unicorn" cleaners is actually much easier than most people think.

In this episode, we'll show you the exact system we use to find amazing Airbnb housekeepers – fast, avoid hiring headaches, and build a team that helps your proper...

Are you stuck watching other people build wealth with Airbnb while you're still trying to figure out how to get started? Maybe you feel like you don't have enough money, experience, or confidence to make it work — and you're worried you're missing out on an opportunity that could completely change your future.

In this episode, you're going to hear from Ali Mae, who built a profitable Airbnb arbitrage boutique hotel inside an apartment building — on a teacher's salary!

By the end of this episode, you'll understand how Airbnb arbitrage actually works, how to legally set up a...

If you own an Airbnb, you could be sitting on a gold mine of tax savings and not even realize it! 

So many aspiring Airbnb investors stay stuck, because they're worried whether potential properties will actually create financial freedom… meanwhile experienced investors are quietly using strategies the average person has never even heard of.. to keep more cash in their pocket.

Today's tax expert shares how you can use cost segregation to maximize your deductions, increase your monthly cash flow, and scale faster toward financial freedom… even if you're just getting started.

Topics discu...

Are you worried about competing with other Airbnbs in your market? Do you wish there was an easy way to stand out, and wow your guests?

If so, you need to listen to this episode where Victor Luna, of Noshable, shares how you can offer your guests the luxury experience of arriving to a fully stocked refrigerator upon check in, and earn a commission on every item that they purchase.

After listening to this episode you will know Victor's predictions for new Airbnb trends as well as the mindset needed to be successful as an...

Why are some people building empires of multiple Airbnb properties… while you're still stuck trying to figure out your first one?

If you've been overthinking, second-guessing deals, and feeling like you're missing the window on Airbnb… you're not alone.

But here's the difference—today's guests were in that exact position… and now they own five Airbnb properties.

In this episode, you'll learn exactly how they got started, what they did differently, and how you can shortcut the learning curve to build your own income-producing Airbnb portfolio.

So if you're serious about turning...

Do you think it's too late to make money with Airbnb in 2026?

Or worse… are you watching everyone else do it while you're stuck on the sidelines—overthinking, overwhelmed, and unsure where to start?

Here's the truth:

It's not too late—you just need to do it the right way.

We've been investing since 2015, we're working on our 14th property right now, and we've helped everyday people turn Airbnbs into real income streams.

In this episode, we'll show you why 2026 is a prime window to start—and the simple strategi...

Is your Airbnb struggling? Do you wonder if there are new Airbnb trends that you need to know about and capitalize on? Do you wish someone could give you a list of hacks to help you succeed as a new Airbnb investor or supercharge your current listing?

If these questions sound familiar, you need to listen to this episode where we're analyzing the latest Airbnb trends and sharing the hacks you can immediately use to make more money and stay at the top of your market!

After listening to this episode you will know what...

If you've been thinking about investing in Airbnb… but honestly you feel a little scared you might lose money — you're not alone.

What if I told you the couple in this episode didn't plan to start an Airbnb until their accountant told them to? And within months, they launced a property that made over $73,000… and is now booked out at over 90% occupancy.

In this episode, you're going to learn exactly how they went from hesitant investors to running a profitable Airbnb that's already covering their mortgage — and how you can shortcut that same path without the overw...

Have you ever wondered if Airbnb investing with your significant other would be a good idea or a terrible one? Are you curious how successful couples work together to balance business with personal life?

If so, this episode is for you! Today we're sharing the pro's and con's of investing with your spouse, and the 3 strategies that have helped us build a million-dollar Airbnb portfolio without blowing up our marriage!

After listening to this episode you will know our strategies for successfully investing in Airbnbs as a couple. You will also learn the relationship benefits...

Do you wish there were more ways to generate revenue from your Airbnb properties, besides nightly stays? Have you wondered if you're missing out on opportunities that would benefit you as a host AND your guests?

If these questions sound familiar, this episode is for you! Frank Bosi, of Hostfully, shares the top upsells for hosts to bring in more money, while improving their guests' stays - and his company's platform to help you do that with zero effort on your end!

After listening to this episode you will know the most popular upsells to...

If you want to invest in Airbnb for financial freedom, but you're overwhelmed and unsure where to start — this episode could save you thousands of dollars.

Because one of the biggest reasons Airbnbs fail to get bookings has nothing to do with the property itself… it's the photos.

As Airbnb coaches with 14 Airbnbs and hundreds of successful clients, we've seen how the right photos can dramatically increase bookings and cash flow from day one.

In this episode, we break down exactly how to make your listing stand out — from finding the right photographer to a s...

If you're dying to invest in an Airbnb but feel like you can't afford to buy a property right now - this episode is for you! Because the easiest first deal isn't always buying a whole house, instead it could be turning space you already have into a cash-flowing machine.

Today we're interviewing a man who did exactly that — and he's sitting on 55 five-star reviews while his basement Airbnb brings in $2,000 to $3,000 per month, covering most of his million-dollar mortgage!

By the end of this episode, you'll know how to spot the "Airbnb opportunity" in yo...

Are you looking for ways to boost the visibility of your Airbnb listing to get more bookings and maximize your cash flow? Have you seen the Guest Favorite badge and wondered how it is awarded and if it matters as a host?

If so, this episode is for you! We're taking a deep dive into the algorithm Airbnb uses to award the Guest Favorite badge and the 9 areas you should focus on to ensure your Airbnb becomes a Guest Favorite and reaps all of the benefits that come with it!

After listening to this episode...

If you want to invest in an Airbnb — but feel overwhelmed by design or scared to waste money on the wrong amenity decisions — this episode is for you.

Too many investors guess. They overspend on the wrong items, underinvest in the right ones, and wonder why their bookings lag behind.

Today, an investor turned data-driven Airbnb design expert whose own properties went VIRAL shares how he helps other investors increase their revenue by 25–40% using market data, not opinions.

Tune in to learn what actually drives bookings, what investors waste money on, and how to cre...

If you want to invest in an Airbnb, but feel stuck because you don't have the capital - this episode could completely change the game for you!

Most people think the first step to buying an Airbnb is saving for years or taking on risky loans. Meanwhile they've got tens - sometimes hundreds - of thousands of dollars sitting in their 401(k) or IRA.

And they have no idea they could be using it to buy real estate.

Today, an IRA expert who has seen a 350% increase in his clients using their retirement a...

You want to become an Airbnb investor — but something keeps stopping you. You're hearing the opportunity is over, that it takes too much time, that guests will trash your place, or that you don't have enough money… and it's keeping you stuck instead of encouraging you to make the leap.

Here's the truth. We hear the same Airbnb myths over and over — myths that sound smart, but quietly kill investing success..

In this episode, you'll get clarity. You'll see why these beliefs are wrong, what actually works right now, and how investors are still building serious...

If you've ever wondered how Airbnb investors protect their properties from wild parties and damage while boosting their profits, — this episode is for you!

Today we're diving into how smart hosts are using technology to save time, prevent losses, and scale their portfolios — without sacrificing guest experience or peace of mind.

You'll hear from a former Apple engineer, who founded Minut, a company that's helping over 50,000 Airbnb hosts in 100 countries prevent parties, protect their assets, and even automate guest comfort — all with one small, easy-to-install device.

From noise monitoring and smoke detection to leak p...

If you've been dreaming about financial freedom through Airbnb investing—but you're stuck wondering where to even start—this episode is for you!

You'll hear how a woman went from zero experience to earning over $115,000 in her very first year -  with just one Airbnb. She didn't come from a family of investors, she didn't have unlimited cash, and she didn't take huge risks.

Instead, she did her homework, made smart decisions, and followed a process that turned her dream into reality.

Tune in to learn how Dominique found partners and set up a sma...