🎗️You Winning Life🎗️
Most people know something is holding them back. They just can't quite name it.
You Winning Life is the podcast for high-functioning people who are done settling for "fine" — hosted by Jason Wasser, LMFT, Certified NET Practitioner, and Entrepreneur Coach based in South Florida.
With 20 years working with entrepreneurs, athletes (MLB, NBA, USTA), and everyday high-achievers, Jason brings a rare blend of clinical depth and straight talk to the conversations most podcasts are too polished to have.
Each episode pulls back the curtain on the patterns, beliefs, and nervous system responses that drive your decisions — at work, in your relationships, and in your own head. Guests include psychologists, performance coaches, wellness experts, and people who've navigated real transformation.
No jargon. No toxic positivity. Just the kind of honest conversation that actually moves the needle.
Work with Jason → thefamilyroomsfl.com
🎗️You Winning Life🎗️
Ep. 192-Mastering the Art of Communication, Negotiation & Personal Growth w/ Michael Reddington
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In this episode of You Winning Life, Michael Reddington, a Certified Forensic Interviewer and expert in strategic communication, joins Jason to break down the power of listening, asking better questions, and handling high-stakes conversations. Michael shares investigation-based techniques that can transform the way we communicate in business, relationships, and personal growth.
Together, they explore effective communication strategies, career paths and problem-solving techniques, and how situational awareness and emotional intelligence shape impactful conversations. Jason also shares how helping a violin teacher expand his brand reinforced the importance of asking for what you want—a principle Michael applies to business, leadership, and everyday interactions.
If you’ve ever struggled with feeling undervalued, handling difficult conversations, or understanding different perspectives, this episode is for you.
What You’ll Learn in This Episode:
✔️ How forensic interrogation techniques apply to business, leadership, and personal relationships
✔️ The importance of context and empathy in conversations
✔️ How to ask better questions to uncover key insights and build trust
✔️ Strategies for handling difficult conversations and managing emotions
✔️ Why taking action creates clarity when dealing with workplace ambiguity
✔️ How to reframe questions to guide people toward better outcomes
✔️ The role of situational awareness in effective communication
✔️ Understanding hyper-rational individuals and how to engage with them emotionally
✔️ Avoiding misunderstandings by asking open-ended questions rather than leading ones
✔️ The impact of self-awareness and emotional intelligence in business and relationships
Key Takeaways from The Disciplined Listening Method:
🔹 Illustrate before investigating to create a comfortable environment for sharing information
🔹 Focus on the outcome, not immediate emotional reactions
🔹 Reframe questions positively—ask what someone wants rather than what they want to avoid
🔹 Use non-accusatory language—shift from “Did you?” to open-ended phrasing
🔹 Say, "Please correct me where I'm wrong" to encourage more open communication
🔹 Recognize that action creates clarity in ambiguous situations
🔹 Let people “gas themselves out” before responding in high-emotion conversations
Buy his book: The Disciplined Listening Method: How A Certified Forensic Interviewer Unlocks Hidden Value in Every Conversation
🌐 Website: michaelreddington.com
Online Therapy and Coaching with Jason Wasser, LMFT
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