PODCAST · business
Journey To Legacy
by Wayne Veldsman
The Journey to Legacy podcast (formerly Work Grind Hustle) is a transparent look into the crazy world of entrepreneurship and what it truly takes to leave a legacy in this world. Join us twice per week as we take a deep dive into the adventures & stories of entrepreneurs and how they're ceasing the endless opportunities that life throws at them!Tune in as Wayne Veldsman, interviews entrepreneurs from around the world and tells stories around the most up to date tips and tricks that are uncovered in the day to day journey to legacy.
Episodes
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How to Find Your Purpose Before You Feel Ready | Jonathan Domsky, Kidorable co-founder and founder of Untangled Coaching | JTL 159
Jonathan Domsky learned how to invoice after making his first sale. More than two decades later, a familiar walk beside Lake Michigan helped him recognise that he wanted to become a coach. In this episode of Journey to Legacy, Wayne Veldsman talks with Jonathan about finding your purpose,...
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He Reached the C-Suite and Lost Himself | Graham Skidmore on Burnout and Identity | JTL 158
At the height of his success, Graham Skidmore was also at the height of his misery. Graham spent 20 years helping Quicken Loans, now Rocket Mortgage, grow from around 400 people to 20,000. He reached the C-suite, led a smaller company as CEO and earned a high six-figure income. Then, sitting in...
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The Day I Fired My Wife| Rob Ferguson on Family First vs Business First | JTL 157
Rob Ferguson spent thirty years climbing to CEO of a $400 million company, then walked away to turn around a hundred-year-old family business with seventeen cousins on the cap table, selling it for more than $100 million. At fifty, standing on what looked like the top of the ladder, he realized...
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How to Actually Get Out of Your Comfort Zone | Neil Thubron, Arctic Ultra Winner | JTL 156
Everyone tells you to get out of your comfort zone. Almost nobody tells you what to physically do on a Tuesday morning. Neil Thubron spent thirty years at IBM, from typewriter engineer to senior executive, before leaving to build his own coaching practice. He also became the first Briton to win…
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Why You're Avoiding Your Own Business Numbers | Rebecca Irey, 35 years in finance | JTL 155
Everybody works hard, but not everybody gets ahead. Rebecca Irey, founder of Blue Skye Financial, has spent 35 years in the industry watching the difference come down to strategy, not effort. In this episode, you'll learn: -Why avoiding your own business numbers is costing you more than you think...
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Financial Planning Ignores 25% of Adults | Scott Barnes, CFP, Childfree Wealth | JTL 154
Scott Barnes spent 25 years inside traditional financial planning before he realized the entire model was built on one assumption: that you will have children, and that the point of building wealth is to hand it over. Roughly 25% of US adults are childfree. There is no chapter in the financial...
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AI Voice Cloning Is Stealing Thousands - Here's How to Stop It | Robert Siciliano Cybersecurity expert | JTL 153
A scammer calls. The number is your daughter's. The voice screaming for help is your daughter's. Except it isn't - it's AI voice cloning, and it's good enough to make a parent wire thousands of dollars to a stranger. In this episode, Wayne sits down with Robert Siciliano, CEO of Protect Now LLC…
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He Sold One T-Shirt. Built an Empire. | Rick Lowe, Founder of Brands In Limited | JTL 152
Rick Lowe showed up to Portobello Market in 2003 with a suitcase full of Space Invaders T-shirts and spent nine hours in the cold London rain trying to sell them. He sold one. Most people would have gone home. Rick looked at that single sale and thought: "Good. Now I just need to find more…
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The 4 Things AI Will Never Replace | Ross Barnes - 25 years in AI & tech | JTL 151
Ross Barnes spent 25 years in tech and advertising, ending up as Global CTO at a WPP agency where he helped scale the business from 15 people to over 1,500, and revenue from $80M to over $1B a year. He's led AI and data strategy for Toyota, Lexus, EA Sports and British Airways, has been featured…
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The Most Dangerous Place You'll Ever Live Is a Nice Enough Life | Krisztian Kiraly | JTL 150
What happens when you build a whole career — only to realize the life you created is no longer the life you want? In this episode of Journey to Legacy, I sit down with Krisztian Kiraly, from OptiMonk, to talk about one of the most honest reinvention stories I've heard. Krisztian went from 15+…
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What You Won't Sacrifice, Will Become The Sacrifice | Marco Duarte founder of Duarte Media | JTL 149
At 18, Marco Duarte left hisfamily in Guatemala on a full athletic scholarship and moved to the United States - knowing almost no one, barely speaking English, and learning to swimin a very different kind of deep end. Then, when most people would have settled, he moved again - this time to South...
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He managed $250M in real estate at 25 - then drained his 401k to start over | Tyler Dunagin | JTL 148
At 25, Tyler Dunagin was managing a quarter billion dollars in real estate assets for someone else. He had the title, the income, and the career path everyone said to want. Then he drained his 401k, bought a box truck, and started flipping apartments. His parents asked: "Are you sure?" He said:...
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He Lost Everything & Built an Empire | Mike Milligan, Founder of One Oak Financial | JTL 147
What if everything you thought about financial planning was wrong? In this episode Mike Milligan - founder of One Oak Financial, Amazon bestselling author, and one of the most compelling voices in personal finance today - had a conversation with me that goes far deeper than money. Mike shares how...
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He Quit Investment Banking After One Trip… Here’s Why | Christopher Hill | JTL 146
What if your next trip didn’t just change your mood… but your entire life? In this episode of Journey to Legacy, Wayne Veldsman sits down with Christopher Hill, founder of Impact Destinations and Hands Up Holidays, to unpack how one trip to South Africa completely shifted his path - from…
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The Safest Move in Money… Is Taking Risk | Kam Dasani (Full-Time Trader) | JTL 145
What if “playing it safe” is actually the biggest risk you can take? In this episode, Kam Dasani breaks down why most people are playing the money game backwards, and how traditional advice around saving, investing, and retirement might be holding you back. We dive into: • The truth about risk •...
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Success Means Nothing Without Inner Peace | John Fairclough | JTL 144
What if success isn’t about grinding harder… but about becoming psychologically indestructible? In this episode of Journey to Legacy, Wayne Veldsman sits down with entrepreneur, investor, and author John Fairclough, who went from bouncing between homes at 11 years old to building companies that...
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Why Thinking About Death Will Make You Live Better | Rabbi Daniel Cohen | JTL 143
Every morning, you’re handed something priceless. Not money. Not luck. A diamond. Rabbi Daniel Cohen explains a powerful spiritual idea from Jewish mysticism: Every day God gives us an unpolished diamond. By the end of the day, we give it back.The only question is…How much did we polish it? In…
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Why Most People Never Escape Debt | Brent Kesler on Infinite Banking | JTL 142
Most people don’t struggle because they don’t earn enough. They struggle because they’re using a system designed to keep them dependent. In this episode of Journey to Legacy, Wayne sits down with Brent Kesler, founder of The Money Multiplier, to unpack a wealth strategy the affluent have used...
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Your Brain is Sabotaging You | Dr. Robb Kelly on Breaking Patterns & Changing Your Life | JTL 141
Most people think they’re stuck. But according to Robb Kelly, you’re not stuck - you’re repeating. In this powerful episode, Robb breaks down how the brain wires itself for repetition - and why lasting recovery requires more than willpower. It requires awareness, interruption, and intentional...
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Why Revenue Lies and Profit Tells the Truth | Jeremy Reeves on Scaling Smart | JTL 140
Why do so many businesses grow… but still struggle with profit, cash flow, and chaos? In this episode of Journey to Legacy, I sit down with Jeremy Reeves, founder of Scale Advisors and the strategist behind $200M+ in revenue generated across e-commerce, coaching, and service businesses. Jeremy…
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Why Trust Beats Tactics in Marketing (and Life) | Reed Hansen on the future of Marketing | JTL139
What really drives growth in today’s world? Better tactics… or better trust? In this episode of Journey to Legacy, I sit down with Reed Hansen, Owner and Chief Growth Officer of MarketSurge, to talk about what actually works in marketing and business today - and why the future is far more human...
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What 99% of People Don't Know About Life Insurance | How Rob Haynie Is Changing the Industry | JTL138
Most people think life insurance is something you buy… and then forget. But what if your life insurance policy is actually an asset you own — and in many cases, one you can sell? In this episode of Journey To Legacy, Wayne Veldsman sits down with Rob Haynie, founder of Life Insurance Settlements,...
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How to Talk So People Actually Listen | Anya Cheng on Communication, Fashion & Taelor AI | JTL137
Why do some people instantly grab attention while others get ignored, even when they’re smart? In this episode of Journey To Legacy, host Wayne Veldsman sits down with Anya Cheng, Founder & CEO of Taelor AI, to break down how to talk so people actually listen — in business, marketing, sales,...
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How AI Is Changing Marketing Forever. And What You Should Do About It | Joshua Lauer | JTL 136
Is AI ruining your marketing… or redefining it forever? Joshua Lauer believes it’s doing both, and in this episode of Journey to Legacy, he breaks down exactly what you need to do about it. Josh is the founder of Lauer Creations Inc., a marketing intelligence consultancy helping $20M+ brands cut...
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How to Rewire a Limiting Belief in 15 Minutes | Joel Bein on Unlearning & Inner Freedom | JTL 135
Can you really rewire a lifelong limiting belief in just 15 minutes, without therapy, meditation, or years of self-help? Joel Bein says YES… and in this episode, he proves how! In today’s Journey to Legacy conversation, I sit down with Joel Bein, founder of Human Liberation, to explore the...
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How to Stop Any Argument in 90 Seconds | Doug Noll on Emotional Mastery & Leadership | JTL 134
Can you really end ANY argument with ANY person, in 90 seconds — even with a killer..? Doug Noll says yes. And he has the prison-tested, neuroscience-backed method to prove it. In this episode of Journey to Legacy, we sit down with Doug Noll, a former trial lawyer turned international peacemaker,...
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How to Break Through Limiting Beliefs & Succeed Without Burnout | Curtis McCullom | JTL 133
What if the belief holding you back was installed before you could even talk? In this transformational episode of Journey To Legacy, Curtis McCullom, high-performance mindset coach and founder of Bespoke Human Potential Coaching™ reveals how to identify and eliminate the subconscious blocks that...
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How to Scale a Business Without Burning Out | Marketing Systems with Draye Redfern | JTL 132
Tired of hustling with no results? Discover how to scale your business without burning out using proven marketing systems, mindset shifts, and client retention strategies that actually work. In this episode of Journey to Legacy, former pro cyclist and 8-figure entrepreneur Draye Redfern shares…
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He Raised $8 Million Without Banks, and How You Can Too | Jay Conner’s Faith‑Driven Path to Financial Freedom | JTL 131
When the 2008 financial crash wiped out real estate funding overnight, most investors panicked... Jay didn’t. Known today as The Private Money Authority, Jay Conner turned that crisis into a multimillion‑dollar breakthrough, raising $8 million in private money without ever asking a bank for a…
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This One Mental Shift Made Me 10x More Persuasive | Aram Boyd Shows How to Connect | JTL 130
What if being more persuasive wasn’t about saying more, but connecting deeper? In this episode, Aram Boyd - executive coach, leadership trainer, and author of Working in Harmony - shares the one mental shift that changed everything for him. From selling attic insulation door-to-door in tough...
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Why Purpose-Driven Leadership Outlasts Any Crisis | Rob Lee of Swift Passport Services | JTL EP 129
Imagine your businesses entire industry shutting down overnight... What would you do? Rob Lee, co-founder of Swift Passport & Visa Services, faced exactly that when international travel collapsed overnight in 2020. With nearly two decades helping over 175,000 travelers navigate the complexities…
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From Broke at 40 to 50,000 Monthly Clients | Jared Rosenthal, Founder of Health Street | JTL 128
After losing his CEO role, blowing through his savings, and finding himself broke at 40, Jared Rosenthal refused to play it safe. Instead, he bought a beat-up RV, painted it himself, and launched the now-famous “Who’s Your Daddy” DNA testing truck - sparking national headlines, a VH1 reality…
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Risk Is a Power Tool: Mastering the 4 Pillars of Successful Trading | Troy Noonan of Backpack Trader | JTL 127
Risk is the most misunderstood tool in trading. In this deep-dive interview, Troy Noonan (creator of Backpack Trader) reveals why most traders fail, how to build belief in your system, and how to create a profitable business that takes just minutes a day to run. 🔥 Learn more and get Troy’s free...
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Why Most Sales Teams Fail (And What to Do Instead) | Geoff Ketterer on Scaling Smart and Selling with Trust | JTL 126
Most sales teams don’t fail because of lazy reps or weak leads—they fail because of misalignment. In this episode of The Journey To Legacy Podcast, we sit down with Geoff Ketterer, founder of Channel Consulting and the fractional CRO behind some of the fastest-scaling coaching and consulting...
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Heal Yourself, Lead Better: Ron Stotts on Unlocking True Conscious Leadership | JTL 125
What if the key to becoming a better leader… is becoming a better you? In this soul-stirring episode, we sit down with Dr. Ron Stotts, a former U.S. Marine turned transformational executive coach, who shares how he rebuilt his life after PTSD—and how that inner healing became the foundation for...
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Why Being Liked Is Killing Your Sales Career | The UK’s Most Hated Sales Trainer Shares All | JTL 124
You’re not afraid of rejection—you’re afraid of judgment. That’s the hard truth Benjamin Dennehy, the UK’s Most Hated Sales Trainer, is here to deliver. In this raw, no-fluff episode of Journey To Legacy, Benjamin flips everything you thought you knew about sales on its head. From nearly becoming…
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How to Lead When Everything’s on Fire | Glenn Poulos on Sales, AI & Comebacks | JTL #123
What does it take to build a multi-million dollar business, survive near-bankruptcy, and still come back swinging with a brand-new AI venture? In this episode of Journey To Legacy, we sit down with Glenn Poulos—a true serial entrepreneur, sales strategist, and author of Never Sit in the Lobby....
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Rewire Your Thoughts, Reclaim Your Life: Michael Shaw’s System for Mindset Mastery | JTL 122
After surviving a violent childhood and the loss of his father to suicide, Michael transformed his pain into purpose—becoming a mindset coach helping high-achieving professionals overcome anxiety and depression without traditional therapy. Michael Shaw’s story will shake you. In this episode of...
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How to Win Even When You Don’t Feel Ready | Colin McIntosh of Sheets & Giggles | JTL 121
What do eco-friendly sheets, viral resumes, and AI career tools have in common? Colin McIntosh! In this insightful episode of Journey To Legacy, we sit down with serial entrepreneur Colin McIntosh, the mind behind Sheets & Giggles and SheetsResume.com—two wildly different ventures that each found...
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Fix Your Culture, Fix Your Company: Chris Dyer’s Framework for High-Performing Teams | JTL EP 120
What if the reason your team isn’t hitting its goals has nothing to do with strategy—and everything to do with culture? In this powerhouse episode of Journey To Legacy, we sit down with Chris Dyer, the #1 Leadership Speaker on Culture (Inc. Magazine), 3x bestselling author, and global keynote...
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Mastering Entrepreneurial Risk: How Michael Seitz Built a $150M Business by Embracing Failure | JTL 119
How do you really know if you’re cut out for entrepreneurship—and what’s the smartest way to take big risks without losing it all? In this powerful episode of Journey To Legacy, Michael Seitz, CEO and Chairman of EarthWise Pet, reveals how he grew a family pet business into a $150M national...
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Turn Your Expertise Into a Movement: The 4 Principles of Impact with Israel Duran | JTL EP 118
What if your knowledge could spark a movement—not just make money? In this high-impact episode of Journey To Legacy, we sit down with Israel Duran, the authority coach and founder of Israel Duran & Associates, to unpack his exact blueprint for turning expertise into influence, income, and...
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How To Unlock Human Performance with Simple Behavioral Science | Hugh Massie | DNA Behavior | EP 117
What if the key to unlocking peak performance—for yourself, your team, or your clients—was easier than you thought? In this powerful episode of Journey To Legacy, we sit down with Hugh Massie, Executive Chairman and Founder of DNA Behavior, to explore how simple behavioral insights can create...
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Why Playing It Safe Is Killing Your Marketing with Gee Ranasinha of KEXINO | JTL EP #116
What if the very advice most marketers follow is the thing keeping them invisible? In this game-changing episode of Journey To Legacy, we sit down with Gee Ranasinha, the co-founder and CEO of KEXINO—an award-winning marketing agency blending creativity with behavioral science. With clients in…
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How To Stay Safe from Digital Crooks | Craig Taylor Shares All | CyberHoot | JTL EP 115
Craig Taylor is helping protect people from what has become the world's third-largest economy after the U.S. and China—cybercrime, an $8 trillion dollar threat.From unexpected being fired from a Fortune 1000 company to founding an online safety education platform. In this eye-opening episode of...
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The Leap from Management to Leadership: Lessons from My Own Journey | Holly Golebiowski | JTL EP 114
Moving from a tough job as a corporate worker to starting her own business and helping others become better leaders, in this great episode of Journey To Legacy, we talk with Holly Golebiowski, who runs the LeaderSkills training program. Holly's honest story about jumping from being a regular...
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Beyond Being a Provider: The True Meaning of Masculine Leadership | Jesse Carstairs | JTL EP 113
Dive deep with Jesse Carstairs, a passionate Men's Relationship Coach who helps men break free from limited definitions of masculinity. Jesse shares his eye-opening realization that being a man extends far beyond the traditional provider role, revealing how his personal growth journey...
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How I Made My Gold & Silver Company Different | Brandon Thor of Thor Metals Group | JTL EP 112
Brandon Thor, founder and CEO of Thor Metals Group, shares how he created a different kind of precious metals company. Brandon reveals the moment he realized many industry practices didn't pass his simple test: "Would I sell this to my own parents?" This awareness led him to build a business...
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The Freedom-First Approach to Trading Success | Troy Noonan of Backpack Trader | JTL EP 111
What if you could create total freedom through trading in only minutes per day? Troy Noonan of Backpack Trader teaches us how! Troy switched from being glued to screens for 12+ hours daily trading, into a successful trader focused on prioritizing life first! He now not only trades himself, but is...
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From Prison Cell to Financial Freedom: The Unexpected Path | Patrick Pychynski | JTL EP 110
Over $14 million in business funding at 0% interest - Patrick shares his remarkable journey from military service to building a $2 million revenue precious metals business, and how a pivotal 30-day jail experience completely transformed his understanding of financial leverage. His story of...
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ABOUT THIS SHOW
The Journey to Legacy podcast (formerly Work Grind Hustle) is a transparent look into the crazy world of entrepreneurship and what it truly takes to leave a legacy in this world. Join us twice per week as we take a deep dive into the adventures & stories of entrepreneurs and how they're ceasing the endless opportunities that life throws at them!Tune in as Wayne Veldsman, interviews entrepreneurs from around the world and tells stories around the most up to date tips and tricks that are uncovered in the day to day journey to legacy.
HOSTED BY
Wayne Veldsman
CATEGORIES
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Frequently Asked Questions
How many episodes does Journey To Legacy have?
Journey To Legacy currently has 140 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.
What is Journey To Legacy about?
The Journey to Legacy podcast (formerly Work Grind Hustle) is a transparent look into the crazy world of entrepreneurship and what it truly takes to leave a legacy in this world. Join us twice per week as we take a deep dive into the adventures & stories of entrepreneurs and how they're ceasing the...
How often does Journey To Legacy release new episodes?
Journey To Legacy publishes regularly with 140 episodes available. Check the episode list for the typical release schedule.
Where can I listen to Journey To Legacy?
You can listen to Journey To Legacy 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 Journey To Legacy?
Journey To Legacy is created and hosted by Wayne Veldsman.
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