Journey To Legacy

Wayne Veldsman
  • 4.6 (19)
  • Business
  • Updated Semimonthly

The Journey to Legacy Podcast is a personal development, entrepreneurship, and leadership podcast for people who want more than just success — they want purpose. Hosted by Wayne Veldsman, each episode features real stories from entrepreneurs, nonprofit leaders, and executives, sharing lessons on mindset, business growth, communication, and building a life of impact. Listen to Journey to Legacy to learn how to grow, lead, scale your business or nonprofit, and create a legacy that matters. Learn more at journeytolegacypodcast.com

  1. Sep 25

    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 Starbucks with his CEO, Graham admitted he no longer knew who he was. In this episode of Journey to Legacy, Wayne Veldsman and Graham explore what happens when your identity becomes wrapped up in your career and performance. They discuss: • Why achievement stopped feeling good • The physical warning signs Graham ignored • How leaving corporate life shook his identity • The Vegas golf trip that changed his view of career setbacks • What eight years of therapy and coaching taught him about authenticity • Why people thrive when they understand their individual wiring This conversation is for anyone who has reached a goal and quietly wondered why it didn’t feel the way they expected. Connect with Graham: Harmony Health Institute:https://harmonyhealthinstitute.com/ SathTech:https://sathtechnology.com/ Graham on LinkedIn:https://www.linkedin.com/in/graham-skidmore Follow Journey to Legacy: Spotify: https://open.spotify.com/show/5ObOrJ1eszDpdDfMj8618I YouTube: https://youtu.be/6VHj5BArQJQ If this episode made you think differently about success, share it with someone who needs the reminder that they are more than their title.

  2. Sep 10

    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 there was no top, only more ladder. That question sent him into sixteen years of studying why family businesses, which create 78% of new jobs in America, so often fail, not for lack of capital or talent but because nobody in the family is willing to have the hard conversation about what comes first, the family or the business. In this conversation with Wayne, Rob unpacks the difference between a family first business and a business first family, why neither is wrong but confusing the two creates years of friction, and the governance rules he wishes he'd set before firing his own wife from a job she'd only started that morning. He also gets into how purpose changes across a lifetime: his purpose at eighteen was beating his mentor to a Cadillac and a swimming pool, his purpose at fifty is helping family businesses last long enough to matter. To learn more about Rob and the work he's doing at Ferguson Alliance, visit ferguson-alliance.com or connect with him on LinkedIn, search Rob Ferguson Alliance. Want to be a guest on Journey to Legacy? Book your here. For more episodes and resources, head to our Spotify channel or YouTube channel.

  3. Aug 27

    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 the 300 mile Yukon Arctic Ultra, a self-supported race across frozen Canadian wilderness where competitors risk frostbite and amputation. He entered it roughly ten weeks before the start, then began training. In this conversation Neil breaks down the method behind that. How to find the actual border of your comfort zone, why you will never feel ready in advance, and how putting a date on something forces the preparation that makes it possible. We also get into what he does when everything goes wrong at once, and why legacy is not a retirement project but something you are already building in the conversations you are having this week. What we cover: -The three sentences that tell you where your comfort zone ends -Why "I'm not that type of person" is a decision, not a fact -Entering first and training second, and why the deadline does the work -Fear as preparation rather than obstacle -Controlling the controllables when everything breaks at once -Why the people who leave a legacy behind were never trying to Connect with Neil:Website and free book: https://neilthubron.com/ Listen and Watch: YouTube: https://youtu.be/orWwdNPBxok Spotify: https://open.spotify.com/episode/1MLG6smhbhJ9YiuYSJyJAw Want to be a guest: Head to https://journeytolegacypodcast.com/ and hit the green Get Interviewed button.

  4. Aug 6

    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 (the "fat girl, get on the scale" moment) -The three life events that leave women solely responsible for their finances, and how to prepare before they happen -Why entrepreneurs need to treat their own savings as a cost of doing business, not an optional extra -The three rules of the money game most people were never taught: how your debt is structured, how your income is taxed and why timing risk is real -What legacy actually means when the money runs out, the stories, the values and the memories you build now -If you've been grinding without a plan, or you've handed off the money decisions to someone else and hoped it'll work out, this one's for you. Learn more about Rebecca: https://blueskyefinancial.com/ Watch episodes in YouTube: https://youtu.be/F-_wSSDs73U Want to be a guest? Hit "Get Interviewed" at https://journeytolegacypodcast.com

  5. Jul 23

    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 planning curriculum for them. Not a module, not a paragraph. Scott is a advisor at Childfree Insights, working exclusively with childfree clients across all 50 states. He joins Wayne to unpack what actually changes when nobody is waiting at the end of the handover, and why it is a mechanical difference rather than a sensitivity one. In this episode: -Childfree vs childless, and why the planning conversation is different -The missing curriculum: why advisor training has nothing on clients without children -Why 80% of Childfree Wealth clients had never worked with an advisor before -Die with zero, and giving while you are alive instead of leaving it behind -The assets under management problem nobody talks about-Retiring before 60, the taxable brokerage bridge, Rule of 55 and 72(t) -Why power of attorney matters more than a will if you are childfree -The mistake of naming your own parents on your documents-Solo agers, long term care and the professional fiduciary -Pets, pet trusts and care documents-The gardener and the rose for childfree couples -Legacy as something you build today, not after you are gone If this made you rethink what legacy means, share it with one person who needs to hear it. Learn more about Scott's work at Childfree Insights: https://childfreetrust.com/ More from Journey to Legacy: https://journeytolegacy.org/ Watch on YouTube: https://youtu.be/EUCigoc0FP4Subscribe for more conversations on building a legacy you actually get to see.

  6. Jun 25

    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, a cybersecurity expert and private investigator with 30+ years teaching people how to recognize and outsmart fraud. Robert breaks down why our instinct to trust is the exact vulnerability criminals exploit, and gives you a simple framework to protect your family, your money and your legacy. What you'll learn: The "human blind spot" that makes almost everyone a targetWhy manufactured urgency shows up in 95% of fraud - and how to spot it instantlyHow AI deepfakes and voice cloning have erased the old scam red flagsThe Strategic Human Firewall mindset that turns you from a target into a detectorThe AAA Protocol (Analyze, Authenticate, Act) - your break-the-fake playbookOut-of-band verification: the 10-second habit that stops nearly every scamThe story Robert tells about the cloned-voice kidnapping scam will change how you answer your phone. Learn more about Robert and his work at protectnowllc.com. Visit https://journeytolegacy.org/ to learn more of this entrepreneur community.

  7. May 26

    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 people." That reframe is the foundation of everything he's built since. Today, Rick's company ships hundreds of thousands of units a year under licensing deals with Disney, Warner Brothers, Netflix, The Rolling Stones, Mötley Crüe, and some of the most recognizable brands in entertainment. He didn't inherit it. He didn't get a lucky break. He failed his way there, one no at a time - and in this conversation, he breaks down exactly how. We get into why failure is a tool, not a setback. Why your business is a vehicle, not the destination. Why the only person you're actually competing with is yourself. And what legacy really looks like when you're still in the middle of building it. This is one of the most honest conversations I've had on this show. Rick holds nothing back. What we cover: How he went from $300 in his pocket in Miami to global licensing deals. Why getting made redundant was the best thing that ever happened to him. The two things that will make or break any entrepreneur: people and finance. How to find and seize the right opportunities. Why failure is a motivational tool, not a stop sign. What legacy means when you're still in the middle of building it. Connect with Rick: Website: ricklowe.co.uk Podcast: Maverick Mindset Journey to Legacy: Website: journeytolegacy.org YouTube: https://www.youtube.com/@WayneVeldsman If this episode added value, leave us a review - it helps get this conversation in front of more people who need to hear it.

  8. May 19

    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 on the BBC and Bloomberg, and now runs the Galahad Group, helping companies actually use the AI tools they keep buying. In this conversation, we get into why most AI transformations fail before they start, the four human values AI will never replace, what it actually takes to scale a company and a culture, and what changed for Ross after a late diagnosis of ADHD and autism at the top of his career. Find Ross: Galahad Group: https://www.thegalahadgroup.com/ Pull Focus: https://pullfocuscoaching.co.uk/lander?oref=https%3A%2F%2Fwww.google.com%2F LinkedIn: https://www.linkedin.com/in/rossbarnes/ Join the community: journeytolegacy.orgLeave a review if this added value - it helps the show grow.

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4.6
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About

The Journey to Legacy Podcast is a personal development, entrepreneurship, and leadership podcast for people who want more than just success — they want purpose. Hosted by Wayne Veldsman, each episode features real stories from entrepreneurs, nonprofit leaders, and executives, sharing lessons on mindset, business growth, communication, and building a life of impact. Listen to Journey to Legacy to learn how to grow, lead, scale your business or nonprofit, and create a legacy that matters. Learn more at journeytolegacypodcast.com

Information

  • Creator
    Wayne Veldsman
  • Years Active
    2018 - 2026
  • Episodes
    159
  • Rating
    Explicit
  • Copyright
    © Wayne Veldsman
  • Show Website
    Journey To Legacy