Podcast appearances and mentions of jenny bayless

Jenny Bayless shares her three practical investment strategies for Southern Colorado in 2025, focusing on improving existing properties, acquiring small multifamily units, and optimizing mortgage financing to maximize returns in today's market conditions.

Want to retire early in your 30s? Early retirement may be closer than you think. With smart money moves, intelligent investments, and the ability to save more than you spend, you could trade forty-hour work weeks for full days with your family. But, before you do, you'll need to set yourself up with some killer cash flow, so your assets can pay for your lifestyle while you sit back and enjoy ultimate time freedom. This is exactly what Jenny Bayless did over the past ten years. After college, Jenny was able to score a well-paying job but realized only a few months in that the “work for forty years, retire at sixty-five” plan wasn't worth the grind. So, shestarted aggressively saving, doing whatever she could to get into her first property. From there, she stumbled upon the BRRRR strategy of real estate investing, allowing her to recycle her cash to buy more properties in far less time than it took to save up for a down payment. In this episode, Jenny explains precisely how this method led her to financial freedom, what FIRE-chasers in 2023 can do to retire even earlier, and why EVERYONE should have a financial exit plan, no matter how much they love their work. Jenny's repeatable system to financial freedom through real estate isn't as complicated as you might think, and she gives three crucial tips that, when followed, will lead to FIRE even faster! In This Episode We Cover How to retire in ten years (or less!) by using the BRRRR investing method Leaving your W2 and how to know it's the right time to walk away from a paycheck Three tips ANYONE can follow to hit financial freedom faster  “Failing forward” and why those that make mistakes are the ones who get ahead Cash-out refinances and how to recycle your down payment funds to buy more property Life after FIRE and why you're still allowed to make money even when retired early And So Much More! Links from the Show BiggerPockets Money Facebook Group BiggerPockets Forums Finance Review Guest Onboarding Scott's Instagram Connect with James Listen to All Your Favorite BiggerPockets Podcasts in One Place Apply to Be a Guest on The Money Show Podcast Talent Search! Subscribe to The “On The Market” YouTube Channel Listen to The “On The Market” Podcast: Spotify, Apple Podcasts, BiggerPockets Money Moment Meet Scott and James at BPCon2023 Grab The Book on “Investing in Real Estate with No (and Low) Money Down” Click here to check the full show notes: https://www.biggerpockets.com/blog/money-399 Interested in learning more about today's sponsors or becoming a BiggerPockets partner yourself? Let us know! Learn more about your ad choices. Visit megaphone.fm/adchoices

Jenny Bayless is an investor and investor-friendly real estate agent. She owns a handful of rental properties in Colorado Springs and Pueblo. She has performed value add methodology such as BRRRR to optimize the performance of her portfolio while efficiently managing it. She has experience in obtaining deals through MLS, wholesale, networking, and FSBO; and has experience with multiple different finance sources such as conventional, hard money, and seller financing[00:01 - 03:15] Opening SegmentWe welcome, Jenny Bayless!Jenny is an investor first and realtor second, and she works with Chris Lopez in the Denver real estate marketWorked in public accounting before leaving her job to become a full-time realtor[03:16 - 13:37] Proving The Resilience Of Long-Term Buy And Hold Real EstateBuying a property without thoroughly inspecting itMaking mistakes on the financing and construction of the propertyIt is a must to have a proven track record to get more favorable terms from hard money lendersAiming to be thought leaders in their local niche[23:24 - 28:3] THE FINAL FOURWhat's the worst job that you ever had?Working at a fast-casual restaurantWhat's a book you've read that has given you a paradigm shift?“Investing In Real Estate With No (And Low) Money Down” By Brandon TurnerWhat is a skill or talent that you would like to learn?Learn how to cookWhat does success mean to you?Jenny Bayless says, “Success to me is having the ability to do what you want and almost when you want and really that's it.”Connect with Jenny Bayless:Website: Envision REAFacebook: Envision REAInstagram: Envision REALinkedIn: Envision REALEAVE A 5-STAR REVIEW by clicking this link.WHERE CAN I LEARN MORE?Be sure to follow me on the below platforms:Subscribe to the podcast on Apple, Spotify, Google, or Stitcher.LinkedInYoutubeExclusive Facebook Groupwww.yonahweiss.comNone of this could be possible without the awesome team at Buzzsprout. They make it easy to get your show listed on every major podcast platform.Tweetable Quotes:“For people that if they're not super happy with their hard money or their private money lending, you just have to prove yourself before people will let you have a little bit more leeway.” – Jenny Bayless“Wealth is a tool to achieve your success.” –  Jenny BaylessSupport the show

The May market stats for Denver are out, and our roundtable panel is back to discuss what they mean. Envision Advisors agents Jenny Bayless and Preston Newberry and lenders Joe Massey and Travis Sperr join Chris to talk about the numbers, trends, and their outlook for the market. Listen to the episode to learn why buyers should feel optimistic even in this seller's market. For all of the stats, go here: https://www.denverinvestmentrealestate.com/may-2022-residential-roundtable-denver-market-update/

The residential market stats for April 2022 are out. Envision Advisors agents Jenny Bayless and Preston Newberry, along with lenders Joe Massey and Travis Sperr joined the roundtable to discuss the stats, what trends they're seeing, and how they feel about the market. What stats would make them start to worry about the market? Check out the episode to find out.

Today, Marisa and Kayla sit down with a glass of wine to discuss The Twelve Dates of Christmas by Jenny Bayless. We laugh, we drink, we cry (just kidding!), and we share our *highly* professional opinion concerning this book. We hope you enjoy!!!

This deal analysis looks at a duplex that clients of Jenny Bayless closed on a few weeks ago.  These are sophisticated, out of state investors who know what they're looking for and found the right property to add to their portfolio. And they paid in cash with the intent to refinance, and are now close to being able to pull out their funds.  Find out how our use of an escalation clause helped them beat out other interested buyers.

We're back on track this week with our live Drinks and Deep Dives after our two week break and ready to jump back in with an updated intro, transitions, and graphics.  This week, Colorado Springs agent Jenny Bayless joined Chris to talk about vacancy and rental rates as well as do a deep dive on a townhome she bought earlier this year.  They compared the estimates originally calculated when she bought the home to how it's performing after seven months. Listen to the podcast to see how reality differed from projections with seven months of actual data.

We're back on track this week with our live Drinks and Deep Dives after our two week break and ready to jump back in with an updated intro, transitions, and graphics.  This week, Colorado Springs agent Jenny Bayless joined Chris to talk about vacancy and rental rates as well as do a deep dive on a townhome she bought earlier this year.  They compared the estimates originally calculated when she bought the home to how it's performing after seven months. Listen to the podcast to see how reality differed from projections with seven months of actual data.

We are excited to announce a new video series we're calling "Property Walks" which features Colorado Springs investment real estate expert Jenny Bayless as she walks through rental properties with the investor owners. Jenny will talk pros, cons and give quick analyses for each rental property. You'll gain unique and valuable insight from the owners themselves who share their successes, regrets and give tips on what to avoid and how to maximize return for rental properties. In this first episode, investor owner Garrett gives Jenny a tour of his newest property, a fourplex located in central Colorado Springs. They look at one of the newly renovated vacant units, go over the numbers, and learn what his plans are for the future. You can find the link to the video in the show notes.

We've been so focused on talking about asset valuations increasing that we've been glossing over a very important component of rental property investing—rental rates.  As we've mentioned previously, actual rents are coming in higher than the pro forma estimations for most of this year.  So, Jenny Bayless compiled some data to see how Colorado Springs rent is changing. Listen to the podcast to find out how much rents grew compared to housing prices.  

In this week's Drinks and Deep Dives, Jenny Bayless joined Chris in the studio to talk about market trends for Colorado Springs and Denver, do a deep dive on a recent investment property purchased in the Springs, and answer questions from listeners and clients.  For those of you who don't know Jenny, she runs our Southern Colorado office. They are currently operating in the Springs with plans to expand down to Pueblo. While Colorado Springs is not technically "out of state," it does check off certain boxes that Denver investors are looking for when they decide to look outside of Denver. Listen to the podcast to find out if investing in the Springs might be a good play for you.

In this week's Drinks and Deep Dives, Jenny Bayless joined Chris in the studio to talk about market trends for Colorado Springs and Denver, do a deep dive on a recent investment property purchased in the Springs, and answer questions from listeners and clients.  For those of you who don't know Jenny, she runs our Southern Colorado office. They are currently operating in the Springs with plans to expand down to Pueblo. While Colorado Springs is not technically "out of state," it does check off certain boxes that Denver investors are looking for when they decide to look outside of Denver. Listen to the podcast to find out if investing in the Springs might be a good play for you.

This is not our typical deal analysis, in which we analyze a recently purchased property. Today, we are going to look at a rental property Jenny Bayless has owned for a few years and see how it's performing by using our Return on Equity spreadsheet. This spreadsheet takes into account the current factors of a property and loan and runs different scenarios to help you figure out your best option. Clients often come to us not sure how they should keep a home they've owned for a while, sell and exchange, or refinance, so this is a great way to lay out their options. Check out this podcast to find out how a cash-out refi compares to selling the property.

Our guest this week is Garrett Dilley, an investor who started investing late 2020, and is making great strides towards reaching his real estate goals by building his rental portfolio in Colorado Springs. Jenny Bayless helped him find a single family home that fit his criteria, and he was able to make a competitive, all cash offer while still being able to utilize leverage by employing delayed financing. Now, he's one step closer to his ultimate goal of building wealth so he can spend more time with his family and mountain biking.

This deal analysis profiles a new investor, Braden Sanderson. He started investing in rental properties in his college town in Texas. After purchasing a live-in-flip in Denver, he saw the appreciation of the markets in Colorado and decided to start investing in rental properties in Colorado Springs, too. While the location Braden invests in Texas is a cash flow market, Denver and Colorado Springs are more appreciation-based. He worked with agent Jenny Bayless to find a 3 bedroom 2 bathroom condo in the southeast part of Colorado Springs. Chris and Jenny sat down with Braden to go talk about this deal and how it will fit into his long term goals. Listen to the podcast to hear Chris, Jenny and Braden walk through the deal step by step.

The goal of this podcast is to be a quick start guide to Colorado Springs real estate investing. It should help new investors learn the market and help existing investors stay up to date. Jenny Bayless leads this review and is our Colorado Springs expert. Listen to the podcast to find out why Colorado Springs rental property prices are going up.

Earlier this year we published the Ultimate House Hacking Guide for Denver. It's a book (available on Amazon) and a 15-part podcast series that covers everything there is to know about house hacking in Denver. As part of the guide, Jenny Bayless recorded Episode #15 titled House Hacking in Colorado Springs. This podcast is that episode from August. It starts with a high-level overview of the house hacking market in Colorado Springs and digs deeper into which areas of Colorado Springs are best for house hacking. Listen to the podcast to hear Jenny explain which areas she likes for house hacking and why.

Looking for a simple plan to retire from real estate? We’ve got you covered! In keeping with our ever-growing list of top-tier real estate investors, Colorado investors Jenny Bayless and Chris Lopez sit down with Adam & Matt to discuss a concrete plan for how real estate investing can get you out of your day job - for good. Take this job and retire it! What is a holistic approach to real estate investing? What are the most important criteria for a great investment? How do you analyze & effectively pivot to changing market conditions? And what kind of planning & action is needed to retire from real estate sooner than you ever thought possible. Listen up for a big 2021! 

Jenny Bayless, Colorado Springs real estate investor and agent, discusses her 2021 real estate investing goals that she outlined in her chapter submission for the 2021 Colorado Real Estate Investing Guide set to publish in Q1 2021. Check out this episode to learn about Jenny's strategy for goal setting, personal finances, real estate investing, and growing the Envision team down in the Springs.

In this episode Jenny Bayless discusses her personal experience using the BRRRR strategy to build her rental portfolio in Colorado Springs. BRRRR stands for Buy, Renovate, Rent, Refinance, Repeat.

We're launching a new podcast today that focuses on the benefits of buying rental property in Colorado Springs versus out of state. It's called the Colorado Springs Real Estate Investing Podcast and is hosted by myself and our Colorado Springs agent, Jenny Bayless. In this first episode, Jenny compares the performance of two similar rental properties that she owned: one in a popular Midwest cashflow market and one in Colorado Springs.

In this intro episode, hosts Jenny Bayless and Chris Lopez talk about the new Colorado Springs Real Estate Investing Podcast. You'll learn about their backgrounds and what type of episodes you'll hear on the podcast. Spoiler Alert: It's about investing in Colorado Springs!

While writing this guide, a great opportunity popped up to partner with an agent in Colorado Springs. Her name is Jenny Bayless. She’s an active investor in the Springs and a CPA turned investor-friendly Realtor. Long story short, we had just enough time to add a module on Colorado Springs to this guide to highlight some of the differences. If you’re interested in the Springs market, make sure you keep an eye on our podcast and email list as Jenny and I will be doing a deep dive into the market!

Jenny Bayless got started in the real estate investing game in 2016 when she decided that her current market (Washington DC) was too expensive to purchase a rental. She initially started by purchasing some turnkey properties in a cheaper market, but things quickly changed. After moving to Denver soon after Jenny and her husband found the market of Colorado Springs. They soon realized that the rental market was strong and still affordable compared to the higher priced Denver market. Utilizing hard money and creative refinancing methods they have been able to amass 10 single family rentals in just 2 years all while having a more limited amount of cash to get started. If you're thinking about utilizing BRRRR or even just single family rentals this is a great show.

Looking to find financial independence through real estate but don’t want to be responsible for a portfolio of 100 homes? Well, that’s exactly what today’s guest is doing! Jenny Bayless is a real estate investor in Colorado who is using long-distance investing principles to systematically build a portfolio of cash flowing properties using the BRRRR method! Jenny is absolutely crushing it by “making” deals in today’s tough market and shares what she looks for that other investors miss. Learn her system for targeting fixer-upper properties, how she estimates rehab costs, and the method her real estate agent uses to send her videos of potential properties so she doesn’t have to drive hours to see them. Jenny also shares how she uses hard money to buy “cash,” how she found a rockstar agent, and how she backed into an “accidental BRRRR” that led to future success! Today’s episode is equal parts inspirational and practical with TONS of actionable advice. If you want to retire early with real estate but don’t want the headache of managing 100 homes, don’t miss this show! Click here to listen on BiggerPockets.

Looking to find financial independence through real estate but don’t want to be responsible for a portfolio of 100 homes? Well, that’s exactly what today’s guest is doing!Jenny Bayless is a real estate investor in Colorado who is using long-distance investing principles to systematically build a portfolio of cash flowing properties using the BRRRR method! Jenny is absolutely crushing it by “making” deals in today’s tough market and shares what she looks for that other investors miss.Learn her system for targeting fixer-upper properties, how she estimates rehab costs, and the method her real estate agent uses to send her videos of potential properties so she doesn’t have to drive hours to see them. Jenny also shares how she uses hard money to buy “cash,” how she found a rockstar agent, and how she backed into an “accidental BRRRR” that led to future success!Today’s episode is equal parts inspirational and practical with TONS of actionable advice. If you want to retire early with real estate but don’t want the headache of managing 100 homes, don’t miss this show!In This Episode We Cover:Long-distance principles Jenny uses to invest near her marketHow Jenny uses the BRRRR strategy to systematically grow her portfolioWays to chase financial freedom without a monstrous portfolioHow she has an agent do her due diligence for herThe strategy she uses to “make” deals in a today’s tough marketHer opinion on how to use turnkey properties to get started investingWays to start with fixer-upper properties to get great deals in a hot marketHow she uses hard money to buy “cash” dealsHow she estimates rehab costs before writing offers,Her “accidental” BRRRR storyHow she’s pursuing financial independence with only 10 homes!And SO much more!Links from the ShowBiggerPockets ForumsBiggerPockets WebinarBiggerpockets’ InstagramBrandon’s InstagramBiggerPockets BRRRR GuideHow BRRRR Increases Your ROI (And Why You Should Be Using It)BiggerPockets CalculatorsBiggerPockets BookstoreQuickbooks OnlineCozy Property ManagerBuildium Property ManagerAppfolio Property Management SoftwareBooks Mentioned in this ShowThe Book on Estimating Rehab Costs by J. ScottThe Book on Flipping Houses by J. ScottLong-Distance Real Estate Investing by David GreeneBuilding Wealth One House at a Time by John SchaubThe Book on Managing Rental Properties by Heather Turner and Brandon TurnerRich Dad’s Cashflow Quadrant by Robert KiyosakiTweetable Topics:“The worst that they can say is no.” (Tweet This!)“We all know what it’s like to have a job. We don’t all know what it’s like to run a business.” (Tweet This!)Connect with JenniferJennifer’s BiggerPockets Profile