Journey To Legacy

Your calendar’s full. Your boss walks in with one more thing that needs to happen today. What do you say when you’re already at capacity? On this episode of Journey to Legacy, I talk with Sharri McIntyre, executive coach and founder of The McIntyre Collective, about what she calls the “collective no.” She walks me through how to show your boss what’s already on your plate and decide together which...

Jeff Emalaba had already put more than $11,000 into a property deal when the inspector told him to run. That costly experience became the starting point for InvestFusion, a platform designed to help real estate investors uncover potential risks before committing their money. In this episode of Journey to Legacy, Wayne Veldsman sits down with Jeff, an entrepreneur and risk specialist who previously...

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, recognising your strengths and starting before you feel fully ready. Jonathan co-founded Kidorable at 24, buil...

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 Lega...

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 bus...

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 competito...

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...

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, wo...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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,...

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...

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 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...

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...

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...

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...