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 Jeff shares how outdated identities, unconscious fears, and internal wiring quietly sabotage leadership, decision-making, and growth—and why tactics only work after the inner work is done. Together, they explore how powerful questions, deep listening, and silence can unlock clarity, confidence, and real change.

Key takeaways include:

• Why "what got you here won't take you there" is an identity problem, not a skill gap
• How fear—not logic—is usually the real reason people don't take action
• Why great leaders (and great sellers) ask better questions instead of giving better advice

If you're feeling stuck, overwhelmed, or frustrated despite doing everything "right," this conversation might be the wake-up call you didn't know you needed. Lean in—and be ready to rethink who's really in your way.

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, trust, and genuine curiosity transform disengaged employees into true followers, and why most organizations unknowingly sabotage themselves with fear-based communication.

Together, they explore how leadership is really about influence, energy, and connection—and why slowing down to ask one better question can change the trajectory of your team, your culture, and your results.

Key takeaways include:

• Why "Tell Me More" is the most powerful phrase a leader can use
• How directive leadership kills buy-in, energy, and trust
• Joel's GUIDE framework for leading with clarity, empathy, and strategy

If you want people who follow you—not just work for you—this conversation will challenge how you lead, listen, and show up every day.

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 conversations and how rebranding can help overcome objections. The discussion highlights the value of building relationships and making clients feel like rock stars through effective communication and humor.

Takeaways

• Laughter can significantly improve workplace dynamics.
• Comedy skills can enhance professional development and sales effectiveness.
• Improv training fosters better listening and collaboration skills.
• Authenticity in sales leads to stronger client relationships.
• Understanding the psychology of laughter can enhance team building activities.
• Rebranding services can help overcome common objections in sales.
• Deep discovery in conversations leads to better solutions for clients.
• Building champions within organizations can lead to long-term partnerships.
• Creating a fun and engaging environment can improve learning outcomes.
• Sales success often comes from making clients feel valued and understood.

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 clients really need, why emotion drives nearly every decision in design and sales, and how understanding motivation leads to higher property values, smoother projects, and stronger client trust. Her approach proves that sales isn't about pitching — it's about listening, dissecting, and guiding people toward the solution that changes everything.

In this episode, you'll learn:

• How to ask questions that move clients from "I don't like this" to the real root issue
• Why macro-to-micro questioning builds trust (and better results)
• How design strategy, construction knowledge, and motivation combine to maximize ROI
• Why finding the "why" matters more than selling the "what"

If you want to elevate your business thinking, sharpen your sales instincts, and communicate with more clarity and heart — this episode is packed with game-changing insights.

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 conversations, self-doubt, and the human experience behind every professional challenge.

Hear Beth break down the coaching strategies she's refined over decades — including how to turn "why" into "what," how silence becomes a leadership tool, and why the best solutions are the ones people discover for themselves.

Key themes:

• How to use smarter questions to unlock better leadership
• Why difficult conversations fail — and Beth's repeatable formula for getting them right
• The difference between listening and really listening
• How our past careers silently shape our superpowers

By the end, you'll see leadership (and yourself) differently — and feel inspired to ask the questions that move your life forward.

What if the key to great leadership isn't fixing every problem—but asking better questions? Author and leadership expert Jonathan Raymond joins Oscar to break down his Accountability Dial, a five-step framework for transforming difficult conversations into powerful growth moments. They dive into why most leaders get accountability wrong, how to create true ownership on your team, and how Jonathan's new AI tool, REN, helps managers lead with empathy and clarity in real time.

Key takeaways:

• How to shift from "command and control" to curiosity-driven leadership
• The five stages of effective accountability conversations
• Why AI could be the next frontier in people leadership

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 from everyone else.

Key takeaways:

• The one mindset shift that separates 1% producers from the rest
• Why successful people get stuck—and how to break free
• How to build a framework for bold, no-turning-back transformation

What if the secret to sales isn't your pitch—but your people skills? In this episode, Oscar sits down with entrepreneur and author Pat Miller, who built a multimillion-dollar construction company from her husband's $100 layoff check. After losing everything, she rebuilt from scratch—and now teaches others how to grow, scale, and succeed without burning out.

Pat reveals how she turned being "the only woman in a room full of 40 men" into a superpower, why relatability beats the hard sell every time, and how to always be on when it comes to networking and sales.

Key Takeaways:

• Why your personality—not your product—is your best sales tool
• How to network authentically and create value before you pitch
• The secret to turning every conversation into opportunity

If you've ever wondered how to build trust, close deals, or simply connect better, this episode will change how you think about selling.

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-step "Accountability Dial" for real growth
• Balance authority with empathy (think: more Yoda, less superhero)
• Use AI to coach yourself and your team in real time

A must-listen for leaders, entrepreneurs, and sales pros ready to lead with curiosity instead of control.

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 shares how to move past stalls, handle objections with ease, and craft conversations that naturally lead to "yes."

Key takeaways:

• Why most salespeople talk to the wrong version of their prospect
• How to apply the 2–10 Rule to shorten sales cycles and boost connection
• Practical techniques for reading cues, asking the right questions, and handling objections

Jake also opens up about his personal journey through addiction and recovery—and how survival taught him the skills to read people at the deepest level. His story is proof that the toughest battles can lead to the most powerful breakthroughs.