by Kenny Bedwell
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 your roadmap to unlocking the full potential of your property portfolio. Don't miss your chance to thrive in the dynamic world of real estate investment – tune in now!
Language
🇺🇲
Publishing Since
4/23/2024
Email Addresses
0 available
Phone Numbers
0 available
April 11, 2025
<p>What happens when your Airbnb guest sues you—and are you actually protected?</p><p>In this episode of Cash Flow Positive podcast, Kenny Bedwell invites tax attorney and strategic advisor Anthony Brister to share crucial insights into asset protection, estate planning, and insurance—especially for short-term rental (STR) investors.</p><p><br></p><p>Anthony, founder of the Brister Law Firm, breaks down the levels of legal and financial protection STR operators should consider, from forming the right kind of LLC to understanding when it makes sense to consider charging order protection entities, umbrella policies, or trusts.</p><p><br></p><p>Together, Kenny and Anthony dissect real-world strategies for STR investors looking to protect their assets while growing their portfolios the smart way. They also share stories—like Kenny’s own experience of being sued by a guest—that bring home the urgency of getting your protection and paperwork in place before problems arise.</p><p><br></p><p>If you've enjoyed this episode of the Cash Flow Positive podcast, be sure to leave a review and subscribe today! Listen now and enjoy!</p><p><br></p><p><strong>In This Episode You'll Learn:</strong></p><ul><li>Why setting up an LLC is not enough—and what formalities you must follow to actually be protected</li><li>How to layer your protections over time as your STR portfolio grows</li><li>What a revocable trust really protects—and why it's about more than just assets</li><li>How the state where you form your LLC could make or break your legal shield</li><li>The single most overlooked insurance mistake STR investors make</li><li>What umbrella policies do (and don’t) cover in real-life lawsuits</li><li>How to time a deed transfer to an LLC without raising red flags</li><li>When it's worth considering advanced tools like family limited partnerships or irrevocable trusts</li><li>Why asset protection is about planning ahead—not reacting too late</li><li>And much more...</li></ul><br/><p><br></p><p><br></p><p><strong>Resources:</strong></p><p><a href="https://www.linkedin.com/in/kenneth-bedwell-9680a8113/" rel="noopener noreferrer" target="_blank">Connect with Kenny on LinkedIn</a></p><p><a href="https://www.instagram.com/kenny_bedwell/" rel="noopener noreferrer" target="_blank">Follow Kenny on Instagram</a></p><p><a href="https://www.bristertaxlaw.com" rel="noopener noreferrer" target="_blank">Brister Law Firm, PLLC</a> </p><p><br></p><p><br></p>
April 10, 2025
<p>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 behind-the-scenes story of a lawsuit that caught him off guard, how he navigated the legal chaos, and the surprising truth about LLC protection and short-term rental insurance.</p><p>This isn’t just a cautionary tale—it’s a wake-up call for every real estate investor who thinks they’re safe behind an LLC. Kenny breaks down exactly what happened, why it matters, and how you can avoid the stress and financial risk that comes with unexpected accidents, lawsuits, and worst-case scenarios.</p><p><br></p><p>If you’re investing in STRs or planning to, this episode is essential listening. From legal layers to loss-of-income coverage, Kenny walks you through the lessons he learned the hard way—so you don’t have to.</p><p><br></p><p>If you've enjoyed this episode of the Cash Flow Positive podcast, be sure to leave a review and subscribe today! Listen now and enjoy!</p><p><br></p><p><br></p><p><strong>In This Episode You'll Learn:</strong></p><ul><li>Why your LLC might not protect you the way you think it does</li><li>What to do immediately if a guest is injured at your property</li><li>The most underrated mistake STR investors make about insurance</li><li>How to assess the right coverage for your risk level and market</li><li>Why loss-of-income coverage is non-negotiable in disaster-prone areas</li><li>The tipping point when you should start building layered asset protection</li><li>Why having a great attorney isn’t enough—they need to review your policies too</li><li>And much more...</li></ul><br/><p><br></p><p><strong>Resources:</strong></p><p><a href="https://www.linkedin.com/in/kenneth-bedwell-9680a8113/" rel="noopener noreferrer" target="_blank">Connect with Kenny on LinkedIn</a></p><p><a href="https://www.instagram.com/kenny_bedwell/" rel="noopener noreferrer" target="_blank">Follow Kenny on Instagram</a></p><p><br></p>
April 3, 2025
<p>Are you truly ready to launch your next short-term rental—or are you overlooking the hidden costs that could derail your returns?</p><p>In this episode of Cash Flow Positive, Kenny Bedwell continues the conversation on hard-earned lessons from the field, offering raw and practical advice every STR investor should hear. This isn’t just theory—it’s a behind-the-scenes look at what really happens when properties take longer to launch, when holding costs spiral, and when “almost guest-ready” just isn’t good enough.</p><p><br></p><p>Drawing from his own projects, Kenny breaks down what many investors miss when budgeting for renovations, managing out-of-state setups, and relying too heavily on contractors without local oversight. He also digs deep into market conditions, sharing what he’s seeing as the industry matures, where opportunity still lies, and why having a “moat” around your investment is more crucial than ever.</p><p><br></p><p>If you've enjoyed this episode of the Cash Flow Positive podcast, be sure to leave a review and subscribe today! Listen now and enjoy!</p><p><br></p><p><br></p><p><strong>In This Episode You'll Learn:</strong></p><ul><li>Why having boots on the ground can make or break your STR setup</li><li>What it really takes to get a property fully guest-ready—not just 90% there</li><li>How to build a “moat” around your STR and avoid constant reinvestment battles</li><li>When seller credits work—and when they’re just smoke and mirrors</li><li>How to prepare for appraisal gaps and navigate unrealistic seller expectations</li><li>Why you should test everything—including toilets and outlets—before launching</li><li>What STR investors often overlook when assessing resale value</li><li>How to avoid getting lured into overpriced “super properties”</li><li>Why now might be a better time to buy than later this year</li><li>What maturing markets mean for buyers, sellers, and long-term investors</li><li>And much more...</li></ul><br/><p><br></p><p><strong>Resources:</strong></p><p><a href="https://www.linkedin.com/in/kenneth-bedwell-9680a8113/" rel="noopener noreferrer" target="_blank">Connect with Kenny on LinkedIn</a></p><p><a href="https://www.instagram.com/kenny_bedwell/" rel="noopener noreferrer" target="_blank">Follow Kenny on Instagram</a></p><p><a href="https://www.youtube.com/channel/UC_JjUdld-dYj7PM2WHJaPuA" rel="noopener noreferrer" target="_blank">STR Insights YouTube channel </a></p><p><a href="https://podcasts.apple.com/us/podcast/part-1-types-of-str-markets-no-one-is-talking-about/id1742644291?i=1000700825150" rel="noopener noreferrer" target="_blank">Part 1: Types of STR Markets No One is Talking About</a></p><p><br></p>
Bill Faeth & Kenny Bedwell
8 Figure Airbnb and Short Term Rental Real Estate Investor Avery Carl
Natalie Palmer, Airbnb Host
Airbnb Superhosts Annette Grant & Sarah Karakaian
Bill Faeth
David Greene
BiggerPockets
BiggerPockets
Hall CPA
BiggerPockets
Brandon Turner & Cam Cathcart
Rich Somers
Rental Income Podcast
BiggerPockets
Pace Morby
Pod Engine is not affiliated with, endorsed by, or officially connected with any of the podcasts displayed on this platform. We operate independently as a podcast discovery and analytics service.
All podcast artwork, thumbnails, and content displayed on this page are the property of their respective owners and are protected by applicable copyright laws. This includes, but is not limited to, podcast cover art, episode artwork, show descriptions, episode titles, transcripts, audio snippets, and any other content originating from the podcast creators or their licensors.
We display this content under fair use principles and/or implied license for the purpose of podcast discovery, information, and commentary. We make no claim of ownership over any podcast content, artwork, or related materials shown on this platform. All trademarks, service marks, and trade names are the property of their respective owners.
While we strive to ensure all content usage is properly authorized, if you are a rights holder and believe your content is being used inappropriately or without proper authorization, please contact us immediately at [email protected] for prompt review and appropriate action, which may include content removal or proper attribution.
By accessing and using this platform, you acknowledge and agree to respect all applicable copyright laws and intellectual property rights of content owners. Any unauthorized reproduction, distribution, or commercial use of the content displayed on this platform is strictly prohibited.