The Hidden Power of Letting Go: How Trust Transforms Your Life and Career

The Hidden Power of Letting Go: How Trust Transforms Your Life and Career

Most of us feel stuck in the in-between, knowing there’s more beyond the current chaos but unsure how to get there. Jeannine Trimboli’s inspiring journey from theatre to entrepreneurship, fitness, and ultimately thriving in the trades reveals a powerful truth: transformation begins when you let go of control and trust the process. In this episode, Jeannine shares how she overcame self-doubt, built a business from scratch in the middle of personal upheaval, and found clarity in blending diverse life experiences into a purpose-driven career. You'll discover how embracing grit, curiosity, and self-awareness empowers her to lead with authenticity in industries where women are underrepresented, breaking barriers and shifting mindsets along the way. We break down specific strategies Janine used to cultivate resilience, find alignment, and cultivate a growth mindset amid challenges. Topics include redefining success, navigating difficult conversations, and harnessing the power of intentionality through meditation, journaling, and community. Her story offers a blueprint for anyone seeking to rebuild or reinvent themselves, highlighting that success isn’t a finish line but a continuous practice of inner work and openness. Why does this matter? Because without clarity and self-trust, your potential remains hidden behind fears and assumptions. But with her insights, you'll learn how to spot opportunities in disguise, whether in your career, relationships, or personal growth, and move forward with confidence, even in chaos. Perfect for anyone feeling at a crossroads or craving more alignment, Jeannine's experience reminds us that growth is ongoing, and grace is essential along the way. Her journey shows that life’s toughest moments often lead to your most authentic, powerful self. Ready to see the bigger door waiting for you? Hit play and start your next chapter. Connect with Jeannine Trimboli: Facebook: https://www.facebook.com/jmtrimboli [https://www.facebook.com/jmtrimboli] LinkedIn: https://www.linkedin.com/in/jmtrimboli [https://www.linkedin.com/in/jmtrimboli] Instagram: @jeanninetrimboli

How Hard Conversations Can Transform Your Life: Lisa Boucher on HR, Leadership and Owning Your Worth

She got the corner office. Wore the power suit. And walked away. In this episode, Jen sits down with Lisa Boucher, HR consultant, career coach, and 6th-degree Taekwondo Black Belt with over two decades in HR. They get into why avoiding hard conversations is actually the unkind choice, how the stories we make up in our heads are almost always wrong, and what self-advocacy really looks like when you are scared to use your voice. If you have ever held back, stayed too long in the wrong room, or wondered if being direct makes you difficult, this one will change how you think about that. Subscribe, rate, and leave a review. And if someone needs to hear this, share it. Connect with Lisa: Instagram: https://www.instagram.com/lisa_rosati_boucher [https://www.instagram.com/lisa_rosati_boucher] LinkedIn: https://www.linkedin.com/in/lisamboucher [https://www.linkedin.com/in/lisamboucher] Facebook: https://facebook.com/LisaBoucherMentorCoach [https://facebook.com/LisaBoucherMentorCoach] Connect with Jen and TrueIcon: Instagram: https://www.instagram.com/beatrueicon [https://www.instagram.com/beatrueicon] Website: https://www.beatrueicon.com [https://www.beatrueicon.com] LinkedIn: https://www.linkedin.com/in/jenniferdegroff/ [https://www.linkedin.com/in/jenniferdegroff/] CHAPTERS 00:00 Welcome and intro 03:03 The temper she had to unlearn 08:12 What happens when you stop self-advocating 21:42 The ripple effect of one conversation 34:19 Redefining what success actually looks like 36:22 The fear and freedom of going out on your own 53:53 Staying true to your values in real life 59:37 One last thing: have more fun #beatrueicon #staytrueandboldlygrow #hardconversations #hrtips

The Three Ingredients to Making a Bold Move with Kristen Rocco

The Ingredients to Making a Bold Move with Kristen Rocco What's between you and your next bold move? For over 15 years, Kristen Rocco worked as a Brand Leader for global companies, mastering the art of turning corporate strategy into human connection. Today, she uses that same storytelling lens to bridge the gap between where people are and where they want to go. In this episode of the TrueIcon Podcast, Jen sits down with Kristen and dives into Kristen's experience of climbing a path that looked "right" until the quiet pull toward something more became impossible to ignore. She did not have all the answers when she made her move. She had a desire, a sense of who she wanted to become, and the courage to act anyway. Together, Jen and Kristen unpack her three-part Bold Moves framework: desire, who, and do. They go deep on what it really means to listen to yourself when everything around you says stay, how to stop waiting for certainty before you take the leap, and why your recurring desires are not random, they are data. What You Will Take Away: * Desire is direction: If a want keeps coming back, it is not noise. It is a signal worth following. * The bold move framework: Three questions that cut through overthinking and get you moving. * You do not need certainty: Most bold moves are made without a full plan. Action comes before clarity. * Community is the strategy: Who you surround yourself with shapes what you believe is possible. * Authenticity is a practice: Living true is not a moment. It is a daily decision. Chapters: 00:00 Welcome and intro 03:15 Kristen's career that looked right on paper 12:40 The internal shift before anything changed externally 22:10 The bold moves framework: desire, who, and do 33:45 What fulfillment actually feels like 42:20 Fear, community, and doing it anyway 52:00 Legacy, authenticity, and what is alive right now Where to Find Kristen Rocco: Instagram: @kristenrocco LinkedIn: linkedin.com/in/kristenrocco [http://linkedin.com/in/kristenrocco] Substack: kristenrocco.substack.com [http://kristenrocco.substack.com] Podcast: Bold Moves: How Did You Know? on Spotify: open.spotify.com/show/0GoOwSiG8iQo3F5Ch7OyLt [http://open.spotify.com/show/0GoOwSiG8iQo3F5Ch7OyLt] Where to Find Jen DeGroff and TrueIcon: Instagram: instagram.com/beatrueicon [http://instagram.com/beatrueicon] Website: beatrueicon.com [http://beatrueicon.com] LinkedIn: linkedin.com/in/jenniferdegroff [http://linkedin.com/in/jenniferdegroff] About Kristen Rocco: Kristen Rocco is a writer, speaker, and podcast host on a mission to help people stop waiting for permission and start making bold moves. Through her podcast Bold Moves: How Did You Know? and her writing on Substack, she explores the real, messy, honest stories behind major life pivots. Her work is grounded in the belief that desire is not a distraction. It is a map. About the TrueIcon Podcast: Hosted by Jennifer DeGroff, the TrueIcon Podcast is an show about authenticity, growth, and redefining success on your own terms. We celebrate uniqueness, normalize imperfection, talk values, and lift people up. Whether you are navigating a large change, building a business, or trying to find your voice, this is your space to feel empowered to step into your greatness. #beatrueicon #staytrueandboldlygrow #boldmoves #careerpivot

Equal Parts Irrational Confidence and Humility: Quitting Corporate to Build Something Real

He did everything right. Climbed from the mailroom to senior software engineer at a Fortune 500 company. Checked every box. And then one day he quit. Not because he failed, but because he finally got honest about what success actually meant to him. In this episode of the TrueIcon Podcast, Jen sits down with Brad Colacino, founder and creative director of Bright Cycle Design Co., community builder, storyteller, musician, and mentor. Brad spent over two decades navigating the corporate ladder before making the leap to build something that actually felt like him. His story is not about burning it all down. It is about getting quiet enough to hear what you actually want. Brad and Jen talk about what it costs to stay somewhere that no longer fits, how sobriety reshaped his relationship with himself and his work, and what it looks like to build a creative life from scratch after decades in corporate. He also gets into community, mentorship, and why redefining success is not a one-time decision but a daily practice. If this episode inspired you, please subscribe, rate, and leave a review. It helps us bring more honest, real stories to listeners like you. In this episode: * Climbing every rung of the corporate ladder and still feeling empty * The decision to quit and what finally made it feel possible * How his personal journey changed everything, including how he creates * Building Bright Cycle Design Co. from the ground up * Community, mentorship, and showing up for other people * What redefining success actually looks like in daily life Chapters: 00:00 Intro + Meet Brad 08:37 How Brad defines success now vs. then 16:24 The tipping point that made quitting feel possible 23:23 Divorce, financial pressure, and choosing not to go back 32:32 No wrong roads: lessons from The Phantom Tollbooth 41:58 The stepdad story that stopped the room 51:49 The sobriety journey 01:06:28 Building community and the question that changes everything 01:22:24 Equal parts irrational confidence and humility Connect with Brad: LinkedIn: https://www.linkedin.com/in/brad-colacino/ [https://www.linkedin.com/in/brad-colacino/] Website: brightcycledesign.com [http://brightcycledesign.com] Connect with Jen and TrueIcon: Instagram: https://www.instagram.com/beatrueicon [https://www.instagram.com/beatrueicon] LinkedIn: https://www.linkedin.com/in/jenniferdegroff/ [https://www.linkedin.com/in/jenniferdegroff/] Website: https://www.beatrueicon.com [https://www.beatrueicon.com] About Brad Colacino: Brad Colacino is the founder and creative director of Bright Cycle Design Co. After more than two decades in corporate, including a senior software engineering role at a Fortune 500 company, he made the leap to build a creative life on his own terms. He is a community builder, storyteller, musician, and mentor who has been rewriting what success actually means. About the TrueIcon Podcast: Hosted by Jennifer DeGroff, the TrueIcon Podcast is an interview show about authenticity, growth, and redefining success on your own terms. We celebrate uniqueness, normalize imperfection, and lift people up. Whether you are navigating a career change, building a business, or trying to find your voice, this is your space to feel empowered to step into your greatness. #beatrueicon #staytrueandboldlygrow #creativelife #redefinesuccess

Art, Peace, and the Hundred Steps: Eugene O'Neill on Finding Your True Self

This episode contains a candid conversation about personal wellness practices, including some that may not be right for everyone. Nothing shared here is medical advice. Please consult a qualified healthcare professional before making any decisions about your own health and wellness journey. He went to a wellness retreat at one of the darkest points of his life. He walked a hundred steps. And by the time he reached the top, he had the only answer he needed. This one will stay with you. In this episode of the TrueIcon Podcast, Jen sits down with Eugene O'Neill, muralist, art educator, and founder of Made In Truth. Eugene has spent his career transforming communities and classrooms through art and wellness. But in this conversation, he opens up about his own journey: the grief that broke him open, the retreat that changed everything, and what peace, love, and joy actually look like when you stop performing and start living them. Eugene and Jen go deep on what it means to heal the healers, how art became his path to personal wellness, and why reconnecting with your inner child is not soft, it is essential. He shares the story of the Hundred Steps of Life, a meditation that helped him stop over-planning and trust the frequency he wanted to live in. If you have ever felt like you were showing up for everyone else while quietly falling apart, this conversation will meet you exactly where you are. If this episode inspired you, please subscribe, rate, and leave a review. It helps us bring more honest, real stories to listeners like you. In this episode: * Who heals the healers: Eugene spent years supporting others through grief and loss. This episode is about what happened when he finally turned that care toward himself. * The Hundred Steps: a meditation that helped him stop over-planning and trust that peace, love, and joy are enough of a compass. * Your shadow side is not the enemy: forming a relationship with the parts of yourself you have been hiding, not fixing them, but understanding them. * The inner child is expansive: the inner parent refines and reduces. The inner child expands. You need both to grow. * Forgiveness is where it starts: you cannot move out of the past without forgiving the version of yourself that did not yet have the tools you have now. Episode chapters: 00:00 Welcome and intro 05:56 Art, community, and where it all started 18:01 Breaking free from external expectations and the retreat that changed everything 30:31 The Hundred Steps of Life 39:21 The journey to finding your true self 49:08 Living with peace, love, and joy 01:06:21 Forgiveness, the inner child, and lasting impact Connect with Eugene: Instagram, Facebook, LinkedIn: @madeintruthinc Website: www.madeintruthinc.com [http://www.madeintruthinc.com] Connect with TrueIcon: Instagram: @beatrueicon About Eugene O'Neill: Eugene O'Neill is a muralist, art educator, and founder of Made In Truth. He has spent his career using art and wellness to transform communities and classrooms. His work sits at the intersection of creativity, healing, and human connection. About the TrueIcon Podcast: Hosted by Jennifer DeGroff, the TrueIcon Podcast is an interview show about authenticity, growth, and redefining success on your own terms. We celebrate uniqueness, normalize imperfection, and lift people up. Whether you are navigating a career change, building a business, or trying to find your voice, this is your space to feel empowered to step into your greatness. #beatrueicon #staytrueandboldlygrow #mentalhealth #personalgrowth