Kenny Bedwell

Cash Flow Positive

Business EN ↓ 177 episodes

Step into the world of Cash Flow Positive, where the secrets to short-term real estate success await. Join our host, Kenny Bedwell, each week as he unveils a treasure trove of strategies for identifying, acquiring, and scaling profitable rental deals. In Part 1, experience a whirlwind of knowledge in just 15 minutes, packed with actionable insights and proven techniques. Then, immerse yourself in captivating interviews lasting 20 to 45 minutes, featuring industry mavens who've mastered the very concepts you've learned. Whether you're a seasoned pro or just starting out, Cash Flow Positive is y...

Author

Kenny Bedwell

Category

Business

Latest episode

Jul 9, 2026

Where to listen?

Podcasts in the app Replaio Radio Coming soon

Podcasts are coming to the app soon. Install now and be the first to see a whole new take on podcasts

Get it on Google Play Install for free Android 5M+ downloads · 4.8 rating iOS soon

Episodes

Your biggest mistake when you scale (Part 1) 23.07.2024

Kenny Bedwell discusses the common pitfalls of scaling short-term rental portfolios and offers solutions to avoid these mistakes. Kenny emphasizes the importance of focusing on quality over quantity, implementing property management software, utilizing dynamic pricing tools, building robust marketing strategies, establishing standard operating procedures, and tracking financial performance through...

How to determine the ROI from design? (Part 2) 18.07.2024

Kenny discusses achieving maximum ROI from design and decor with Paige Hayes from Hayes and Company Interiors. Paige shares her expert insight into the strategies of integrating design into short-term rental properties to boost their appeal and financial return. Topics range from identifying the property's story, managing design budgets, to understanding market-specific adjustments. Listeners will...

How to determine the ROI from design? (Part 1) 16.07.2024

Kenny shares detailed insights on determining the return on investment (ROI) from property design and décor. He emphasizes the impact of market-specific factors and competitive landscapes on budgeting for design improvements. Kenny outlines four key considerations for evaluating ROI, including the importance of design in your market, comparisons between properties with varying design qualities, th...

Is it my pricing, listing, or amenities? - Amenities Edition (Part 2) 11.07.2024

Kenny welcomes Bryndee Barton from Revity Refined to discuss strategies for maximizing revenue in vacation rentals through effective use of amenities and design. Bryndee shares insights into her journey from flipping houses to running successful vacation rentals, such as Loma Homes, which have gone viral due to their unique themes and amenities. They delve into the importance of understanding mark...

Is it my pricing, listing, or amenities? - Amenities Edition (Part 1) 09.07.2024

Kenny delves into the crucial topic of property amenities and their impact on revenue for short-term rentals. Kenny explains the importance of understanding your 'guest avatar' to make informed decisions about which amenities to add. He highlights the difference between amenities that maximize revenue (such as pools and hot tubs) and those that sustain occupancy (such as theater rooms and barrel s...

Is it my pricing, listing, or amenities - Pricing Segment (Part 2) 04.07.2024

Kenny welcomes special guest Emile Sakhel, a pricing expert from 'Pricing by Mira.' They delve into advanced pricing strategies for short-term rental properties, emphasizing the importance of proper revenue management and data analytics. Emile shares his journey from anesthesia to short-term rentals and provides actionable insights on optimizing revenue through strategic pricing. They also discuss...

Is it my pricing, listing, or amenities - Pricing Segment (Part 1) 02.07.2024

Kenny delves deep into the critical topic of pricing strategies for vacation rental properties. Kenny emphasizes the importance of understanding and optimizing pricing before facing booking issues or market saturation. He discusses how to evaluate and adjust pricing, listing descriptions, and amenities to ensure competitive edge and higher revenue. Using a specific case study from Black Mountain,...

Ways To Scale Your STR Portfolio - Finance Addition! (Pt. 2) 27.06.2024

Brian Bockholdt , joins for this week’s part 2 episode on ways we can scale our STRs - finance addition! Brian, with 30 years of mortgage experience and 5 years as an STR investor, shares valuable insights about various loan products, including second home loans and investment property loans. He clears up misconceptions about second home loans and highlights the benefits of using them to minimize...

Ways To Scale Your STR Portfolio - Finance Addition! (Pt. 1) 25.06.2024

This week, we are focusing on ways to scale your STR portfolio…finance addition! You’ll hear how to effectively scale your short-term rental portfolio through a variety of financing options, and key concepts like leveraging debt to income ratio (DTI), speaking with multiple lenders, and using other people's money to maximize growth. Stay tuned for part 2 on Thursday! Connect with Kenny on LinkedIn...

Is Property Management Actually Worth It? (Pt. 2) 20.06.2024

Patryk Swietek is here for Pt 2 to dive into the ultimate question - is property management actually worth it? Patryk is the founder of STR Nation and a seasoned property manager with over 100 signed properties. This conversation covers the nuances of property management, the importance of localized expertise, the challenges of scaling property management at a national level, and the significance...

Is Property Management Actually Worth It? (Pt. 1) 18.06.2024

Is property management actually worth it? In today’s Part 1 episode, I’m covering the common misconceptions surrounding property management within the STR industry. I talk about the potential benefits of hiring property managers, the importance of utilizing technology, hiring virtual assistants, and how to enhance property performance without relying on expensive property management firms.  Connec...

Secret Deal Finding Strategies (Pt. 2) 13.06.2024

Savvy realtor and short-term rental expert Tyler Coon joins for this week's part 2 episode on secret deal finding strategies! Tyler shares his unique strategies for finding hidden deals in the market, a recent success story involving a property that grossed $210,000 to $250,000 in its first year, and insights into the benefits of creative financing and the importance of amenities. Tyler also talks...

Secret Deal Finding Strategies (Pt. 1) 11.06.2024

Are you looking for new ways to find real estate deals? Tune in to hear secret strategies with detailed examples and methods to help you think outside the box and optimize your real estate investments! Connect with Kenny on LinkedIn! Follow Kenny on IG

Is It Too Late To Invest In Short-Term Rentals? (Pt. 2) 06.06.2024

Welcome to Part 2 of this weeks topic - is it too late to invest in STRs? Brenna Carls, CEO and founder of The Mortgage Shop, joins to discuss this, talking about the current high-interest rate environment, how investors can still cashflow, and the importance of understanding loan types like DSCR. Brenna provides valuable tips on performing pro forma calculations, the significance of amenities, co...

Is It Too Late To Invest In Short-Term Rentals? (Pt. 1) 04.06.2024

Is it too late to invest in short-term rentals? In today’s Part 1 episode, I’m sharing a detailed analysis, talking about treating STRs as an active business rather than a passive investment, the importance of understanding market revenue drivers, and more.  Stay tuned for part 2 to hear from an expert in the STR industry about this frequently asked question!  Connect with Kenny on LinkedIn!

No data? No problem! (Pt. 2) 30.05.2024

Please welcome special guest and seasoned real estate broker, Matthew McCall-Stillman, for this Part 2 episode! Matt shares his journey from long-term rentals to owning and managing a diverse portfolio of 51 properties, including a mix of short, mid, and long-term rentals. He highlights a case study of a successful property in Cadillac, Michigan, and outlines creative strategies for assessing mark...

No data? No problem! (Pt. 1) 28.05.2024

No data? No problem! This week, I’m talking all about how to make informed investment decisions even when there is limited or no data available. I share my personal experiences with adding unique amenities to properties and discuss the importance of risk management for investors, especially first-timers. You’ll hear my outline for a two-step method for handling situations with sparse data, practic...

What Is Dirty Data and How Can We Avoid It? (Pt. 2) 23.05.2024

Joe Rohne, real estate agent and investor, joins us this week to discus the challenges and lessons learned from using unreliable data in real estate investment. Joe shares his journey from participating in an accelerator program to owning and co-hosting short-term rentals in Panama City Beach and Branson, Missouri. We focus on why it's important to have accurate, season-specific data and robust pe...

What Is Dirty Data and How Can We Avoid It? (Pt. 1) 21.05.2024

This week we're getting dirty...diving into the 'dirty data' within short-term rental market analyses. I'm talking about what dirty data is, its impact, and how to spot and avoid it using practical examples from Airbnb listings and data tools. You'll hear the importance of scrutinizing property listings for anomalies in revenue, review counts, and calendar availability as indicators of reliability...

How To Find Cash Flowing Deals in 45 Days? (Pt. 2) 16.05.2024

In this Part 2 episode, Sheila Hrinda from STR Insights is joining to discuss strategies for finding cashflow positive real estate deals within 45 days. Sheila shares her journey from a cost accountant in the construction industry to a full-time real estate investor since 2012. She shares her approach to buying short-term rentals from the beginning of the pandemic in 2020, her experience with over...

How To Find Cash Flowing Deals in 45 Days? (Pt. 1) 14.05.2024

Today’s episode is Part 1 of how to find cash flowing deals in 45 days! You’ll learn my five-step strategy to finding cash-flowing deals within 45 days or less, while navigating a more challenging market than previous years. I highlight the importance of understanding ROI goals, targeting the right markets, identifying market sweet spots, conducting correct property evaluations, and crafting effec...

How to Find Secret Emerging Markets? (Pt. 2) 09.05.2024

Welcome to Part 2 of how to find secret emerging markets! I’m excited to be joined by Will Van Wickler, a leading real estate agent focusing on emerging short-term rental markets in New England. We talk about identifying and capitalizing on emerging markets in Maine, New Hampshire, and Vermont, with a detailed exploration of areas like Sunday River, Bar Harbor, and Old Orchard Beach. Will shares h...

How to Find Secret Emerging Markets? (Pt. 1) 07.05.2024

Welcome to Part 1 of how to find secret emerging markets! In this episode you will hear about the common pitfalls of chasing popular markets in real estate investment and introduces strategies for identifying and investing in emerging markets instead. I shares insights into what defines an emerging market, including rapid and consistent demand growth and a limited number of active listings. This e...

Is My Airbnb Market Saturated? (Pt. 2) 02.05.2024

Welcome to Part 2 for this weeks topic - is my Airbnb market saturated? Kenny is joined by Elizabeth Richman, a seasoned co-host and property owner, who shares her journey and strategies in making her properties stand out and become highly profitable despite high market saturation. Elizabeth provides insights into various properties she manages across the country, including a cabin in Blue Ridge,...

Is My Airbnb Market Saturated? (Pt. 1) 30.04.2024

This week, Kenny is addressing the common concerns surrounding market saturation in the short-term rental industry. He talks about the concept of market saturation, explaining that it's not markets but properties that become saturated. You’ll learn a formula to measure saturation based on revenue per active rental comparisons year over year and Kenny emphasizes the importance of considering bedroo...

Listen to the Cash Flow Positive podcast in Replaio

Radio and podcasts in one app - free, with no sign-up. Install today and do not miss the launch

Get it on Google Play

Replaio is not a podcast publisher; show names, artwork and audio belong to their authors and are distributed through public RSS feeds.