In this episode of the Cashflow Positive podcast, Kenny continues with the second of a two-part episode concerning where you should be investing.

Listen as Kenny lays the groundwork with an analysis of how diverse price points and property features can create lucrative potential in under-the-radar areas. You'll learn to think beyond traditional metrics, emphasizing the importance of privacy, amenities, and unique selling points that set properties apart in competitive landscapes.

Throughout the episode, Kenny will highlight the dynamic interplay between accessibility and exclusivity, showcasing how proximity to attractions and thoughtful property enhancements can elevate performance. The discussion balances affordability and market demand, with specific insights on untapped regions.

By exploring the intersection of market trends, strategic timing, and creative approaches, this episode will spark curiosity and inspire you to investigate new opportunities.

If you've enjoyed this episode of the Cashflow Positive podcast, be sure to leave a review and subscribe today!

Enjoy!

In This Episode You'll Learn:

• How understanding market affordability and property features can significantly impact real estate investment decisions.  
• Why seclusion, land, and unique amenities like pools are essential for maximizing property appeal and ROI.  
• How low competition and dynamic pricing strategies in areas like Berkeley Springs, West Virginia, create high-return opportunities for investors.  
• Why Geneva, Ohio, stands out as a top investment market due to its affordability, strong revenue growth, and untapped potential in property design and amenities.
• And much more...

In this episode of the Cash Flow Positive podcast, Kenny dives deep into the art of making smart investment decisions, particularly for those eyeing the short-term rental market. 

You'll discover the importance of preparation and strategy, and why simply following the herd into trending markets without considering their unique financial circumstances should be avoided. With insights tailored for both novice and seasoned investors, Kenny sets the stage for understanding the foundational principles of budget planning and investment readiness, ensuring you’re not just investing, but doing so wisely.  

Kenny will introduce two crucial concepts: bankability and affordability. These serve as guiding pillars for determining your financial limits and leveraging your resources effectively. From understanding what lenders evaluate when approving loans to ensuring you have sufficient capital for property improvements, Kenny will walk you through actionable steps to maximize their purchasing power. 

Whether you're starting small with a one-bedroom rental or scaling to larger, high-revenue properties, Kenny offers a balanced perspective on the time, effort, and financial outcomes involved.

If you've enjoyed this episode of the Cash Flow Positive podcast, be sure to leave a review and subscribe today!

Enjoy!

In This Episode You'll Learn:

• The two critical factors when starting your short-term rental investment journey.
• Why setting aside at least 20% of a property's purchase price for furnishings, design, decor, and amenities is essential.
• The benefits of scaling from smaller properties to larger ones, and why bigger properties can generate higher cash flow while requiring similar time investment.  
• How to align your investment strategy with your financial and career situation, ensuring the time and effort spent on property investments are worthwhile.
• And much more...

In this episode of the Cash Flow  Positive podcast, Kenny is joined by Rachel Gniady, STR consultant with STR Insights.

During the conversation, they discuss strategic decisions in a competitive market, particularly in real estate. You'll learn how to leverage knowledge and timing when approaching a potential deal, emphasizing the importance of understanding the broader market context and maintaining a position of strength. 

Discover the emotional and psychological aspects of negotiation, as Kenny and Rachel touch on the influence of external factors such as agents' motivations and market pressure. The discussion also explores the critical role of making informed decisions from the outset and how proper preparation can lead to long-term success.

This episode brings insight into how minor adjustments in approach can unlock larger opportunities and avoid costly missteps, all while maintaining a disciplined focus on the bigger picture.

If you've enjoyed this episode of the Cash Flow  Positive podcast, be sure to leave a review and subscribe today!

Enjoy!

In This Episode You'll Learn:

• The importance of data and analytics in achieving cash flow positivity. 
• Why Rachel prefers short-term rentals over mid-term rentals due to their flexibility and market conditions.
• The BRRR strategy: buying a property, rehabbing it, renting it out, and refinancing it. 
• The role of relationships in securing better loan terms and the importance of having a track record with lenders.
• And much more...

Resources:

STR Insights

Rachel's LinkedIn

Connect with Kenny on LinkedIn

Follow Kenny on Instagram

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 shares actionable strategies to uncover lucrative STR opportunities with little to no money down. Drawing on his own experiences, Kenny discusses creative approaches to deal structuring, financing options, and how to maximize returns while minimizing upfront investment.

Kenny emphasizes the importance of focusing on undervalued properties, forcing appreciation, and approaching investments as a real estate investor first and a hospitality provider second. From leveraging seller credits to mastering the BRRRR strategy, this episode is packed with practical tips to help you find deals that cash flow without breaking the bank.

Whether you’re new to STRs or looking to scale your portfolio on a budget, this episode offers the insights you need to take action and start building wealth. Enjoy!

In This Episode You'll Learn:

• Why undervalued properties with “good bones” are your best bet for ROI
• How to leverage the BRRRR strategy to scale your STR portfolio
• The importance of combining real estate investment principles with hospitality goals
• Why you need to avoid buying properties based purely on revenue speculation
• How to stay scrappy and find financing solutions that work for you
• And much more…

Resources:

Connect with Kenny on LinkedIn

Follow Kenny on Instagram

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 welcomes Alex Shapiro, co-founder of Can Monkey, to discuss how this innovative service simplifies one of the biggest headaches for STR owners: trash management. From keeping properties clean and communities happy to ensuring neighbors are stress-free, Alex dives into the transformative power of systems and automation for property managers.

The conversation covers the journey of Can Monkey from a small idea to a multi-state operation, serving thousands of properties. Alex and Kenny discuss how streamlined services like trash handling can save time, improve guest experiences, and build trust within neighborhoods.

Whether you’re managing one property or an entire portfolio, this episode provides insights into the value of consistency, automation, and being a good neighbor in your STR business.Enjoy!

In This Episode You'll Learn:

• Why consistency is the cornerstone of good STR management
• How automated services like Can Monkey help STR owners maintain harmony with neighbors
• The value of systems in streamlining operations and saving time
• How addressing overlooked tasks like trash management can significantly enhance guest experiences
• Tips for scaling your business while staying connected to community needs
• And much more…

Resources:

CanMonkey.com 

Connect with Alex on LinkedIn

Connect with Kenny on LinkedIn

Follow Kenny on Instagram

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 explores the key principles of being a responsible and engaged STR owner. From fostering positive relationships with neighbors to actively participating in your local and online communities, Kenny shares actionable insights to help you build a sustainable and successful business.

Kenny emphasizes the importance of guest vetting to minimize issues, staying informed about local regulations to protect your investments, and contributing to the broader STR community to support other hosts and gain valuable insights. 

He also discusses how small actions, like maintaining your property’s appearance and building trust with nearby residents, can make a big difference in avoiding conflict and ensuring long-term success. Whether you’re an established host or just starting, this episode offers practical tips to elevate your STR game while creating harmony in your community. Enjoy!

In This Episode You'll Learn:

• Why being a good neighbor goes beyond running a clean and quiet rental
• How to stay actively involved in your community, even from out of state
• The importance of having an abundant mindset and sharing knowledge with others
• Simple ways to build positive relationships with neighbors and gain their trust
• Practical strategies for guest vetting and maintaining property standards
• And much more…

Resources:

Connect with Kenny on LinkedIn

Follow Kenny on Instagram

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 Stephanie Figueros, co-founder of Bravo Virtual Assistants, to discuss the game-changing role virtual assistants can play in growing your STR portfolio. 

Stephanie shares her incredible journey from registered nurse to STR entrepreneur and VA agency founder, highlighting the strategies that helped her build a business that frees up time and boosts productivity.

Stephanie dives into the benefits of hiring VAs, from managing guest communications to optimizing listings, and explains how to integrate them effectively into your business. She offers practical advice on identifying the right tasks to delegate, creating efficient training processes, and empowering VAs to help you scale without sacrificing work-life balance. 

Whether you’re managing one property or expanding a growing portfolio, this episode is packed with actionable tips to help you elevate your STR business and achieve greater freedom. Enjoy!

In This Episode You'll Learn:

• How to identify the right tasks to delegate to virtual assistants
• Why scaling your business starts with hiring the right team
• The mindset shift needed to lead effectively and build trust
• Practical steps to train VAs and set them up for success
• The long-term benefits of freeing up your time to focus on growth
• And much more…

Resources:

Connect with Kenny on LinkedIn

Follow Kenny on Instagram

BravoVirtualAssistants.com 

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 number one hack to scaling your STR business without burning out. The secret? Shifting your focus from simply adding more properties to building a team and system that creates true freedom. Kenny shares the strategies that helped him move from an operator mindset to a CEO approach and emphasizes why quality over quantity is the key to achieving success.

He also explains how many investors fall into the trap of trading their nine-to-five job for another job by focusing solely on the number of doors they manage. He discusses the importance of prioritizing cash flow and hiring the right team, especially virtual assistants, to handle repetitive and time-consuming tasks.

This episode is packed with insights on how to create a scalable business model, achieve a higher time ROI by investing in people, and adopt the mindset of a true CEO. Whether you’re managing a few properties or planning to expand your portfolio, Kenny’s actionable advice will inspire you to work smarter, prioritize what matters, and achieve more freedom in your business and personal life. Enjoy!

In This Episode You'll Learn:

• Avoid the trap of trading one job for another; focus on quality over quantity
• A CEO mindset is about prioritizing time and hiring the right team to scale effectively
• Virtual assistants can handle repetitive tasks, giving you time to focus on growth
• Investing in people yields a higher time ROI, allowing for more freedom and balance
• Scaling a business requires surrounding yourself with individuals who support your vision
• And much more…

Resources:

Connect with Kenny on LinkedIn

Follow Kenny on Instagram

STRinsights.com 

What if the secret to success wasn’t working harder but thinking differently? In this episode of Cashflow Positive, Kenny welcomes Julie George, best known as the “Million Dollar Host,” to discuss the transformative power of adopting a CEO mindset. 

Julie built an $8 million short-term rental business with over 130 properties before selling it and pivoting to coaching and inspiring others. She knows firsthand how shifting from a worker’s mindset to a leader’s vision can revolutionize your business—and your life.

Julie shares her journey, starting with just one property, and how she scaled her business by mastering delegation, creating systems, and empowering her team to take ownership. She explains why developing a clear vision for your dream life and prioritizing what truly matters is essential to building a scalable and sustainable business. Julie’s insights into building a business culture based on collaboration, generosity, and shared success will inspire you to rethink your approach to leadership. Whether you’re managing a single rental or a growing portfolio, this episode offers practical advice and motivation to help you achieve more freedom and fulfillment. 

If you enjoyed this episode, don’t keep it to yourself—share it with someone who could benefit from Julie’s insights! Be sure to follow, rate, and review Cashflow Positive for more episodes that empower short-term rental entrepreneurs.

In This Episode You'll Learn:

• A CEO mindset is about delegating, trusting others, and focusing on strategy
• Empowering your team and sharing the rewards leads to mutual success
• Success starts with defining your vision and working towards your dream life
• Celebrate the wins, big or small, to stay motivated and inspired
• Generosity and collaboration can create a thriving business culture
• And much more…

Resources:

Follow Julie on Facebook

Follow Julie on Instagram

Connect with Julie on LinkedIn

Connect with Kenny on LinkedIn

Follow Kenny on Instagram

Milliondollarhost.com.au 

Julie’s Books:

Million Dollar Host: Julie's Airbnb Portfolio Earned Over a Million Dollars In Her First Year...Yours can too! 

Hospitable Hosts: Inspiring & Memorable Stories From Airbnb Hosts Around The World To Educate & Motivate

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 mindset shift every entrepreneur needs: thinking and acting like a CEO. Too often, short-term rental owners fall into the trap of creating a new job for themselves instead of building a scalable, sustainable business. Kenny shares his hard-earned insights on how to break free from this cycle and align your business with your vision for financial freedom.

From hiring the right people with a growth mindset to fostering a collaborative culture where ownership and innovation thrive, Kenny offers practical advice that’s grounded in experience. You’ll discover why empowering your team, setting up systems, and letting go of micromanagement are critical for scaling successfully. He also discusses the importance of maintaining balance and staying true to your goals, offering actionable strategies to create a business that works for you—not the other way around.

Whether you're managing your first property or scaling a large portfolio, this episode will inspire you to embrace the mindset of a true leader. With Kenny’s guidance, you’ll gain the confidence to step back from day-to-day operations and focus on what really matters: strategic growth, empowering your team, and achieving your ultimate goal of financial freedom. 

If you've enjoyed this episode of the Cashflow Positive podcast, be sure to leave a review and subscribe today! Enjoy!

In This Episode You'll Learn:

• Transition from treating your business like a job to embracing your role as a CEO
• Focus on building a business that achieves financial freedom rather than trading one job for another
• Hire the right people with a mindset for growth and ownership
• Motivate your team members to grow alongside your business by offering opportunities and incentives
• Foster an environment where employees can offer constructive feedback and take ownership of challenges
• Shift your focus from managing day-to-day tasks to overseeing strategic growth and scaling effectively
• And much more…

Resources:

Connect with Kenny on LinkedIn

Follow Kenny on Instagram

Book:

Who Not How: The Formula to Achieve Bigger Goals Through Accelerating Teamwork