Goal Crazy: How To Start And Grow A Dream Driven Business

Jason VanDevere

Learn directly from 6, 7, and even 9-figure entrepreneurs how they built their businesses from the ground up. These are real, behind-the-scenes conversations about what works, what doesn’t, and what they wish they knew when they were starting out. Hosted by Jason VanDevere—author of Dream Driven, entrepreneur, real estate investor, and creator of the Goal Crazy Planner (used by over 40,000 business owners)—this podcast is your roadmap to finally launching the business you've been dreaming about. If you're serious about starting a business you love, this podcast is for you.

  1. 12/09/2025

    Raising Over $30 Million In Venture Capital: Lessons From Pitching Hundreds Of Investors Ft. Alexander Harmsen │ Ep.95

    In this captivating episode of the Goal Crazy Podcast, host Jason VanDevere sits down with Alexander Harmsen, the visionary founder of Portfolio Pilot. Alexander shares his remarkable journey from aspiring astronaut to tech entrepreneur, highlighting his relentless pursuit of innovation and success. Dive deep into Alexander's experiences as he recounts the challenges and triumphs of pitching to over 100 investors, ultimately raising millions of dollars in venture capital. Discover the strategies and insights that helped him navigate the complex world of fundraising, and learn how his tenacity and unique vision led to the creation of groundbreaking technologies. Whether you're an aspiring entrepreneur or a seasoned professional, this episode offers invaluable lessons on perseverance, innovation, and the art of the pitch. Tune in to be inspired by Alexander's story and gain a fresh perspective on the entrepreneurial journey. Enjoy The Show!  Use promo code “PODCAST” at PorfolioPilot.com to get 30 days free! Guest Links:  https://portfoliopilot.com/?utm_source=podcast&utm_medium=organic&utm_content=goal+crazy Twiter: @AlexHarm Chapters 00:00 Introduction to Entrepreneurship and Background 02:59 The Journey from NASA to Startup Founder 05:57 Building Iris Automation: Challenges and Innovations 10:05 Navigating Regulatory Hurdles in Drone Technology 12:56 The Importance of Customer Discovery and Feedback 18:03 Lessons Learned from Fundraising and Investor Relations 23:58 Securing the First Investor and Building Credibility 25:53 Navigating Investor Feedback and Rejections 29:02 Shifting Strategies: From Vancouver to San Francisco 32:24 Finding the Right Investor Fit 36:24 The Importance of Regulatory Understanding 37:35 Leveraging Past Success for New Ventures 40:19 Identifying Market Gaps in Financial Advisory 45:45 Building a Personalized Financial Advisory Platform 52:13 The Future of AI in Financial Management

    57 min
  2. 11/11/2025

    From Zero to Marketing Agency: The AI Blueprint for Beginners ft. Oliver Clingain │ Ep. 91

    In this engaging episode of the Goal Crazy Podcast, host Jason VanDevere sits down with Oliver Clingain, the innovative founder of Ascenxion Marketing. Oliver shares his journey from being a student-athlete to becoming a successful entrepreneur, highlighting the pivotal moments that led him to establish his own business. With a focus on leveraging AI tools for marketing and growth, Oliver provides valuable insights into the challenges and triumphs of starting a service-based business. Listeners will gain a deeper understanding of the importance of relationship-driven marketing and the role of AI in modern business strategies. As the conversation unfolds, Oliver discusses the significance of perseverance and trusting the process, offering advice to aspiring entrepreneurs on navigating the early stages of business development. He also shares his experiences with various AI tools and project management systems that have been instrumental in his success. Whether you're a tech founder looking to scale or simply interested in the entrepreneurial journey, this episode is packed with actionable insights and inspiration. Connect with Oliver on LinkedIn or Twitter to learn more about his work and explore opportunities for collaboration. Enjoy The Show!  Guest Links:  Linked in: https://www.linkedin.com/in/oliver-clingain/ Instagram: https://www.instagram.com/oliver_clingain/ X: https://x.com/olivercling/status/983128988586475520 Website: https://ascenxion.io/

    29 min
5
out of 5
21 Ratings

About

Learn directly from 6, 7, and even 9-figure entrepreneurs how they built their businesses from the ground up. These are real, behind-the-scenes conversations about what works, what doesn’t, and what they wish they knew when they were starting out. Hosted by Jason VanDevere—author of Dream Driven, entrepreneur, real estate investor, and creator of the Goal Crazy Planner (used by over 40,000 business owners)—this podcast is your roadmap to finally launching the business you've been dreaming about. If you're serious about starting a business you love, this podcast is for you.