PODCAST · business
Diehard Entrepreneur Stories
by Devin Ramos
Hi, I’m Devin Ramos, and welcome to Diehard Entrepreneur Stories—a podcast built for entrepreneurs who won’t settle, who fight through the tough times, and know there’s something extraordinary inside, waiting to be unleashed. 💪 On this podcast, I have the privilege of interviewing countless entrepreneurs, and witnessing the relentless grit it takes to succeed. I sit down with those who’ve been in the trenches, faced setbacks, and came out the other side. Together we extract the lessons that can help you do the same. I started this podcast to share the raw, unfiltered stories and lessons learned of entrepreneurs who faced challenges and still came out on top. You’ll hear from incredible entrepreneurs 👩🏻💼👨🏻💼 like a blind and deaf entrepreneur who survived a devastating explosion in the military then went on to build a successful confectionary business 💼. You’ll hear stories from six-figure earners who quit their corporate jobs to chase their passion in real estate 🏡 and th
Episodes
-
The End of Diehard Entrepreneur Stories: Why I'm Choosing Focus over Everything | EP52
This is the most important message I've ever recorded. In this final episode of Diehard Entrepreneur Stories, I share a decision I've been wrestling with and the powerful lesson behind it: Exponential growth is only possible through ruthless focus and deliberate elimination. This isn't about...
-
Flips Out, Funds In: Mike Simmons’ Pivot to Lending Millions | Ep 51
What does it take to build a thriving 7-figure real estate business and successfully pivot into hard money lending? In this episode of Diehard Entrepreneur Stories, Devin Ramos talks with Mike Simmons, who grew a successful house flipping and wholesaling business over a decade before co-founding...
-
The Real Cost of Marketing in 2025 and How We're Cutting It | EP50
Feeling like your marketing costs are rising but sales are dropping in 2025? In this video, I share real stories from my real estate and cleaning businesses about how we handle higher marketing expenses, fewer quality leads, and lower sales conversions. Learn simple ways to save money on…
more -
Navid Attayan Escaped Iran, Slept in a Camp, and Now Dominates Real Estate | Ep 49
What can a refugee teach you about resiliency? In this episode of Diehard Entrepreneur Stories, I sit down with Navid Attayan, a professional real estate investor and founder of multiple businesses. Navid's incredible journey from being a refugee from Iran to a US Army Special Operations veteran...
-
From Wholesaling to Private Money: Cory Lawson's Journey to Long-Term Wealth | EP48
🤔What can real estate investing teach us about adaptability, strategic thinking, and the power of putting capital to work for long-term wealth? ⚡️In this episode of Die Hard Entrepreneur Stories, I sit down with Cory Lawson, a seasoned sales and marketing professional who made a bold move during...
-
Broken to Built: The Making of a Purpose Driven Leader with Jeremy Resmer | EP47
What does it take to turn hard times into new chances and build a business that supports your life’s true goals? In this inspiring episode of DieHard Entrepreneur Stories, Jeremy Resmer tells his amazing story—from working in the remote Kenyan countryside facing many challenges, to going through...
-
The 3-Part Freedom Formula in Business | EP46
Ready to break free from the 9-to-5 grind and discover the true meaning of freedom in entrepreneurship? In this episode of Diehard Entrepreneur Stories, I dive deep into the emotional journey of seeking freedom while running a business. I share the hard truths about bondage behind the dream, why...
-
Mastering Money, Mindset, and Business - The Michael Glaspie Playbook | EP45
What can a former Special Forces Green Beret teach us about mastering money, entrepreneurship, and building a next-level finance business? In this episode of Diehard Entrepreneur Stories, I sit down with Mike Glaspie, former Green Beret-turned-CFO and founder of G2 Business Solutions, to dive…
more -
These Two Things Are the Foundation of My Entrepreneurial Success | Ep 43
What if the key to your entrepreneurial success lies not just in skills, but in your beliefs? In this episode of Diehard Entrepreneur Stories, we explore how success comes from doing what you set out to do by understanding and aligning your mindset and abilities. Many confuse skill gaps with...
-
This Cyber Warrant Officer Makes More from AI Business Than His Military Pay—Justin Melendez | Ep 42
Discover the inspiring journey of Justin Melendez, a military veteran turned successful entrepreneur and founder of LeadBrain.io. In this episode of Diehard Entrepreneurs, learn how Justin transitioned from a veteran Soldier from the 160th Special Operations Aviation Regiment and real estate...
-
How I Use a P&L to Find What’s Broken in My Business | EP 41
Ready to take control of your business finances using military-proven strategies? In this episode of Diehard Entrepreneur Stories, I share how I analyze my Profit & Loss statement like a pro, using methods I learned during my time in the intelligence community. This approach helps me quickly spot...
-
From SEAL Team to CEO: Surrender & Flow with Ty Smith | Ep 40
What can a Navy SEAL teach us about leadership, resilience, and building a mission-driven business? In this episode of Diehard Entrepreneur Stories, I sit down with Ty Smith, retired Navy SEAL and CEO of CommSafe AI, to talk about his remarkable journey from the streets of East St. Louis to…
more -
Legacy Over Hustle: How Real Men Lead at Home and in Business | Ep 39
In this episode of Diehard Entrepreneur Stories, we sit down with Terry Wilson, founder of Tactical Edge Coaching & Consulting and a 24-year military veteran, most of it spent in U.S. Special Forces. Known as “Trailer” in the military, Terry shares a raw and powerful conversation on leadership,...
-
Lindsay Arko on Turning Messy Sales Teams into Relentless Accountable Closers | Ep 38
In this episode of Diehard Entrepreneur Stories, Lindsay Arko shares her inspiring journey from corporate America to becoming the COO of Blackjack Real Estate, highlighting the pursuit of both income and time freedom. She discusses the mindset shifts required to transition successfully…
more -
5 Productivity Rules that Changed my Life | Ep 37
Want to finally take control of your time and get more done — without burning out? In this episode of Diehard Entrepreneur Stories, I’m sharing five productivity strategies that have shaped how I run my life and business — straight from my own journey, including lessons from my military…
more -
From Black Ops to Boardrooms: How Elite Training Builds Elite Leaders with Ric Prado | Ep 36
What can a former CIA officer teach us about leadership, legacy, and getting things done — in life and in business? In this episode of Diehard Entrepreneur Stories, I sit down with my friend and mentor Ric Prado, author of Black Ops: The Life of a CIA Shadow Warrior. Ric spent 24 years with the...
-
Unchained: How Fitness, Faith, and Brotherhood Rebuilt a Life with Anthony Autry | Ep 35
In this inspiring episode of Diehard Entrepreneur Stories, Anthony Autry shares the transformative path that shaped him into a purpose-driven entrepreneur, mentor, and leader. Through discipline, community, and an unwavering commitment to growth, Anthony has created a life centered around service...
-
Bankruptcy, Prison and a Comeback Worth Millions: Jesse Trujillo's Wild Real Estate Journey | Ep 34
How Jesse Trujillo Rebuilt His Life After Bankruptcy and Wrongful Imprisonment In this powerful episode of Diehard Entrepreneur Stories, real estate investor Jesse Trujillo takes us through an emotional and inspiring journey of perseverance, mindset, and redemption. From facing bankruptcy to...
-
The Importance of Building a Business That Works for You with Andy McFarland | Ep 33
What does it really mean to build a business that serves your life—and unlock true freedom? In this episode of Diehard Entrepreneur Stories, real estate investor and business builder Andy McFarland shares the personal journey and strategic mindset behind creating a business that truly works for...
-
The #1 Reason Your Business Is Stuck (And How to Break Free) | Ep 32
What’s the one thing even the smartest, most driven people do that quietly sabotages their success? In this episode of Diehard Entrepreneur Stories, I tackle a mindset killer that holds people back more than they realize: excuses. Whether you're leading a team, growing a business, or trying to...
-
The Capital Raising Secrets No One Tells You — Until Now with Bill Allen | Ep 31
Are you an entrepreneur or real estate investor trying to raise capital but not sure where to start — or how to get people to actually trust you with their money? In this episode, Bill Allen shares the full roadmap. From Navy test pilot to 8-figure investor, Bill breaks down the real strategies...
-
How David Pere Built a Sticky Community of 70,000+ Vets Amidst Fears, Failures and Litigation | Ep 30
In this powerful episode, Dave Pere, founder of From Military to Millionaire, shares the full story behind his transition from active-duty military service to becoming a successful real estate investor, entrepreneur, and community builder. Dave dives deep into how a brand born out of a simple…
more -
How to Win After Losing it All with Tyler Jensen | EP 29
What happens when the market crashes, your personal life falls apart, and the business you built starts slipping through your fingers? Most people fold. But Tyler Jensen rebuilt—faster, leaner, and more focused than ever. In this powerful episode of Diehard Entrepreneur Stories, Tyler takes us...
-
Building a $30MM Brand After Firing His Top Leaders—How Joseph Druther Reclaimed His Culture | EP 28
In this episode of Diehard Entrepreneur Stories, Joseph Druther—successful real estate entrepreneur—shares his journey from being a young plumber to building a thriving real estate business. Joseph takes us through his transition from house flipping to new construction and reveals how the lessons...
-
How Pecan Pies Built Allie Williamson's 4M a Year Cleaning Empire! | EP 27
What does it take to build a $4 million cleaning business from the ground up? In this episode of Diehard Entrepreneur Stories, Allie Williamson reveals how she transformed Southern Domestic Diva from a simple side hustle into a thriving cleaning empire. She shares her early experiences, the...
-
How to Take a Quantum Leap in Business and Life with Coach Michael Burt | Ep 26
What does it take to make a quantum leap in business and life? In this episode of Diehard Entrepreneur Stories, Coach Michael Burt—author, speaker, and the driving force behind the Greatness Factory—shares how he transitioned from a championship basketball coach to a top entrepreneurial voice on...
-
He Scaled a Multi-Million Dollar Brand and Shaped Gun Culture—Lucas Botkin’s Next Move Is Even Bigger | EP 25
What does it take to turn a side project into a multimillion-dollar business? In this episode of Diehard Entrepreneur Stories, Lucas Botkin, the visionary behind T-Rex Arms, reveals how he went from a garage startup to leading one of the most influential companies in the firearms accessories...
-
From Courtroom to Boardroom: Defying Odds with Adam Whitney! | EP 24
In this episode, I sit down with my good friend Adam Whitney, a Marine Corps veteran turned real estate investor, entrepreneur, and now CEO of 7-Figure Flipping to talk about his journey from a tough upbringing to building a successful career in real estate and business. I've watched Adam for a...
-
Orange Bikes?! The strange moves that helped launch a billion-dollar brand with Terry Blachek | EP 23
In this episode of Diehard Entrepreneur Stories, I sit down with Terry Blachek to dive into his journey of building and scaling a fitness empire. With over 30 years in the fitness industry, Terry has faced countless challenges, and he shares the emotional and mental resilience needed to overcome...
-
Life After Service: Applying Military Skills to Entrepreneurship feat. Rich McDaniel | Ep 22
Some journeys are not just about success. They are about losing what you once knew and finding the strength to rebuild.⚒️ In this episode of Diehard Entrepreneur Stories, I am with Rich McDaniel, a Navy veteran who spent two decades in service before stepping into the challenge of…
more -
Military Entrepreneur Mindset: Financial Freedom Through Entrepreneurship w/ Jamie Tilke | Ep 21
💡 Should you risk everything for a vision no one else can see? Jamie Tilke did. After 25 years in the military, Jamie made the bold decision to leave behind everything familiar and step into the world of entrepreneurship. In this conversation, he shares his journey — from being deep in debt to...
-
Embracing the Unknown and Finding Success Beyond Comfort in Real Estate with Derek Bottoms | Ep 20
What if the life you want is on the other side of everything that feels comfortable? Welcome back to Diehard Entrepreneur Stories! In this episode, Derek Bottoms, founder of Small Town Investments, shares the raw, uncertain moments that define a true leap of faith. When his 👔💻 job was slipping...
-
How to Align Core Values with Business to Give Back and Drive Change feat. Tyler Goble | Ep 19
🤯 How do you juggle multiple ventures while staying true to your purpose and mission? Join us in Diehard Entrepreneur Stories as Tyler Goble opens up about balancing a military career with the unrelenting demands of entrepreneurship. 🎖️ As a Marine Corps infantry officer, Tyler didn’t just face...
-
TJ White’s Relentless Pursuit: How Continuous Growth Shaped His Entrepreneurial Career | Ep 18
🛠️ Can life forge us like steel, tempering our edges through fire and pressure? TJ White’s journey began in a turbulent childhood, shaped by his Army Ranger service, and eventually led him to the uncertain world of entrepreneurship. Each challenge became a stepping stone, turning adversity into...
-
A Mission to Build a Brand with Purpose Beyond Profits feat. Edward Howard | Ep 17
Should every experience in life be a building block for your next step? Edward Howard’s journey as an entrepreneur shows that it can be. Join us on Diehard Entrepreneur Stories as we learn how Edward’s past shaped his approach to building Official Wings 🍗 and navigating the unpredictable path of...
-
TOP 10 Business Lessons from 2024 That Will Help You Avoid Major Pitfalls in 2025 | Ep 16
🔔 Do you ever notice how the hardest moments bring the most growth? This week on Diehard Entrepreneur Stories podcast, I reflect on the invaluable lessons learned in 2024 — lessons that will shape my entrepreneurial journey as I move into 2025 📅. Last year, I was pushed to step outside my…
more -
From Military to Entrepreneur: Warsaw DelRosario’s Resilience to Overcome Life’s Challenges | Ep 15
In this episode of Diehard Entrepreneur Stories, Warsaw Del Rosario shares how he navigated life after a career that once defined him. 🛡 As a Special Operations soldier, he lived by purpose and discipline. But when the uniform came off, uncertainty took its place. Warsaw turned his resilience…
more -
Our First Big Deals: The Chaos, Setbacks, and Lessons That Shaped Us as Entrepreneurs | Ep 14
Your first big deal is rarely smooth — it's chaotic, nerve-wracking, and full of surprises. 🌪️ But those beginnings are what shape us as entrepreneurs. On this episode of the 🎙️ Diehard Entrepreneur Stories Podcast, Ron Angel and I open up about the raw, real stories of our first experiences as...
-
How to Scale an E-Commerce Business Through Smart Decisions with Michael O’Rourke | Ep 13
🤔 What does it take to reinvent yourself in a world that’s constantly changing? In this week’s episode of Diehard Entrepreneur Stories, I sit down with Michael O’Rourke, a visionary who transformed his career from corporate wellness into the fast-paced world of e-commerce 💻. His story is not…
more -
How Cody Davis Went From Teen Investor to 200+ Units | Ep 12
On this week’s episode of Diehard Entrepreneur Stories, I’m thrilled to introduce Cody Davis, a trailblazing real estate entrepreneur who’s proving age is just a number. Cody started investing at just 19 years old, and through strategic deals and sheer determination, he’s built a portfolio of…
more -
Create a Vision that Pushes You Forward - Here's How! | Ep 11
What would change if you could clearly see the future you’re working toward? In this episode of Diehard Entrepreneur Stories, I’m revealing why a clear vision is the foundation of everything—especially for entrepreneurs. It’s not about setting goals or creating strategies; it’s about truly...
-
Your Lack of Focus is Costing You Everything - Here's How to Fix It with Ron Angel | Ep 10
🎯 How does skydiving reflect the challenges of entrepreneurship? In this episode of Diehard Entrepreneur Stories, I sit down with Ron Angel to uncover how focus, decision-making, and learning from mistakes can transform both extreme sports and business success. This week, I had the privilege of...
-
Kevin Kennedy Jr.'s Journey in Dentistry and Entrepreneurship | Ep 9
What’s the key to growing a successful business while staying true to your values? In this episode of Diehard Entrepreneurship Stories, Dr. Kevin Kennedy Jr. shares the journey of transforming from a pediatric dentist to a thriving entrepreneur, exploring the challenges, strategies, and…
more -
Rewriting Your Mindset: Reaffirming, Modifying, or Replacing Beliefs | Ep 8
In this episode of Diehard Entrepreneur Stories, I talk about something every entrepreneur needs to understand: how your beliefs shape your destiny. Your mindset influences everything you do— the risks you take, the opportunities you seize, and how you react to failure. I take you through…
more -
Pivoting the Right Way: When to Do It and Succeed with Vaughn Bethell | Ep 7
💥 What happens when your plans are upended, and the only way forward is to pivot? On this episode of Diehard Entrepreneur Stories, we uncover the transformative power of pivoting through the journey of Vaughn Bethell—a resilient entrepreneur who redefined his path in the face of shifting tides....
-
How Lyle Spann Built a Business on Faith, Integrity, and Relationships | Ep 6
🎙️ This week on Diehard Entrepreneur Stories, I had the privilege of sitting down with Lyle Spann — a real estate investor 🏘️, entrepreneur, and founder of Sparrow REI. But more than that, Lyle is a man of faith ✝️, a builder of relationships, and someone who has turned life’s challenges into a...
-
My Battle with Flesh-Eating Disease: A Life-Altering Event That Didn't End My Dreams | Ep 5
Hey everyone, it’s Devin Ramos. In this podcast episode, I’m with my good friend Ron Angel to share one of the most challenging and humbling experiences of my life as an entrepreneur, husband, father, and person of faith. 📢 We get into the details about my battle with necrotizing fasciitis — a...
-
Shifting from Landscaping Business to Million-Dollar Flips with Jansen McLendon | Ep 4
🔍 What drives someone to rise above their toughest moments and build a life of purpose and impact? Welcome to Diehard Entrepreneur Stories! In this episode, I’m with Jansen McLendon, founder of Cornerstone Properties and a dedicated real estate investor. Jansen’s success story is rooted in...
-
From $300 to Multiple Six-Figures: Navigating Jewelry and MLM Business feat Crystal Mitchell | Ep 3
Hear out Crystal Mitchell's story, a supermom and an amazing entrepreneur who broke some limiting beliefs as she started her business, Crystal's Backyard Boutique. She turned her passion for affordable fashion jewelry into a successful venture, offering $5 pieces through live sales on Facebook.…
more -
Quitting a Six-Figure Tech Job to Pursue Real Estate Investing with Ron Angel | Ep 2
Welcome back to Diehard Entrepreneur Stories! My guest for this episode is no other than Ron Angel, a seasoned entrepreneur and real estate investor who has built and scaled multiple successful businesses. As the founder of DivZero Capital, RnD Capital, and RnA Acquisitions, Ron’s ventures...
We're indexing this podcast's transcripts for the first time — this can take a minute or two. We'll show results as soon as they're ready.
No matches for "" in this podcast's transcripts.
No topics indexed yet for this podcast.
Loading reviews...
ABOUT THIS SHOW
Hi, I’m Devin Ramos, and welcome to Diehard Entrepreneur Stories—a podcast built for entrepreneurs who won’t settle, who fight through the tough times, and know there’s something extraordinary inside, waiting to be unleashed. 💪 On this podcast, I have the privilege of interviewing countless entrepreneurs, and witnessing the relentless grit it takes to succeed. I sit down with those who’ve been in the trenches, faced setbacks, and came out the other side. Together we extract the lessons that can help you do the same. I started this podcast to share the raw, unfiltered stories and lessons learned of entrepreneurs who faced challenges and still came out on top.
You’ll hear from incredible entrepreneurs 👩🏻💼👨🏻💼 like a blind and deaf entrepreneur who survived a devastating explosion in the military then went on to build a successful confectionary business 💼. You’ll hear stories from six-figure earners who quit their corporate jobs to chase their passion in real estate 🏡 and th
HOSTED BY
Devin Ramos
CATEGORIES
Loading similar podcasts...
Frequently Asked Questions
How many episodes does Diehard Entrepreneur Stories have?
Diehard Entrepreneur Stories currently has 52 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.
What is Diehard Entrepreneur Stories about?
Hi, I’m Devin Ramos, and welcome to Diehard Entrepreneur Stories—a podcast built for entrepreneurs who won’t settle, who fight through the tough times, and know there’s something extraordinary inside, waiting to be unleashed. 💪 On this podcast, I have the privilege of interviewing countless...
How often does Diehard Entrepreneur Stories release new episodes?
Diehard Entrepreneur Stories has 52 episodes. Check the episode list to see recent publication dates and frequency.
Where can I listen to Diehard Entrepreneur Stories?
You can listen to Diehard Entrepreneur Stories on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.
Who hosts Diehard Entrepreneur Stories?
Diehard Entrepreneur Stories is created and hosted by Devin Ramos.
URL copied to clipboard!