In this episode, we sit down with Gil, the founder and CEO of CraftedStays, as he shares his inspiring journey from a tech career to the short-term rental industry. Gil talks about his transition from a secure W2 job to building a thriving hospitality business with properties in The Great Smoky Mountains and Branson. He dives into the importance of diversifying beyond Airbnb, the creation of his direct booking platform, and how CraftedStays empowers hosts to succeed with direct bookings. ...

Josh Dixon shares his journey from growing up in a construction family to becoming a successful real estate investor. He discusses the importance of setting goals, balancing family life with business, and the value of mastermind groups in maintaining focus. Josh emphasizes the significance of building strong relationships with subcontractors and the role of administration in scaling his construction business. He aims to grow his portfolio to 500 doors while ensuring a healthy work-life balanc...

Whit McCarthy, one of the co-founders of The Helm, joins us on the show to chat about the world of real estate lending. We dive into topics like hard money lending, business purpose lending, and the key differences between conventional and investor loans. He breaks down how loans get originated, funded, and sold to institutional buyers, while emphasizing how crucial local expertise is in lending. We also touch on residential properties, especially one to four unit construction projects and bu...

In this episode, we talk about our journey from non-investors to buying businesses, and how finding the right mentors and communities made all the difference. We dive into the challenges of online courses and influencers, break down the importance of understanding business metrics, and share what we look for when evaluating potential acquisitions. We also touch on the power of networking, how ad backs factor into business valuations, and why having a long-term vision is key. We wrap up by enc...

In this episode, Hayden Albert shares his journey from the Navy to diving into real estate and entrepreneurship. He talks about starting a window company, navigating partnerships, and finding success in a unique niche of real estate. He talks about his current focus on a new niche in real estate that offers market share and profitability without the need for a large operation. The conversation focuses on the strategy of using hard money loans to purchase properties with extra acreage, then su...

In this episode of The Big Break Show, we dive into a recent quadruplex deal we checked out in Topsail Beach, North Carolina. We talk about what we learned through the process and how teaching and learning go hand-in-hand in real estate. We break down everything from the renovation standards and underwriting to how we analyzed the market. We also chat about what was driving the seller and how important it is to build relationships in the industry. By the end, we reflect on whether the deal wa...

Dan Rivers and Mike Savage discuss their backgrounds in real estate and their journey to becoming successful investors. They share their experiences in property management, short-term rentals, and the challenges they faced along the way. They also highlight the importance of mindset and the power of networking and building relationships in the industry. The conversation emphasizes the creative ways they financed their investments, including taking out loans against their assets. Overall, the ...

In this episode of the Big Break Show, we would answer some of your questions and share our real estate experiences, focusing on the ins and outs of raising capital through debt and equity. We talk about tips on structuring deals and highlight the importance of knowing your audience and building strong partnerships. We also discuss different investment strategies, preferred returns, and why clear communication is key when working with partners. New episode every Wednesday! #TheB...

In this episode, Kelli Garrett dives into how sports have shaped their business mindset and skills. Kelli shares insights on teamwork, quick decision-making, and learning from setbacks. They discuss the value of masterminds and surrounding yourself with supportive peers, as well as the mindset shift needed for scaling a business. Kelli also highlights the importance of determination, discipline, and leadership, and talks about living life fully and without regrets. From hosting ...

Joe Prillaman shares his journey from selling industrial equipment to building a portfolio of 32 short-term rental properties. He emphasizes the importance of being in the right room with the right people and joining mastermind groups like GoBundance. Joe discusses the challenges he faced in the early stages, including working full-time jobs and renovating properties at night. He highlights the benefits of short-term rentals, such as higher income potential and the ability to live beneath you...

Tyson Cobb is a retired orthopedic surgeon turned successful real estate investor. With a diverse background that includes professional rodeo experience before entering medical school, Tyson has trained at the Mayo Clinic and practiced for over two decades. Currently focused on real estate syndications and various asset classes, he brings a unique perspective to the investment world. In this latest episode, we discuss Tyson's journey from orthopedic surgery to real estate investing. The episo...

Cassie Tollens is the Operations Master of multiple hotels in Carolina Beach. She oversees the day-to-day operations, ensuring the smooth functioning of the establishments. With a keen eye for detail and a passion for hospitality, Cassie is dedicated to providing exceptional guest experiences and maintaining high standards in the hospitality industry. In this latest episode, Cassie discusses the successful operations of the hotels in Carolina Beach. From managing bookings to imp...

Juan Huizar is the president of SAGE Real Estate, a boutique multifamily commercial company situated in Long Beach, California. With a CCIM certification, Juan stands out as an expert in the real estate industry, providing invaluable insights and knowledge to his clients and followers. His dedication to educating others on building wealth through real estate investment is evident in his popular YouTube channel, where he shares practical advice and strategies to help individuals enter the real...

Tim Vitale is a commercial real estate investor and owner of multiple apartment complexes in the affordable housing space. With over 1,600 units across several states, Tim specializes in buying commercial apartment complexes in the LITECH and Section 8 sectors. He has a background in finance and accounting and made the transition to real estate after realizing the limitations of his W-2 job. Tim is passionate about providing quality affordable housing and helping investors achieve financial s...

Erica James is a two-time national CrossFit champion, real estate agent, and entrepreneur based in Greenville, South Carolina. She is the owner of the fitness studio, The Booty Shop, and is passionate about empowering women through fitness and community-building. In this episode, Erica shares her journey from being a cheerleader in college to finding her passion in fitness and entrepreneurship. She discusses how she transitioned from being a full-time employee to becoming a business ow...

Dan Tollens started his career in fix and flipping houses before transitioning into the hotel business. He currently owns and operates multiple boutique hotels in North Carolina, with a focus on providing unique and memorable experiences for guests. In this episode, Dan shares their process of hotel acquisitions and the ins and outs of running a successful boutique hotel business. He shares his expertise and provides valuable insights into finding deals, underwriting, financing,...

Welcome to season 2 of The Big Break Show! We have some exciting news for this new season. Unfortunately, Jesse Vasquez will no longer be part of the show, but we introduce a new co-host and discuss some upcoming fire plans for the future of this podcast. As always, we will continue to provide valuable insights into investment strategies, lifestyle, mindset, and more. So the new co-host will be Dan Tollens! Dan Tollens is a real estate investor and entrepreneur with a background...

In this episode, we sit down with Matt Krueger. He is a full-time real estate investor based in Des Moines, Iowa. He started his real estate journey with a low income and has since built a substantial portfolio of properties. Matt and his wife have been able to achieve financial freedom through creative financing strategies and by house-hacking multiple properties. Matt shares his journey from being a cell phone sales rep to building a substantial real estate portfolio. He started by buying...

In this episode, we sit down with Blake Anthony Carter. He is a real estate agent and entrepreneur based in Austin, Texas. He has a background in property management and has built a successful business in the short-term rental industry. Blake is known for his expertise in co-living and short-term rentals, and he also runs a real estate brokerage and design team. He has experienced both the highs and lows of the real estate industry, from growing up in a family involved in real estate to facin...

In this episode, we sit down with Derek Sherrell, also known as "That ADU Guy." He is an expert in the field of accessory dwelling units (ADUs) and infill housing. He has been involved in the real estate industry for over 27 years and is passionate about helping people navigate the complexities of ADU development. He believes that ADUs can play a crucial role in addressing the housing crisis and creating more affordable housing options. He shares some valuable insights into the world of acce...