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Jason VanDevere - How Dream-Driven Goals Build Resilient Entrepreneurs: Lessons from Real Estate and Beyond cover
Jason VanDevere - How Dream-Driven Goals Build Resilient Entrepreneurs: Lessons from Real Estate and Beyond cover
Real Estate Educators Podcast with Kevin Amolsch

Jason VanDevere - How Dream-Driven Goals Build Resilient Entrepreneurs: Lessons from Real Estate and Beyond

Jason VanDevere - How Dream-Driven Goals Build Resilient Entrepreneurs: Lessons from Real Estate and Beyond

36min |22/10/2025
Play
undefined cover
undefined cover
Jason VanDevere - How Dream-Driven Goals Build Resilient Entrepreneurs: Lessons from Real Estate and Beyond cover
Jason VanDevere - How Dream-Driven Goals Build Resilient Entrepreneurs: Lessons from Real Estate and Beyond cover
Real Estate Educators Podcast with Kevin Amolsch

Jason VanDevere - How Dream-Driven Goals Build Resilient Entrepreneurs: Lessons from Real Estate and Beyond

Jason VanDevere - How Dream-Driven Goals Build Resilient Entrepreneurs: Lessons from Real Estate and Beyond

36min |22/10/2025
Play

Description

Ever wonder why some business owners seem to stay fired up while others burn out chasing “easy money”? Here’s the twist: it’s not about hustling harder or finding the perfect market trend. It’s about building a business that actually funds the life you want—and the real secret is, most entrepreneurs have it backward. In this episode, you’ll hear how a car dealer’s son ditched a “guaranteed” legacy, took a wild leap into planners (yes, paper planners!), and ended up designing a lifestyle more freeing than he ever imagined. The unexpected part? The biggest business breakthroughs don’t start in a boardroom…they start with a daydream. But how do you turn those dreams into real results when challenges hit? Stick around—there’s a simple mindset shift that could change everything.


In this episode, you will be able to:

  • Discover how crafting your lifestyle through entrepreneurship can unlock freedom and fulfillment beyond the typical 9-to-5 grind.

  • Learn the key steps to smoothly shift from a traditional business mindset into the lucrative world of real estate investing.

  • Embrace a dream-driven approach to entrepreneurship that fuels motivation and keeps your goals crystal clear.

  • Master the art of validating your business ideas early to save time, money, and avoid costly mistakes.

  • Uncover powerful strategies to build resilience and tackle the toughest challenges that come with growing your business.


Jason VanDevere is an entrepreneur who’s taken a unique path from his family’s car dealership in Akron, Ohio, to building a life around his true passions. After realizing the car business didn’t light him up the way it did for his dad, Jason took a leap and launched Goal Crazy, a planner business that quickly grew into workshops, coaching, and even a book. He’s also a dedicated real estate investor with 34 apartment units under his belt, using real estate as both an exciting venture and a way to fund the lifestyle he designed for himself. Jason’s all about helping others set massive goals and build businesses that actually support the life they want, not just their bank accounts. His journey is proof that you don’t have to follow the expected path—you can carve your own, as long as you’re willing to get a little crazy and chase what really fires you up.


The key moments in this episode are:
00:00:00 - Journey From Family Car Business to Entrepreneurship
00:05:30 - Starting and Scaling in Real Estate Investing
00:11:34 - Real Estate as a Path to Wealth and Business Challenges
00:19:22 - Validating Your Business Idea: Longing, Lifting, and Lightness
00:24:52 - Leveraging Mentorship to Accelerate Business Success
00:31:07 - Final Advice: Embrace Growth Challenges and Design Your Lifestyle 


The resources mentioned in this episode are:

  • Leave a five-star review for the Real Estate Educators Podcast and share it with a friend.

  • Visit Pine Financial Group at PineFinancialGroup.com to learn more about their private lending and mortgage fund opportunities.

  • Search for the book Dream Driven by Jason VanDevere on Amazon to purchase a copy (look for the bright blue cover with a yellow light bulb).

  • Listen to the Goal Crazy podcast to learn from inspiring entrepreneurs and gain additional business insights.

  • Explore the Goal Crazy planner, workshops, courses, and coaching programs by searching for Goal Crazy online or visiting the associated website.



Hosted by Ausha. See ausha.co/privacy-policy for more information.

Description

Ever wonder why some business owners seem to stay fired up while others burn out chasing “easy money”? Here’s the twist: it’s not about hustling harder or finding the perfect market trend. It’s about building a business that actually funds the life you want—and the real secret is, most entrepreneurs have it backward. In this episode, you’ll hear how a car dealer’s son ditched a “guaranteed” legacy, took a wild leap into planners (yes, paper planners!), and ended up designing a lifestyle more freeing than he ever imagined. The unexpected part? The biggest business breakthroughs don’t start in a boardroom…they start with a daydream. But how do you turn those dreams into real results when challenges hit? Stick around—there’s a simple mindset shift that could change everything.


In this episode, you will be able to:

  • Discover how crafting your lifestyle through entrepreneurship can unlock freedom and fulfillment beyond the typical 9-to-5 grind.

  • Learn the key steps to smoothly shift from a traditional business mindset into the lucrative world of real estate investing.

  • Embrace a dream-driven approach to entrepreneurship that fuels motivation and keeps your goals crystal clear.

  • Master the art of validating your business ideas early to save time, money, and avoid costly mistakes.

  • Uncover powerful strategies to build resilience and tackle the toughest challenges that come with growing your business.


Jason VanDevere is an entrepreneur who’s taken a unique path from his family’s car dealership in Akron, Ohio, to building a life around his true passions. After realizing the car business didn’t light him up the way it did for his dad, Jason took a leap and launched Goal Crazy, a planner business that quickly grew into workshops, coaching, and even a book. He’s also a dedicated real estate investor with 34 apartment units under his belt, using real estate as both an exciting venture and a way to fund the lifestyle he designed for himself. Jason’s all about helping others set massive goals and build businesses that actually support the life they want, not just their bank accounts. His journey is proof that you don’t have to follow the expected path—you can carve your own, as long as you’re willing to get a little crazy and chase what really fires you up.


The key moments in this episode are:
00:00:00 - Journey From Family Car Business to Entrepreneurship
00:05:30 - Starting and Scaling in Real Estate Investing
00:11:34 - Real Estate as a Path to Wealth and Business Challenges
00:19:22 - Validating Your Business Idea: Longing, Lifting, and Lightness
00:24:52 - Leveraging Mentorship to Accelerate Business Success
00:31:07 - Final Advice: Embrace Growth Challenges and Design Your Lifestyle 


The resources mentioned in this episode are:

  • Leave a five-star review for the Real Estate Educators Podcast and share it with a friend.

  • Visit Pine Financial Group at PineFinancialGroup.com to learn more about their private lending and mortgage fund opportunities.

  • Search for the book Dream Driven by Jason VanDevere on Amazon to purchase a copy (look for the bright blue cover with a yellow light bulb).

  • Listen to the Goal Crazy podcast to learn from inspiring entrepreneurs and gain additional business insights.

  • Explore the Goal Crazy planner, workshops, courses, and coaching programs by searching for Goal Crazy online or visiting the associated website.



Hosted by Ausha. See ausha.co/privacy-policy for more information.

Share

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Description

Ever wonder why some business owners seem to stay fired up while others burn out chasing “easy money”? Here’s the twist: it’s not about hustling harder or finding the perfect market trend. It’s about building a business that actually funds the life you want—and the real secret is, most entrepreneurs have it backward. In this episode, you’ll hear how a car dealer’s son ditched a “guaranteed” legacy, took a wild leap into planners (yes, paper planners!), and ended up designing a lifestyle more freeing than he ever imagined. The unexpected part? The biggest business breakthroughs don’t start in a boardroom…they start with a daydream. But how do you turn those dreams into real results when challenges hit? Stick around—there’s a simple mindset shift that could change everything.


In this episode, you will be able to:

  • Discover how crafting your lifestyle through entrepreneurship can unlock freedom and fulfillment beyond the typical 9-to-5 grind.

  • Learn the key steps to smoothly shift from a traditional business mindset into the lucrative world of real estate investing.

  • Embrace a dream-driven approach to entrepreneurship that fuels motivation and keeps your goals crystal clear.

  • Master the art of validating your business ideas early to save time, money, and avoid costly mistakes.

  • Uncover powerful strategies to build resilience and tackle the toughest challenges that come with growing your business.


Jason VanDevere is an entrepreneur who’s taken a unique path from his family’s car dealership in Akron, Ohio, to building a life around his true passions. After realizing the car business didn’t light him up the way it did for his dad, Jason took a leap and launched Goal Crazy, a planner business that quickly grew into workshops, coaching, and even a book. He’s also a dedicated real estate investor with 34 apartment units under his belt, using real estate as both an exciting venture and a way to fund the lifestyle he designed for himself. Jason’s all about helping others set massive goals and build businesses that actually support the life they want, not just their bank accounts. His journey is proof that you don’t have to follow the expected path—you can carve your own, as long as you’re willing to get a little crazy and chase what really fires you up.


The key moments in this episode are:
00:00:00 - Journey From Family Car Business to Entrepreneurship
00:05:30 - Starting and Scaling in Real Estate Investing
00:11:34 - Real Estate as a Path to Wealth and Business Challenges
00:19:22 - Validating Your Business Idea: Longing, Lifting, and Lightness
00:24:52 - Leveraging Mentorship to Accelerate Business Success
00:31:07 - Final Advice: Embrace Growth Challenges and Design Your Lifestyle 


The resources mentioned in this episode are:

  • Leave a five-star review for the Real Estate Educators Podcast and share it with a friend.

  • Visit Pine Financial Group at PineFinancialGroup.com to learn more about their private lending and mortgage fund opportunities.

  • Search for the book Dream Driven by Jason VanDevere on Amazon to purchase a copy (look for the bright blue cover with a yellow light bulb).

  • Listen to the Goal Crazy podcast to learn from inspiring entrepreneurs and gain additional business insights.

  • Explore the Goal Crazy planner, workshops, courses, and coaching programs by searching for Goal Crazy online or visiting the associated website.



Hosted by Ausha. See ausha.co/privacy-policy for more information.

Description

Ever wonder why some business owners seem to stay fired up while others burn out chasing “easy money”? Here’s the twist: it’s not about hustling harder or finding the perfect market trend. It’s about building a business that actually funds the life you want—and the real secret is, most entrepreneurs have it backward. In this episode, you’ll hear how a car dealer’s son ditched a “guaranteed” legacy, took a wild leap into planners (yes, paper planners!), and ended up designing a lifestyle more freeing than he ever imagined. The unexpected part? The biggest business breakthroughs don’t start in a boardroom…they start with a daydream. But how do you turn those dreams into real results when challenges hit? Stick around—there’s a simple mindset shift that could change everything.


In this episode, you will be able to:

  • Discover how crafting your lifestyle through entrepreneurship can unlock freedom and fulfillment beyond the typical 9-to-5 grind.

  • Learn the key steps to smoothly shift from a traditional business mindset into the lucrative world of real estate investing.

  • Embrace a dream-driven approach to entrepreneurship that fuels motivation and keeps your goals crystal clear.

  • Master the art of validating your business ideas early to save time, money, and avoid costly mistakes.

  • Uncover powerful strategies to build resilience and tackle the toughest challenges that come with growing your business.


Jason VanDevere is an entrepreneur who’s taken a unique path from his family’s car dealership in Akron, Ohio, to building a life around his true passions. After realizing the car business didn’t light him up the way it did for his dad, Jason took a leap and launched Goal Crazy, a planner business that quickly grew into workshops, coaching, and even a book. He’s also a dedicated real estate investor with 34 apartment units under his belt, using real estate as both an exciting venture and a way to fund the lifestyle he designed for himself. Jason’s all about helping others set massive goals and build businesses that actually support the life they want, not just their bank accounts. His journey is proof that you don’t have to follow the expected path—you can carve your own, as long as you’re willing to get a little crazy and chase what really fires you up.


The key moments in this episode are:
00:00:00 - Journey From Family Car Business to Entrepreneurship
00:05:30 - Starting and Scaling in Real Estate Investing
00:11:34 - Real Estate as a Path to Wealth and Business Challenges
00:19:22 - Validating Your Business Idea: Longing, Lifting, and Lightness
00:24:52 - Leveraging Mentorship to Accelerate Business Success
00:31:07 - Final Advice: Embrace Growth Challenges and Design Your Lifestyle 


The resources mentioned in this episode are:

  • Leave a five-star review for the Real Estate Educators Podcast and share it with a friend.

  • Visit Pine Financial Group at PineFinancialGroup.com to learn more about their private lending and mortgage fund opportunities.

  • Search for the book Dream Driven by Jason VanDevere on Amazon to purchase a copy (look for the bright blue cover with a yellow light bulb).

  • Listen to the Goal Crazy podcast to learn from inspiring entrepreneurs and gain additional business insights.

  • Explore the Goal Crazy planner, workshops, courses, and coaching programs by searching for Goal Crazy online or visiting the associated website.



Hosted by Ausha. See ausha.co/privacy-policy for more information.

Share

Embed

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