Life On Your Terms with Jake Rosenthal

Taking Action and Landing Big Deals: Matt Floyd’s Journey to Success in Kauai

Are you ready to take bold action in your business? Often, the difference between success and stagnation is stepping out of your comfort zone and going after what you want. In today’s episode of the Life On Your Terms podcast, I sit down with Matt Floyd, co-founder of a property management company specializing in short-term rentals. Matt shares his journey of building a successful business in the real estate and hospitality industries. We dive into how Matt and his partner grew their portfolio from managing 30 properties to closing a deal that brings in 18 more properties across Hawaii. Along the way, Matt offers insights into scaling a business, making strategic acquisitions, and navigating the world of vacation rentals. Tune in to learn more about taking calculated risks, growing your business, and achieving financial freedom. Key Points: * Transitioning from W2 to entrepreneurship and building a business around short-term rentals. * The power of taking action and how unexpected opportunities can lead to major growth. * Navigating acquisitions and scaling up in the property management business. * The benefits of real estate investing and property management for achieving financial independence. * Lessons learned from moving from small multifamily properties to managing a large portfolio of vacation rentals. What we discuss: * [00:04:40] Onboarding 18 new properties in Hawaii and the power of taking action. * [00:09:00] Structuring business deals with seller financing and growth strategy. * [00:16:00] Lessons learned from real estate investing and building a property management company. * [00:32:00] The importance of finding actual numbers when analyzing potential short-term rental markets. * [00:39:00] Scaling up, setting goals, and making key hires to run the business more efficiently. Guest Insights: Matt Floyd emphasizes the importance of taking decisive action and staying focused on long-term goals. He shares how consistent effort, finding the right partners, and building relationships in the real estate space helped him scale his business. Whether it's property management or making strategic acquisitions, Matt's approach to growth is a testament to the power of persistence, planning, and learning from every experience. About Matt Floyd: Matt Floyd is the co-founder of a successful property management company focused on short-term rentals. Matt transitioned to real estate investing and has grown his portfolio significantly over the years. His expertise includes multifamily properties, vacation rentals, and scaling property management businesses through strategic acquisitions. Find more from Matt Floyd: * Instagram: https://www.instagram.com/stayclassyairbnbguys [https://www.instagram.com/stayclassyairbnbguys] * Podcast: Failure to Freedom  Connect with Jake Rosenthal: * Website: https://www.purelegacies.com [https://www.purelegacies.com] * TikTok: @jake.r.rosenthal [https://www.tiktok.com/@jake.r.rosenthal] * Instagram: @jake.r.rosenthal [https://www.instagram.com/jake.r.rosenthal] * YouTube: Jake Rosenthal [https://www.youtube.com/@Jake.Rosenthal] * Podcast: Life On Your Terms with Jake Rosenthal  Podcast: Life On Your Terms with Jake Rosenthal Thank you for tuning into the "Life On Your Terms" podcast. If you enjoyed this episode, don't forget to leave a review, including topics you’d like to hear. Join us next time as we explore more ways to live life on your terms with inspiring guests and impactful stories.

Taking Risks and Reaping Rewards: How Jake Rosenthal and Rich Somers Built Lives on Their Own Terms

In today’s episode of the Rich Somers Report, Jake Rosenthal and Rich Somers dive into the world of real estate, entrepreneurship, and personal freedom. Both Jake and Rich share their journeys of leaving traditional W2 jobs to create businesses that align with their goals of financial freedom and life on their own terms. In this insightful discussion, Jake and Rich break down how they built successful portfolios of luxury short-term rentals and expanded into other business ventures, such as boutique hotels and franchises. The conversation covers the highs and lows of entrepreneurship, the importance of taking calculated risks, and how to leverage key opportunities to build wealth. Tune in to learn how to transition from the corporate world, scale your business, and take control of your life! Key Points: * Building a portfolio of short-term rentals and boutique hotels. * The power of leveraging strategic investments for growth. * Why taking calculated risks is key to financial independence. * How to create multiple income streams through business acquisitions. What We Discuss: * [00:00:34] Rich and Jake’s lifestyle transitions from corporate to entrepreneurship. * [00:03:21] The benefits of real estate investing and luxury short-term rentals. * [00:10:29] Business acquisitions: How to buy and scale successful businesses. * [00:16:00] The advantages of boutique hotels and franchise opportunities. * [00:24:00] Scaling through strategic partnerships and community building. * [00:30:00] How to manage risk and maximize returns with business investments. * [00:39:00] Exploring the role of Bitcoin in a diversified investment strategy. About Rich Somers: Rich Somers is a real estate investor, entrepreneur, and host of the "Rich Somers Report" podcast.  About Jake Rosenthal: Jake Rosenthal is an entrepreneur, real estate investor, and host of the "Life On Your Terms Podcast." After a successful career in tech sales, Jake pivoted to real estate, where he owns a portfolio of luxury short-term rentals. He is passionate about teaching others how to transition from W2 jobs and achieve financial independence. Find More from Jake Rosenthal: * Website: Pure Legacies [https://www.purelegacies.com] * Instagram: Jake R. Rosenthal [https://www.instagram.com/jake.r.rosenthal/] * TikTok: Jake R. Rosenthal [https://www.tiktok.com/@jake.r.rosenthal] * YouTube: Jake Rosenthal [https://www.youtube.com/@Jake.Rosenthal] * Podcast: "Life On Your Terms with Jake Rosenthal" Find More from Rich Somers: * Instagram: Rich Somers [https://www.instagram.com/richsomers/] * LinkedIn: Rich Somers [https://www.linkedin.com/in/richsomers] Tune in to this engaging conversation, and learn how to create financial freedom and live life on your own terms! Podcast: Life On Your Terms with Jake Rosenthal Thank you for tuning into the "Life On Your Terms" podcast. If you enjoyed this episode, don't forget to leave a review, including topics you’d like to hear. Join us next time as we explore more ways to live life on your terms with inspiring guests and impactful stories.

From Six-Figure Comfort to Entrepreneurial Risk: Dustin Baldwin’s Journey to Real Estate Success

In today’s episode of the Life On Your Terms Podcast, Jake Rosenthal chats with Dustin Baldwin, an entrepreneur who transitioned from a six-figure corporate career into real estate and the unique world of prisoner transport. Dustin shares his unconventional path, from serving in the Marine Corps to becoming president of a prisoner transport company, before finally pivoting to real estate. His journey highlights the challenges and triumphs of leaving a comfortable W2 job for the uncertain world of entrepreneurship. Dustin breaks down how he started with house hacking and co-living and eventually moved into his current focus, the build-to-rent model. He discusses his successes, the lessons learned along the way, and why it's essential to take risks to build the life you want. Tune in to hear Dustin's insights on financial independence, building wealth through real estate, and why sometimes, taking a step back in income can lead to a leap forward in personal and professional growth. Key Points: * Dustin’s unconventional journey from the Marine Corps to entrepreneurship. * Transitioning from a corporate job to entrepreneurship and real estate. * House hacking, co-living, and finding a niche in the build-to-rent market. * The importance of taking risks and betting on yourself. * Managing properties, finding the right investments, and scaling a real estate business. What We Discuss: * [00:01:03] Dustin's lifestyle design and entrepreneurial mindset. * [00:03:47] Transitioning from corporate life to prisoner transport and real estate. * [00:10:29] Building equity through house hacking and co-living. * [00:14:29] The pivot to the build-to-rent model and its financial benefits. * [00:21:19] Managing properties and maximizing cash flow. * [00:27:25] The importance of relationships in entrepreneurship. * [00:46:32] Discovering career aspirations and navigating challenges. Guest Insights: Dustin emphasizes the power of taking risks and learning from unconventional career paths. His journey shows that financial freedom doesn’t happen overnight and often requires stepping out of your comfort zone. Dustin's advice is grounded in real-world experience, covering topics like managing properties, finding deals, and scaling a real estate portfolio. He shares why managing your own properties early on helps you become a better investor and property manager. About Dustin Baldwin: Dustin Baldwin is a real estate investor and entrepreneur based in St. Petersburg, FL. After transitioning from a corporate job and becoming president of a prisoner transport company, Dustin found his passion in real estate. He now focuses on the build-to-rent model, where he has built a portfolio of new construction rentals that generate significant cash flow. Dustin specializes in house hacking, co-living, and new development, all while maximizing opportunities in the real estate market. Find More from Dustin Baldwin: * Instagram (Real Estate Focus): @Dustin_Develops [https://www.instagram.com/dustin_develops] Connect with Jake Rosenthal: * Website: https://www.purelegacies.com [https://www.purelegacies.com] * TikTok: @Jake.R.Rosenthal [https://www.tiktok.com/@jake.r.rosenthal] * Instagram: @Jake.R.Rosenthal [https://www.instagram.com/jake.r.rosenthal] * YouTube: Jake Rosenthal [https://www.youtube.com/@Jake.Rosenthal] Podcast: Life On Your Terms with Jake Rosenthal Thank you for tuning into the "Life On Your Terms" podcast. If you enjoyed this episode, don't forget to leave a review, including topics you’d like to hear. Join us next time as we explore more ways to live life on your terms with inspiring guests and impactful stories.

Mastering Financial Freedom: Jake & Brian's Journey from Sales to Entrepreneurship

In today’s episode of the Action Academy Podcast, Brian sits down with Jake Rosenthal, an accomplished tech sales professional turned real estate investor and entrepreneur. Jake shares his incredible journey from a high-performing tech sales career to achieving financial freedom through luxury short-term rentals and business acquisitions. In this insightful conversation, Jake and Brian discuss the power of sales skills, how to recognize and seize opportunities, and the mindset shifts required to live life on your terms. Jake also touches on his passion for scaling his wealth through strategic investments and shares his thoughts on the risks and rewards of entrepreneurship. Whether you’re in a 9-5 job or looking to pivot into business ownership, this episode is packed with actionable advice on how to elevate your life and career. Special Mention: In this episode, Jake Rosenthal was the guest on Brian’s Action Academy Podcast, diving deep into his story of going from a successful tech sales career to owning a portfolio of luxury short-term rentals and building passive income streams. This engaging conversation highlights the power of sales skills and investing smartly to achieve the freedom to live life on your own terms. Key Points: * The mindset shift needed to take big leaps in life and career. * How to identify and pursue high-value opportunities. * Strategies for achieving financial freedom through real estate and business acquisitions. * The importance of understanding risk-to-reward ratios in wealth building. What We Discuss: * [00:03:00] Sales skills that translate into entrepreneurship. * [00:10:29] Jake’s career transition from tech sales to real estate investor. * [00:16:00] The power of focusing on larger opportunities and high-value clients. * [00:24:00] Building a portfolio of luxury short-term rentals. * [00:35:00] Business acquisitions and how to scale wealth through buying businesses. * [00:39:00] How Bitcoin fits into Jake’s wealth-building strategy. * [00:44:00] The power of community and mentorship for growth. Jake emphasizes the importance of understanding sales as a core skill, whether in a corporate role or entrepreneurship. He discusses how taking calculated risks and focusing on larger opportunities have allowed him to achieve financial independence at an early age. Jake also shares actionable tips for those looking to transition out of a W2 job and start building their own empire. Jake’s advice is practical and based on his own experience, making this episode a must-listen for anyone seeking financial freedom and life on their own terms. Find More from Jake Rosenthal: * Website: https://www.purelegacies.com [https://www.purelegacies.com] * TikTok: https://www.tiktok.com/@jake.r.rosenthal [https://www.tiktok.com/@jake.r.rosenthal] * Instagram: https://www.instagram.com/jake.r.rosenthal/ [https://www.instagram.com/jake.r.rosenthal/] * YouTube: https://www.youtube.com/@Jake.Rosenthal [https://www.youtube.com/@Jake.Rosenthal] * Podcast: Life On Your Terms with Jake Rosenthal Connect with Brian and The Action Academy: * Instagram: https://www.instagram.com/actionacademypodcast/ [https://www.instagram.com/actionacademypodcast/] * Podcast: The Action Academy Podcast [https://www.actionacademypod.com/] Podcast: Life On Your Terms with Jake Rosenthal Thank you for tuning into the "Life On Your Terms" podcast. If you enjoyed this episode, don't forget to leave a review, including topics you’d like to hear. Join us next time as we explore more ways to live life on your terms with inspiring guests and impactful stories.

Neil Shah’s Journey of Resilience and Success in the Hospitality Industry

In today’s episode of the Life On Your Terms Podcast, I chat with Neil Shah, an accomplished hotelier who has navigated the challenges of immigrating to a new country and building a successful business empire. Neil shares his inspiring journey from arriving in the U.S. with a background in electrical engineering to becoming the owner of 10 hotels. We discuss how Neil transitioned from working at an independent hotel in Anaheim to owning multiple properties across different states. Neil’s story is a testament to the power of perseverance, adaptability, and strategic thinking. Tune in to learn more about his unique path to success and the lessons he’s learned along the way. Key Points: * The challenges of immigrating to the U.S. and adapting to a new culture. * The transition from working in the hotel industry to hotel ownership. * Leveraging side hustles and creative financing to bootstrap business ventures. * The importance of building operational expertise before scaling. * The role of patience and strategic timing in long-term business success. What we discuss:  -[00:54] The culture shock of moving from India to the U.S.  -[02:54] Adapting to a new language and environment while working in hotels. - [07:27] Transitioning from hotel employee to hotel owner.  -[10:07] Neil’s first hotel investment and the creative ways he financed it.  -[14:00] Learning the ropes of hotel operations in a branded property. - [16:43] The challenges and opportunities in managing hotels with restaurants.  -[18:47] Expanding the portfolio: Moving from two hotels to ten. - [22:47] The importance of cash flow in the hotel industry.  -[23:38] Strategies for growing a hotel portfolio over time. Guest Insights: Neil emphasizes the importance of resilience, adaptability, and strategic financial planning in achieving business success. His journey from a new immigrant with no connections in the U.S. to owning 10 hotels is an inspiring story of grit and determination. Neil shares his experiences of learning the hotel business from the ground up, the importance of patience, and how creating additional income streams can open up investment opportunities. About Neil Shah: Neil Shah is a seasoned hotelier with over two decades of experience in the hospitality industry. Starting with his first hotel purchase in 2001, Neil has grown his portfolio to 10 hotels. His journey began in India, where he earned a degree in electrical engineering and ran a business before moving to the U.S. Neil’s success is built on a foundation of hard work, continuous learning, and a passion for the hotel industry. Find more from Neil Shah: * Instagram: https://www.instagram.com/nilangs [https://www.instagram.com/nilangs] * Website: https://www.inntechhospitality.com/ [http://www.instanthospitality.com] Connect with Jake Rosenthal: * Website: https://www.purelegacies.com [https://www.purelegacies.com] * TikTok: https://www.tiktok.com/@jake.r.rosenthal [https://www.tiktok.com/@jake.r.rosenthal] * Instagram: https://www.instagram.com/jake.r.rosenthal/ [https://www.instagram.com/jake.r.rosenthal/] * YouTube: https://www.youtube.com/@Jake.Rosenthal [https://www.youtube.com/@Jake.Rosenthal] Podcast: Life On Your Terms with Jake Rosenthal Thank you for tuning into the "Life On Your Terms" podcast. If you enjoyed this episode, don't forget to leave a review, including topics you’d like to hear. Join us next time as we explore more ways to live life on your terms with inspiring guests and impactful stories.