Ask Don't Tell

What if the biggest obstacle in your life isn't your circumstances, but the story you've been telling yourself about them? In this episode, Oscar sits down with leadership coach, speaker, and mythologist Scott Mason to explore how hidden beliefs shape our decisions, careers, relationships, and sense of possibility. Drawing from his own journey through career collapse, serious illness, and personal...

What if the key to growing your business is not having all the answers, but asking better questions? In this episode, Oscar sits down with Jon Bassford, founder, consultant, and author of The Curious Leader , to explore why leaders often become the biggest obstacle to their own growth. Jon shares how helping organizations scale starts with understanding the connection between leadership, operation...

Most leaders are chasing performance but ignoring the one thing that makes performance sustainable. In this episode, former FBI leader turned executive wellness coach Sarah Draper reveals why high-performing leaders often burn out, drift, or quietly struggle behind the scenes. Drawing on decades in high-pressure environments like the Army and FBI, Sarah explains why leadership starts with somethin...

What if the thing holding you back as a leader isn't strategy, skill, or effort—but who you believe you are? In this episode, Oscar sits down with executive coach Jeff Munn to unpack why most founders, CEOs, and high performers stay stuck even after reading the books, attending the seminars, and "doing all the right things." Jeff shares how outdated identities, unconscious fears, and internal wiri...

Most leaders don't fail because they lack strategy—they fail because they stop listening. In this episode of Ask Don't Tell , Oscar Subirats sits down with leadership speaker and author Joel Worthington , creator of the Tell Me More philosophy, to unpack why asking better questions—not giving better directives—is the missing link in modern leadership. Joel breaks down how emotional intelligence, t...

Summary In this conversation, Kevin Hubschmann discusses the concept of 'Laughter as a Service' and how comedy can be integrated into corporate environments to enhance professional skills and team dynamics. He shares insights on the benefits of improv training, the psychology of laughter, and the importance of authenticity in sales. Kevin emphasizes the need for deep discovery in sales conversatio...

Great businesses don't start with answers — they start with better questions. In this episode, Rachel Niederhofer, founder and CEO of  Audacious Designs and Audacious Properties , shares how she blends interior design, construction expertise, and real estate investing into one powerful super-skill: solving real problems people can't articulate on their own. Rachel reveals how she uncovers what cli...

The Questions That Change Leaders with Beth Masterman In this episode, Oscar sits down with executive coach Beth Masterman, whose winding career through law, politics, psychology, and prosecution shaped her into the rare kind of coach who can walk with clients through the most complex corners of leadership. Beth shares how she helps high-level executives navigate toxic workplaces, difficult conver...

What's holding you back from your next big leap? In this episode, former REMAX Worldwide President turned strategist  Amy Lessinger joins Oscar to reveal the simple but powerful framework behind life-changing decisions. Amy shares how she went from selling homes to leading a global brand—and why focus , lead generation , and the courage to take an irreversible step are what separate top performers...

What if you could have a leadership coach sitting beside you—24/7? Author and CEO Jonathan Raymond joins Oscar Subirats to reveal how his new AI tool, REN, helps managers have the tough conversations they usually avoid. Drawing from his best-selling book Good Authority, Jonathan shares why true leadership isn't about fixing problems—it's about asking better questions. Learn how to: Master the five...

What if the secret to closing more deals isn't about what you say—but who you're really speaking to? In this episode, Oscar sits down with sales strategist Jake Stahl, who reveals his powerful STRATA framework for connecting with the hidden "second profile" inside every buyer—the one that actually makes decisions. From decoding nonverbal signals to mastering the art of empathetic check-ins, Jake s...

What if the key to success in business isn't your product—it's you? In this episode of Ask, Don't Tell, author and business coach Pat Miller shares her raw and inspiring journey from starting a construction company with just $100 to rebuilding after loss and scaling again. With over 30 years of experience, Pat has learned that trust, relatability, and relentless curiosity are the real drivers of g...

What if your energy was your greatest sales tool? In this episode of Ask Don't Tell, Oscar Subirats sits down with Sheri Laine—an acupuncturist, herbalist, nutritionist, and author with nearly 40 years of experience—and Gary Seidler, longtime publisher and creator of The Immigrant's Road podcast. Together, they unpack how balance, compassion, and human connection shape success in both business and...

What if the biggest roadblock to success isn't strategy—but mindset?  In this episode of Ask Don't Tell, Oscar sits down with Katie Mares, an expert in customer experience and culture transformation, to uncover how shifting personal decisions can reshape business outcomes. Katie shares how she helps organizations stop "negotiating with their future selves," create unforgettable customer experience...

Your brain is wired to keep you safe—not happy. In this inspiring conversation, Michele Phillips reveals how to reframe your thoughts, climb out of negativity, and design a future you actually want. From overcoming career ruts to navigating personal setbacks, Michele shares her "emotional ladder" method for moving up one small, sustainable step at a time. You'll learn: Why optimism isn't just a pe...

  Today Oscar is joined by The Lovable Lawyer, Danny Karon. Danny has practiced law for almost 30 years. He's committed to making law easier to understand and more accessible to everyone so you can know your rights. He shares his personal story of having to fight for his own rights when his wife got into an accident. He believes that knowledge is power and making your rights easier to comprehend c...

Today Oscar is joined by Brett Miller - the CEO of Galileyo, a new Information Distribution Platform that gathers uncensored, vital, and life-saving information via global Satellite Networks. Brett lays out why is having a satellite phone in addition to your regular phone can be essential in the event of an emergency. He walks through why his product is key to communication and shares his why stat...

Blake B. Johnson, Esq., is the managing partner at Trusted Estate Planning Attorneys and a seasoned professional in estate planning, trusts, probate, and business law. He's the author of "You Can't Take It With You: The Top 15 Estate Planning Questions Answered in Plain English". He joins Oscar today to talk about the big questions he talks his clients through during estate planning. He answers wh...

With over 20 years of retail banking and mortgage origination experience with some of Canada's top banks, Deren is a former Bank Executive who started his career on the ground floor as a teller. Deren has appeared on City TV and was quoted by 680 News, Mortgage Professionals Canada, REP Magazine, MortgageBrokerNews.ca and Now Magazine. He sits down with Oscar to talk about how he works with client...

Ryan Munsey is a high-performance coach for athletes, entrepreneurs, and executives. He's the author of F*ck Your Feelings. He helps people to overcome the self-doubt, emotional decision-making, and excuses that are blocking them from unlocking their full potential. Through discipline and consistent action, he empowers people to move their chains – replacing shortcuts with sustainable habits that...

Founder of Happy Brains and creator of the Ethical Persuader System, Dr. Trautmann is a certified neuromarketing expert with years of experience in brain science, AI, and ethical persuasion. His coaching programs have helped countless professionals and teams achieve exponential growth and lasting success. He joins Oscar today to talk about how his knowledge of the brain works ask, don't tell. He t...

Peter Risko is an opportunist, entrepreneur, family man, and self-made millionaire who some like to call "Wall St. Pete". He founded MCA Broker Bootcamp with a goal of helping men and women build their own online business and create financial freedom for themselves and their family. He joins Oscar today to talk about how to approach clients in a way that will make them say yes. He shares how he tr...

Josh Cadillac specializes in training real estate professionals how to Close 4 Life by building lasting success through extensive knowledge. His unique method combines the education real estate professionals need to survive in this industry, with the tools to convert that knowledge into rapport, credibility, and trust. He joins Oscar today to discuss how using human skills to be honest and connect...

Greg Mohr (The Franchise Maven) joins Oscar today to share his wealth of knowledge on franchises. He works with clients to help them find the right franchise that is a fit for their specific needs. His business helps clients come up with a strategy for themselves to be about to hit the ground running once they're find their franchise. Oscar and Greg chat about how to gain clients through the proce...

Today Oscar shows you the value of having a strong power statement for your business. He talks about the shift from discovery mode to sales mode without losing the interest of the person you're talking to. He shows you how to avoid letting the other person know you're now in sales mode. He talks about the importance of setting up the framework of your conversation so well that the it feels natural...