Cash Flow Positive
Episodes
Top STR Markets for 2026
30 Dec 2025
Contributed by Lukas
Are you terrified of sinking your cash into a dying market or worse, following the herd off a financial cliff? In this masterclass episode, Kenny Bedw...
2026 Predictions and 2025 Market Recap
18 Dec 2025
Contributed by Lukas
Are you one tough market away from making or breaking your STR dreams? In this eye-opening solo episode, Kenny Bedwell delivers his no-BS, data-driven...
Part 2: The #1 strategy to increasing occupancy
11 Dec 2025
Contributed by Lukas
Are you feeling stuck with underwhelming bookings, even with a great short-term rental? Wondering how savvy investors transform high-mortgage properti...
Part 1: The #1 strategy to increasing occupancy
09 Dec 2025
Contributed by Lukas
Who says you have to settle for empty nights and slow seasons in your short-term rental business? Today, Kenny Bedwell, the data-driven founder o...
Part 2: Tips for working with out of state contractors
04 Dec 2025
Contributed by Lukas
Hiring contractors is hard enough… hiring them out of state can feel terrifying.In this value-packed episode of Cashflow Positive, Kenny sits down w...
Part 1: Tips for working with out of state contractors
02 Dec 2025
Contributed by Lukas
Ever felt blindsided by skyrocketing costs and endless delays when renovating a property out of state? You are not alone, and you do not have to fall ...
How Far Can $200K Really Go?
25 Nov 2025
Contributed by Lukas
$200,000 used to feel like a powerhouse investing budget… but in today’s short-term rental landscape, it doesn’t go nearly as far as it used to....
Investing beyond the returns
19 Nov 2025
Contributed by Lukas
Most people get into real estate for freedom, but what happens when the money isn’t enough?In this powerful episode of Cashflow Positive, host Kenny...
Part 2: You MUST Innovate in the STR space
13 Nov 2025
Contributed by Lukas
Innovation isn’t just about building something new; it’s about building something better.In this episode of Cash Flow Positive, host Kenny Bedwell...
Part 1 – You MUST Innovate in the STR Space
11 Nov 2025
Contributed by Lukas
If your short-term rental looks the same as it did three years ago, you’re already falling behind.In this episode of Cash Flow Positive, host Kenny ...
Part 2: Scaling beyond single family homes
06 Nov 2025
Contributed by Lukas
You don’t have to stop at single-family short-term rentals. You can build the systems and businesses that help others scale, too.In this episode of ...
Part 1: Scaling beyond single family homes
06 Nov 2025
Contributed by Lukas
What does “scaling” really mean for you?In this episode of Cash Flow Positive, host Kenny Bedwell breaks down what it truly takes to grow beyond s...
Part 1: The curse of review driven real estate
28 Oct 2025
Contributed by Lukas
What if your next short-term rental deal isn’t failing because of the numbers… but because of your reviews?In this episode of Cash Flow Positive, ...
How to get rich quick with real estate
23 Oct 2025
Contributed by Lukas
How to Get Rich Quick with Real EstateIf you’ve been chasing the next “get rich quick” shortcut in real estate… this episode is your reality c...
Part 1 & 2: The deal finding strategy no one is talking about
07 Oct 2025
Contributed by Lukas
Most investors look at bedroom counts at face value. Kenny Bedwell doesn’t.In this episode of Cash Flow Positive, Kenny reveals a deal-finding strat...
Should you refinance your property?
02 Oct 2025
Contributed by Lukas
Is refinancing your short-term rental a smart move—or a trap that eats away your cash flow?In this episode of Cash Flow Positive, Kenny Bedwell sits...
Part 2: If you had $250k to invest, where should you go?
25 Sep 2025
Contributed by Lukas
If someone handed you $250,000 in cash to invest in a short-term rental, where would you buy and what strategy would you use to make that money work?I...
Part 1: If you had $250k to invest, where should you go?
23 Sep 2025
Contributed by Lukas
If $250,000 dropped into your lap today, would you actually know what to do with it?In this episode of Cash Flow Positive, Kenny Bedwell pulls back th...
Part 2: Airbnb just increased fees for hosts!
16 Sep 2025
Contributed by Lukas
What does Airbnb’s latest fee increase mean for your bottom line, and how should it change the way you evaluate deals?In this episode of the Cash Fl...
Part 1: Airbnb just increased fees for hosts!
09 Sep 2025
Contributed by Lukas
Airbnb has just announced a major change to its fee structure, and for hosts, the impact could be huge.In this episode of the Cash Flow Positive podca...
Part 2: Why most people miss great deals
02 Sep 2025
Contributed by Lukas
What separates investors who land the best deals from those who watch them slip away?In this episode of the Cash Flow Positive podcast, Kenny Bedwell ...
Part 1: Why most people miss great deals
26 Aug 2025
Contributed by Lukas
Why do so many investors pass up incredible opportunities that are sitting right in front of them?In this episode of the Cash Flow Positive Podcast, K...
Part 2: The infinite return model
21 Aug 2025
Contributed by Lukas
What does it really take to turn a rundown property into a high-return investment? In this episode of the Cash Flow Positive podcast, host Kenny Bedwe...
Part 1: The infinite return model
19 Aug 2025
Contributed by Lukas
What if you could own a property that pays you back entirely and then continues to cash flow year after year, with no money left in the deal? In this ...
Part 2: Finding deals before the end of the year
12 Aug 2025
Contributed by Lukas
If you want to dominate your market and attract guests who keep coming back, your property needs to stand out in ways others can’t (or won’t) repl...
Part 1: Finding deals before the end of the year
05 Aug 2025
Contributed by Lukas
What separates a property that barely breaks even from one that dominates its market? It’s not just timing, it’s strategy.In this episode of the C...
Part 2: Prepare, Position and Profit from Selling a STR
31 Jul 2025
Contributed by Lukas
Are you thinking about selling your short-term rental but unsure how to prepare it for a profitable sale? In this episode of the Cash Flow Positive po...
Part 1: Prepare, Position and Profit from Selling a STR
29 Jul 2025
Contributed by Lukas
Are you thinking about selling your short-term rental property, but unsure how to get top dollar for it? In this episode of the Cash Flow Positive pod...
Part 2: Be a Top Producer without the "Super Amenities"
24 Jul 2025
Contributed by Lukas
Can you create a top-performing short-term rental without spending a fortune on luxury amenities? In this episode of the Cash Flow Positive podcast, K...
Part 1: Be a Top Producer without the "Super Amenities"
23 Jul 2025
Contributed by Lukas
Can you dominate your short-term rental market without investing in expensive amenities? In this solo episode of the Cash Flow Positive podcast, Kenny...
Implications the Big Beautiful Bill Passing
15 Jul 2025
Contributed by Lukas
Are you making real estate investment decisions based on long-term strategy or short-term tax benefits? In this episode, Kenny Bedwell sits down with ...
Part 2: Designing Your STR to Maximize Your Returns
10 Jul 2025
Contributed by Lukas
When it comes to designing short-term rentals, Becky Jones doesn’t just think in furniture—she thinks in photos. And in today’s market, that vis...
Part 1: Designing Your STR to Maximize Your Returns
08 Jul 2025
Contributed by Lukas
Think interior design is just about picking pretty furniture? Think again—your return on investment might depend on it.In this solo episode of Cash ...
Part 2: How to make your STR unique with Micro Designs, with Merritt Haris
03 Jul 2025
Contributed by Lukas
If people just wanted a place to sleep, they’d book a hotel. But in today’s competitive short-term rental market, it’s experiences that drive re...
Part 1: How to make your STR unique with Micro Designs
01 Jul 2025
Contributed by Lukas
Is your short-term rental just blending into the crowd? In this episode of the Cash Flow Positive podcast, Kenny Bedwell breaks down one of the most p...
Part 2: MTR's vs STR's with Vivian Yip
26 Jun 2025
Contributed by Lukas
Is the mid-term rental strategy a hidden gem in today’s market, or are short-term rentals still king?In this insightful continuation of the MTR vs. ...
Part 1: MTR's vs STR's
24 Jun 2025
Contributed by Lukas
Are mid-term rentals really the safer bet—or are short-term rentals still the reigning champion when it comes to maximizing cash flow?In this episod...
Part 2: Save Thousands by Doing This First Before Launching with Kim Fitzpatrick
19 Jun 2025
Contributed by Lukas
Most new hosts waste thousands before guests ever check in—Kim Fitzpatrick is here to change that.In this episode of the Cash Flow Positive podcast,...
Part 1: Save Thousands by Doing This First Before Launching
17 Jun 2025
Contributed by Lukas
Ever feel like launching your short-term rental is like pouring money into a black hole? Before you spend a dime on furniture or tools, you need to he...
Part 2: Is It Really a Buyers' Market? with Brenna Carles
12 Jun 2025
Contributed by Lukas
Rates are high, inventory is tight, and opinions are all over the place—so is now actually a good time to buy a property? In this episode, Kenny Bed...
Part 1: Is It Really a Buyers' Market?
10 Jun 2025
Contributed by Lukas
Everyone's talking about a "buyer’s market"—but is that really what we’re seeing in short-term rental real estate right now? In this episode, Ke...
Does the Future of STR's Look Bleak?
03 Jun 2025
Contributed by Lukas
With the short-term rental market evolving rapidly, simply following the old playbook won’t cut it anymore. In this episode of Cash Flow Positive, K...
Part 2: Is Your STR Truly Legal with Katie Johnson
29 May 2025
Contributed by Lukas
How do you know your short-term rental is actually legal, and not one neighbor complaint away from a lawsuit?In today’s episode of the Cash Flow Pos...
Part 1: Is Your STR Truly Legal?
27 May 2025
Contributed by Lukas
Just because you have a permit doesn’t mean your short-term rental is actually legal.In today’s episode of the Cash Flow Positive podcast, Kenny B...
Part 2: Should You Take Direct Bookings with Gil Chan
22 May 2025
Contributed by Lukas
What does it take to turn a direct booking website into a real revenue driver?In today’s episode of the Cash Flow Positive Podcast, Kenny Bedwell is...
Part 1: Should You Take Direct Bookings?
20 May 2025
Contributed by Lukas
Should you take direct bookings—and what does it take to make them work?In today’s episode of the Cash Flow Positive podcast, Kenny Bedwell unpack...
Part 2: Pricing Strategies that Will Change Your Revenue with Jake Cohen
15 May 2025
Contributed by Lukas
Are you pricing your short-term rental based on facts—or just following what everyone else is doing?In today’s episode of the Cash Flow Positive p...
Part 1: Pricing Strategies that Will Change Your Revenue
13 May 2025
Contributed by Lukas
What if the real problem with your revenue isn’t your price—it’s your mindset?In today’s episode of the Cash Flow Positive podcast, Kenny Bedw...
Part 2: Finding Success in Competitive Markets
09 May 2025
Contributed by Lukas
What do you do when you buy a short-term rental, and it just doesn’t perform?In today’s episode of the Cash Flow Positive Podcast, Kenny Bedwell w...
Part 1: What Happens When You Buy the Wrong Property
07 May 2025
Contributed by Lukas
What do you do when a property isn’t performing—and how do you know if it’s time to cut your losses or hold tight and turn it around?In today’...
Part 2: Unique Airbnbs That Make Serious Money with Ashley Guy
01 May 2025
Contributed by Lukas
What happens when you take a massive design risk on a short-term rental—and it turns into your most profitable investment ever?In today’s episode ...
Part 1: Unique Airbnbs That Make Serious Money
29 Apr 2025
Contributed by Lukas
What makes a short-term rental not just good, but unforgettable—and why do the most unique properties often deliver the biggest returns?In today’s...
Part 2: What Mortgage Fraud and LLCs Have in Common with Parker Borofsky
24 Apr 2025
Contributed by Lukas
Are you navigating real estate deals without fully understanding the risks—or worse, putting yourself in legal jeopardy?In today’s episode of the ...
Part 1: What Mortgage Fraud and LLCs Have in Common
23 Apr 2025
Contributed by Lukas
Are you making investment moves that could unknowingly cross the line into mortgage fraud?In today’s episode of the Cash Flow Positive Podcast, Kenn...
Tariffs, Trump and Taxes
16 Apr 2025
Contributed by Lukas
What if global economic decisions could reshape the future of your short-term rental investments?In this solo episode of the Cash Flow Positive podcas...
Part 2: My Airbnb Guest Just Sued Me with Anthony Brister
11 Apr 2025
Contributed by Lukas
What happens when your Airbnb guest sues you—and are you actually protected?In this episode of Cash Flow Positive podcast, Kenny Bedwell invites tax...
Part 1: My Airbnb Guest Just Sued Me
10 Apr 2025
Contributed by Lukas
What do you do when your Airbnb guest sues you—and the case drags on for years? In this solo episode of Cash Flow Positive, Kenny Bedwell shares the...
Part 2: Recent Hard Lessons Learned
03 Apr 2025
Contributed by Lukas
Are you truly ready to launch your next short-term rental—or are you overlooking the hidden costs that could derail your returns?In this episode of ...
Part 1: Recent Hard Lessons Learned
01 Apr 2025
Contributed by Lukas
What does it really take to launch a short-term rental successfully—when things don’t go as planned? In this solo episode of Cash Flow Positive, K...
Part 2: Types of STR Markets No One is Talking About with Maria Reith
27 Mar 2025
Contributed by Lukas
What if you could invest in STRs where demand never dries up—without competing in oversaturated vacation markets? In this episode of Cash Flow Posit...
Part 1: Types of STR Markets No One is Talking About
25 Mar 2025
Contributed by Lukas
What if you could invest in short-term rentals without competing in oversaturated vacation markets? In this episode of Cash Flow Positive, host Kenny ...
Part 2: This is How YOU Scale with Tony Stancato
20 Mar 2025
Contributed by Lukas
How do you scale from a single short-term rental to managing over 30 properties and owning a boutique hotel? In this episode, Kenny is joined by Tony ...
Part 1: This is How YOU Scale
18 Mar 2025
Contributed by Lukas
Scaling a real estate portfolio isn’t just about buying more properties—it’s about strategic growth, partnerships, and mindset shifts. In this s...
Part 2: Amenities That Change the Game with Jose Cornejo
13 Mar 2025
Contributed by Lukas
What if you could increase bookings and nightly rates just by adding the right amenities? In this episode of Cash Flow Positive, Kenny Bedwell is join...
Part 1: Amenities That Change the Game
11 Mar 2025
Contributed by Lukas
Which amenities actually increase revenue in short-term rentals—and which ones are just a waste of money? In this solo episode of Cash Flow Positive...
Part 2: Your Secret Weapon for Success with Tanya Rooney
06 Mar 2025
Contributed by Lukas
What’s the key to long-term success in real estate investing? It’s not just about strategy—it’s about the people you surround yourself with. I...
Part 1: Your Secret Weapon for Success
04 Mar 2025
Contributed by Lukas
What’s the real secret to long-term success in real estate investing? It’s not just about the numbers—it’s about understanding your progress, ...
Part 2: How to buy deals out-of-state with Jeana Deninger
27 Feb 2025
Contributed by Lukas
Buying out-of-state rental properties can feel like a gamble—so how do you ensure success and avoid costly mistakes? In this episode of Cash Flow Po...
Part 1: How to buy deals out-of-state
25 Feb 2025
Contributed by Lukas
In this episode of the Cash Flow Positive podcast, Kenny kicks things off with exciting news: the podcast has broken into the Top 100 in iTunes' entre...
Part 2: Creative Financing STR's with Brandon Thompson
20 Feb 2025
Contributed by Lukas
Are creative financing deals the key to unlocking your next short-term rental, or could they lead you into financial trouble? In this episode of Cash ...
Part 1: Creative Financing STR's
18 Feb 2025
Contributed by Lukas
In this episode of the Cash Flow Positive podcast, Kenny explores unconventional strategies that can open doors for those looking to make significant ...
Part 2: Is it worth investing in Blue states with Josh Briner
13 Feb 2025
Contributed by Lukas
In this episode of the Cash Flow Positive podcast, Kenny is joined by Josh Briner, owner of Vibe Short Term Rental Management.During the conversation,...
Part 1: Is it worth investing in Blue states?
11 Feb 2025
Contributed by Lukas
In this episode of the Cash Flow Positive podcast, Kenny challenges a widely held belief that could be limiting opportunities for many investors. ...
Part 2: The "Good" Deal Gone Bad with Brian Lambert
06 Feb 2025
Contributed by Lukas
What happens when a great deal turns bad? In this episode of the Cash Flow Positive Podcast, Kenny Bedwell welcomes Brian Lambert, an experienced real...
Part 1: The "Good" Deal Gone Bad
04 Feb 2025
Contributed by Lukas
In this episode of the Cash Flow Positive podcast, Kenny dives into a high-stakes dilemma that many investors face — one that separates those who th...
Part 2: Should I Use a Commercial Loan for My STR Purchase with Matt Stout
30 Jan 2025
Contributed by Lukas
What’s the smartest way to finance your next short-term rental property? In this episode of the Cash Flow Positive Podcast, Kenny sits down wi...
Part 1: Should I Use a Commercial Loan for My STR Purchase?
28 Jan 2025
Contributed by Lukas
Are commercial loans the right choice for your short-term rental purchase? In this solo episode of the Cash Flow Positive Podcast, host Kenneth Bedwel...
Part 2: The 2-Door Strategy
23 Jan 2025
Contributed by Lukas
In this solo episode of the Cash Flow Positive Podcast, Kenny dives into part two of The 2-Door Strategy. This strategy, introduced in part 1 by Dr. R...
Part 1: The 2-Door Strategy with Dr. Rachel Gainsbrugh
21 Jan 2025
Contributed by Lukas
In this episode of the Cash Flow Positive podcast, Kenny is joined by Dr. Rachel, a former medical professional.You'll discover the transformative jou...
Part 2: Don't Invest HERE
16 Jan 2025
Contributed by Lukas
In this episode of the Cash Flow Positive podcast, Kenny explores the shifting dynamics of various markets, offering insights into how they have evolv...
Part 1: Don't Invest HERE
14 Jan 2025
Contributed by Lukas
In this episode of the Cash Flow Positive podcast, Kenny flips the script on investment advice for 2025, diving into what not to do. Instead of b...
Part 2: How To Negotiate Like A Boss with Michael Cline
26 Dec 2024
Contributed by Lukas
In this episode of the Cash Flow Positive podcast, Kenny is joined by Michael Cline, a seasoned real estate agent with a venture capitalist background...
Part 1: How To Negotiate Like A Boss
24 Dec 2024
Contributed by Lukas
In this episode of the Cash Flow Positive podcast, Kenny dives into the nuances of crafting deals in a highly competitive environment, blending strate...
Part 2: Where Should You Invest?
19 Dec 2024
Contributed by Lukas
In this episode of the Cash Flow Positive podcast, Kenny continues with the second of a two-part episode concerning where you should be investing.List...
Part 1: Where Should You Invest?
17 Dec 2024
Contributed by Lukas
In this episode of the Cash Flow Positive podcast, Kenny dives deep into the art of making smart investment decisions, particularly for those eyeing t...
Part 2: Finding High ROI STR Deals with No Money with Rachel Gniady
12 Dec 2024
Contributed by Lukas
In this episode of the Cash Flow Positive podcast, Kenny is joined by Rachel Gniady, STR consultant with STR Insights.During the conversation, t...
Part 1: Finding High ROI STR Deals with No Money
10 Dec 2024
Contributed by Lukas
What’s the best way to find high ROI short-term rental deals when you’re short on funds? In this solo episode of Cash Flow Positive, Kenny Bedwell...
Part 2: How to Be a Good STR Neighbor with Alex Shapiro
05 Dec 2024
Contributed by Lukas
What role does consistency play in being a great neighbor in the short-term rental world? In this episode of Cash Flow Positive, Kenny Bedwell welcome...
Part 1: How to Be a Good STR Neighbor
03 Dec 2024
Contributed by Lukas
What does it truly mean to be a good neighbor in the short-term rental industry? In this solo episode of Cash Flow Positive, host Kenny Bedwell explor...
Part 2: The #1 Hack to Scale Your Business with Stephanie Figueros
28 Nov 2024
Contributed by Lukas
How can you scale your short-term rental business while reclaiming your time? In this episode of Cash Flow Positive, host Kenneth Bedwell is joined by...
Part 1: The #1 Hack to Scale Your Business
26 Nov 2024
Contributed by Lukas
What’s the biggest mistake holding short-term rental owners back from real growth? In this solo episode of Cash Flow Positive, Kenny uncovers the nu...
Part 2: The CEO Mindset with Julie George
21 Nov 2024
Contributed by Lukas
What if the secret to success wasn’t working harder but thinking differently? In this episode of Cashflow Positive, Kenny welcomes Julie George, bes...
Part 1: The CEO Mindset
19 Nov 2024
Contributed by Lukas
Are you running your short-term rental business, or is it running you? In this episode of Cash Flow Positive, Kenny dives deep into the crucial mindse...
Part 2: Who Cares About Macro Trends? The Secrets to STR Success with Fouad Bazzi
14 Nov 2024
Contributed by Lukas
Does focusing on macro market trends really matter for short-term rental success? In this episode of Cash Flow Positive, Kenny invites Fouad Bazzi, a ...
Part 1: Who Cares About Macro Trends? The Secrets to STR Success
12 Nov 2024
Contributed by Lukas
Do macro trends in the short-term rental industry really matter? In this solo episode of Cash Flow Positive, Kenny breaks down why focusing on broad i...
Part 2: The Easiest Deal Finding Strategy
07 Nov 2024
Contributed by Lukas
Ever wondered how to spot the hidden gems in the real estate market that others miss? In part 2 of this week’s series, Kenny dives deeper into his p...
Part 1: The Easiest Deal Finding Strategy
05 Nov 2024
Contributed by Lukas
In this episode, Kenny shares his proven strategy for uncovering profitable short-term rental properties. Centered around the "moat" principle, Kenny ...
Part 2: The Beginner's Luck Trap: Achieving Long-Term Growth in a Changing STR Market with Ryan Bakke
31 Oct 2024
Contributed by Lukas
This episode of the Cashflow Positive podcast is part two of "The Beginner's Luck Trap." This time out, Kenny sits down with Ryan Bakke, host of the L...
Part 1: The Beginner's Luck Trap
29 Oct 2024
Contributed by Lukas
What’s the secret to sustainable success in short-term rentals? In this solo episode of Cash Flow Positive, Kenny takes listeners through the pitfal...
Part 2: How To Drive More Bookings Through Social Media Marketing with Emily Lethgo
24 Oct 2024
Contributed by Lukas
In today's episode of the Cashflow Positive podcast, Kenny is joined by Emily Lethgo, Social Media Manager and Coach at Match Point Socials and The Pr...