Wayne Veldsman

Journey To Legacy

Business EN ↓ 154 episodes

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.

Author

Wayne Veldsman

Category

Business

Podcast website

journeytolegacy.org

Latest episode

Jun 25, 2026

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Episodes

AI Voice Cloning Is Stealing Thousands - Here's How to Stop It | Robert Siciliano Cybersecurity expert | JTL 153 25.06.2026

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, a cybersecurity expert and private investigator with 30+ years teaching people how...

He Sold One T-Shirt. Built an Empire. | Rick Lowe, Founder of Brands In Limited | JTL 152 26.05.2026

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 people." That reframe is the foundation of everything he's built since. Today, Rick's compa...

The 4 Things AI Will Never Replace | Ross Barnes - 25 years in AI & tech | JTL 151 19.05.2026

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 on the BBC and Bloomberg, and now runs the Galahad Group, helping companies actually use the AI too...

The Most Dangerous Place You'll Ever Live Is a Nice Enough Life | Krisztian Kiraly | JTL 150 05.05.2026

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+ years on cruise ships, to hitting burnout, losing his first business to bankruptcy, and rebuilding his ent...

What You Won't Sacrifice, Will Become The Sacrifice | Marco Duarte founder of Duarte Media | JTL 149 28.04.2026

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 Africa, a country he had never lived in, to build a business from scratch. He now runs Duarte Media, a...

He managed $250M in real estate at 25 - then drained his 401k to start over | Tyler Dunagin | JTL 148 21.04.2026

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: "It's too late. Already did it." Today Tyler runs Turn Serve - an Inc 5,000 listed company, ranked 2nd f...

He Lost Everything & Built an Empire | Mike Milligan, Founder of One Oak Financial | JTL 147 14.04.2026

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 watching his grandmother sell collard green sandwiches as a child sparked a lifelong love for business...

He Quit Investment Banking After One Trip… Here’s Why | Christopher Hill | JTL 146 31.03.2026

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 investment banking into purpose-driven entrepreneurship. They dive into: -Why following your passion makes life...

The Safest Move in Money… Is Taking Risk | Kam Dasani (Full-Time Trader) | JTL 145 24.03.2026

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 • Why most people stay stuck financially • What separates successful traders from everyone else If you’ve...

Success Means Nothing Without Inner Peace | John Fairclough | JTL 144 17.03.2026

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 serve luxury brands across the United States, Canada, Guam, and Puerto Rico. But this conversation goes...

Why Thinking About Death Will Make You Live Better | Rabbi Daniel Cohen | JTL 143 10.03.2026

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 this conversation, Rabbi Cohen shares the mindset that can completely change the way you see your life,...

Why Most People Never Escape Debt | Brent Kesler on Infinite Banking | JTL 142 05.03.2026

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 quietly for over 200 years. From living behind a vacuum cleaner store and showering at the YMCA… to elimin...

Your Brain is Sabotaging You | Dr. Robb Kelly on Breaking Patterns & Changing Your Life | JTL 141 25.02.2026

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 change. We dive into: • Why destructive patterns feel automatic • The neuroscience behind addiction and re...

Why Revenue Lies and Profit Tells the Truth | Jeremy Reeves on Scaling Smart | JTL 140 10.02.2026

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 has scaled multiple companies to 8 figures — including his own supplement brand to $1M per month in under...

Why Trust Beats Tactics in Marketing (and Life) | Reed Hansen on the future of Marketing | JTL139 14.01.2026

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 than most people expect. Reed shares his journey from working alongside his dad in a family business, to...

What 99% of People Don't Know About Life Insurance | How Rob Haynie Is Changing the Industry | JTL138 06.01.2026

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, Inc., and a 30+ year leader in the life settlement industry, to uncover what most people are never tol...

How to Talk So People Actually Listen | Anya Cheng on Communication, Fashion & Taelor AI | JTL137 16.12.2025

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, leadership, and life. Anya shares powerful lessons from her journey working at Meta, eBay, Target, and...

How AI Is Changing Marketing Forever. And What You Should Do About It | Joshua Lauer | JTL 136 09.12.2025

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 through data chaos and scale smarter. He’s worked with companies like LeadPages and Drip, led SEO and a...

How to Rewire a Limiting Belief in 15 Minutes | Joel Bein on Unlearning & Inner Freedom | JTL 135 26.11.2025

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 surprising truth behind self-doubt, anxiety, and inner freedom. Joel has developed a breakthrough “unlearning...

How to Stop Any Argument in 90 Seconds | Doug Noll on Emotional Mastery & Leadership | JTL 134 12.11.2025

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, to explore the emotional skills that dissolve conflict, build unbreakable trust, and transform lives....

How to Break Through Limiting Beliefs & Succeed Without Burnout | Curtis McCullom | JTL 133 04.11.2025

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 silently sabotage your success. From losing his son to rewiring decades of self-sabotage, Curtis share...

How to Scale a Business Without Burning Out | Marketing Systems with Draye Redfern | JTL 132 28.10.2025

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 how he sold a company to Warren Buffett’s Berkshire Hathaway, built a profitable agency from scratch, and...

He Raised $8 Million Without Banks, and How You Can Too | Jay Conner’s Faith‑Driven Path to Financial Freedom |  JTL 131 21.10.2025

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 dime. In this episode, he reveals the mindset, methods, and faith that transformed fear into freedom, and...

This One Mental Shift Made Me 10x More Persuasive | Aram Boyd Shows How to Connect | JTL 130 06.10.2025

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 neighborhoods to coaching executives at companies like Google, Nvidia, and Cisco, Aram’s journey is a maste...

Why Purpose-Driven Leadership Outlasts Any Crisis | Rob Lee of Swift Passport Services | JTL EP 129 23.09.2025

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 of passports and visas, Rob had to reinvent his company or risk losing it all. In this powerful epis...

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