Diehard Entrepreneur
Stories Podcast
We learn, grow, identify the patterns, and come out on top, winning. For me, being a Diehard Entrepreneur has meant growing in two areas in my life simultaneously. First, internally, I'm constantly working to become a better person, sharpening my skills, creating more discipline, better habits, so I can show up fully in life and in business.
Second, externally, it's about the relentless pursuit of building and scaling impactful businesses. This means mastering leadership, refining strategies, and embracing both successes and setbacks as essential parts of the journey. By aligning personal growth with entrepreneurial ambition, I aim to not just achieve financial success, but also leave a lasting legacy that uplifts my family, community, and everyone my work touches.
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What is a Diehard Entrepreneur?
A Diehard Entrepreneur embodies resilience, determination, and an unyielding commitment to growth. They thrive in the face of adversity, learning from every challenge and setback while continually moving forward. For a Diehard Entrepreneur, success isn’t just a goal—it’s a journey defined by persistence, adaptability, and the relentless pursuit of purpose. This mindset transcends business; it’s a way of life that blends personal growth, innovation, and unwavering belief in potential.
In fact, the term “Diehard Entrepreneur” feels almost redundant. True entrepreneurship inherently demands the diehard mindset. Building something from the ground up, navigating failures, and pushing beyond limits require grit and an unshakable vision. Without the resilience to persevere through obstacles and the passion to forge ahead when the odds are against you, entrepreneurship simply doesn’t exist.
Meet Your Host
I’m Devin Ramos, and welcome to Diehard Entrepreneur Stories—a podcast built for those who won’t settle, who fight through the tough times, and know there’s something extraordinary inside them waiting to be unleashed. 💪 I’ve had the privilege of interviewing countless business owners, and witnessing the relentless grit it takes to succeed.
I’ll sit down with entrepreneurs who’ve been in the trenches, faced setbacks, and come out the other side with lessons that can help you do the same. I started this podcast to share the raw, unfiltered stories of entrepreneurs who faced challenges and still came out on top.
Latest Episodes
Episode 24 - From Courtroom to Boardroom: Defying Odds with Adam Whitney!
From facing a courtroom to leading boardrooms, Adam Whitney’s journey is anything but ordinary. In this episode, he shares how the Marine Corps, grit, and faith helped him build a real estate empire. Get ready for bold insights, hard-earned lessons, and serious entrepreneurial fire.
Episode 12 - How Cody Davis Went From Teen Investor to 200+ Units
At just 19, Cody Davis started investing in real estate—and now he owns over 200 rental units. In this episode, he shares how creative financing, mentorship, and relentless determination helped him scale fast. Tune in for insights on vision, persistence, and making bold moves in real estate!
Episode 13 - How to Scale an E-Commerce Business Through Smart Decisions with Michael O’Rourke
Michael O’Rourke went from corporate wellness to e-commerce success, mastering digital marketing, Amazon strategies, and B2B growth. In this episode, he shares how adaptability, smart decision-making, and resilience helped him scale. Tune in for key insights on navigating challenges and building a thriving online business!
Episode 14 - Our First Big Deals: The Chaos, Setbacks, and Lessons That Shaped Us as Entrepreneurs
Your first big deal is never easy—it's chaotic, unpredictable, and full of lessons. In this episode, Ron Angel and I share our raw experiences, from battling setbacks to learning resilience. Hear how early failures shaped our success and what it really takes to push through as an entrepreneur!
Episode 15 - From Military to Entrepreneur: Warsaw DelRosario’s Resilience to Overcome Life’s Challenges
After serving as a Special Operations soldier, Warsaw DelRosario faced uncertainty beyond the uniform. Through resilience and faith, he built businesses empowering veterans, overcoming setbacks, and turning failure into strength. Tune in for his powerful journey from military discipline to entrepreneurial success!
Episode 16 - TOP 10 Business Lessons from 2024 That Will Help You Avoid Major Pitfalls in 2025
The hardest moments bring the biggest growth. In this episode, I reflect on the key lessons from 2024—mistakes, challenges, and breakthroughs that shaped my journey. Learn how to make smarter decisions, stay focused, and avoid common pitfalls as you move into 2025!
Are You a Diehard Entrepreneur?
Your entrepreneurial journey is more than just a path to success—it's a testament to resilience, passion, and unwavering commitment. You’ve faced challenges head-on, turned setbacks into stepping stones, and built something that reflects not just your vision but your determination to create lasting impact.
If this sounds like you, we’d love to hear your story.
Diehard Entrepreneur Stories is where bold entrepreneurs share their wisdom, experiences, and the lessons they’ve learned along the way. By coming on the podcast, you have the opportunity to inspire others, offer valuable insights, and showcase the strategies that have driven your success.
Are you ready to share your journey with an audience eager to learn from your hard-won expertise? Click below and let’s bring your story to life.
What People Say
Loved It!
I just listened to a great episode on mindset. Some really good advice in there. I'm pumped to check out the rest of them!
Authentic Stories for Aspiring Entrepreneurs
I'm blown away by the quality of content on this podcast. Devin brings amazing guests, sharing down to earth authentic stories. If you're an entrepreneur or someone considering taking the entrepreneurial leap, you need to check this show out.
Inspiring Guests and Powerful Stories – A Must-Listen Podcast!
Devin brings on amazing guests with meaningful stories sharing hard earned lessons. Already binged the first 5 episodes and can't wait for them to keep dropping. I think this will be on my main podcast rotation for a long time.
I cannot recommend Devin enough!
He helped with his skills on operations to offering invaluable marketing insights, he provided tailored advice that truly will help us lift off! His strategic approach, deep industry knowledge, and ability to understand my specific challenges made all the difference. Thanks for your guidance!
I'm blown away by the quality of content on this podcast.
Devin brings amazing guests, sharing down to earth authentic stories. If you're an entrepreneur or someone considering taking the entrepreneurial leap, you need to check this show out.
Excellent
Great stuff here from Devin. The guests are top notch along with the quality of the content. You won't be disappointed. Looking forward to more episodes.
Entrepreneur Therapy
Diehard Entrepreneur Stories is my new favorite podcast. Only a fellow entrepreneur truly knows the struggles and triumphs of entrepreneurship. The average person only sees the successful outcomes, they aren't aware of the long hours, self-doubt, and failures it took to achieve that success. This podcast brings in active investors who are taking action, putting in the work, failing forward, and sharing unfiltered and vulnerable lessons from the front lines.
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