Break Free with Ashley Winston

In this episode of the Break Free Podcast , Ashley has an end-of-year, honest conversation about healing and wellness. She reflects on the women in the Unstoppable Mentorship Community who have embraced the year’s theme: becoming women of wellness in spirit, soul, and body. Special guest Lupe joins the conversation to share her testimony of holistic transformation within the Unstoppable Mentorship...

In this follow-up episode of The Break Free Podcast , Ashley takes listeners deeper into what happens after you say yes to God. Building on the previous conversation, she shifts the focus from how the journey began to what it looks like when God upgrades your assignment and calls you to return to a familiar place — not to repeat the past, but to operate in a new dimension of maturity, clarity, and...

In this episode of The Break Free Podcast, Ashley celebrates National Entrepreneurship Month by taking listeners behind the scenes of her own journey of faith-filled entrepreneurship, showing how a simple “yes” to hosting a small women’s group became the foundation for a global movement helping others go from unstuck to unstoppable. She reveals how divine strategy unfolds step by step, emphasizing...

In this powerful episode of the Break Free Podcast , Ashley dives deep into the real reason many people repeat painful cycles in life, business, and relationships. Building on part one, she explains that advancement often exposes what’s been hiding in our hearts—and what looks like opposition is often God’s revelation. Ashley guides listeners on the journey from what’s revealed to what’s required...

In this episode of the Break Free Podcast, Ashley unpacks the spiritual truth that advancement always exposes what’s been hidden. Drawing from personal experiences, ministry insights, and real-life moments from the Unstoppable Mentorship retreat in Miami, she explains how God uses new environments to reveal old patterns, wounds, and cycles that block breakthrough. Ashley teaches that what feels li...

In this episode of the Break Free Podcast , Ashley shares a powerful lesson on preparation and capacity . Through a story about something as simple as a passport cover and an unexpected boarding pass, Ashley shows how God uses the smallest details to point us toward greater assignments. Preparation is not just practical—it’s spiritual. Drawing from the parable of the ten virgins, she explains how...

In this episode of the Break Free Podcast , Ashley unpacks the truth that purpose is not optional . She shares her own journey of discovering purpose and walks listeners through the four stages of purpose—preparation, planting, growth, and harvest . With biblical examples and personal testimony, Ashley explains why adversity is part of preparation, how surrender is required in planting, why growth...

Friendship is one of life’s greatest gifts—but it can also be one of our biggest struggles when we approach it from a place of emptiness. In this episode of The Break Free Podcast , Ashley offers a raw and honest conversation on what it really takes to build healthy, God-centered friendships. She challenges the tendency to make people our source, reminding us that true fulfillment only comes from...

In this inspiring episode, Ashley explores the mysteries of divine provision and what it truly means to receive from God. Through a vivid story of an unexpected encounter at a coffee shop, she reveals how God’s supply is already waiting—if we’re willing to trust, obey, and position ourselves to receive it. Ashley unpacks the spiritual laws that govern how God provides for His children—and why so m...

In this soul-stirring episode, Ashley returns with Part Two of  Women of Purpose —a powerful continuation of the conversation on calling, courage, and the quiet resistance many women face on the road to becoming. Ashley goes deeper, into the spiritual and emotional undercurrents that keep women circling the same mountains. If Part One was the wake-up call, Part Two is the heart check. Ashley unpac...

In this bold and timely episode, Ashley exposes the hidden roadblock that's keeping many women from stepping into the life they pray for: indecision. With practical wisdom, she walks listeners through how small, everyday choices are either aligning you with your destiny or keeping you stuck in delay, dysfunction, and double-mindedness. Ashley reveals that the process of becoming who God called...

In the final episode of  The Identity Gap  series, Ashley delivers a powerful and practical teaching to help you close the gap between who you’ve been and who God created you to be. If you've been wondering how to step fully into your God-given identity and purpose, this episode is your blueprint. Ashley walks you through seven transformational keys—grounded in scripture and personal revelatio...

In this deeply personal continuation of The Identity Gap series, Ashley opens up about two defining moments—one from her past and one recent—that illuminate how exposure to truth is the gateway to elevation in purpose. She unpacks how God uses exposure not to shame us, but to reveal, refine, and ultimately release us into the next level of our identity and assignment. Ashley reminds us that God do...

In this eye-opening episode, Ashley delivers a powerful and deeply honest message about the missing link between the frustration you feel today and the breakthrough waiting for you tomorrow: your identity. She unpacks why so many talented, prayerful, and purpose-driven people remain stuck—despite impressive credentials, a genuine love for God, and a clear sense of calling. Whether you’re facing sp...

In this powerful conclusion to the  Becoming a Woman of Wellness  series, Ashley returns with more practical and spiritual habits that help women  stay  well—not just look well. While the world applauds grind culture and surface-level success, Ashley unpacks what it means to build a life rooted in  order, wisdom, preparation,  and  relational depth. Pulling from Proverbs 31, she reveals the lesser...

In Part 2 of Becoming a Woman of Wellness: The Proverbs 31 Playbook , Ashley brings this iconic passage to life—off the page and into your purpose. She reveals how this woman was more than a wife—she was a warrior with wisdom, strategy, and spiritual power. Ashley uncovers the fierce, wise, and intentional leader hidden in plain sight—inviting women to see themselves not just as caretakers or help...

In this heartfelt and eye-opening episode of Break Free with Ashley Winston , Ashley kicks off Mental Health Awareness Month with a much-needed conversation about the quiet pain many women carry behind the scenes—especially within faith-based spaces. Drawing from her experience as a spiritual leader and mentor, she opens up about the mental health crisis she’s witnessed firsthand among high-capaci...

In Part Two of this episode of the Break Free Podcast , Ashley continues the conversation on faith, strategy, and stewardship, shifting the focus from what we want to who we need to become. She explores how the Holy Spirit provides direction in both personal and professional pursuits, emphasizing the importance of obedience and taking practical steps toward God's vision. Ashley highlights the...

In part one of this episode on the Break Free Podcast , Ashley unpacks the powerful combination of faith, strategy, and stewardship. As she prepared for an upcoming trip to Washington, D.C. with her community, she reflected on how seeking God through worship and prayer brought unexpected provision and financial breakthroughs. Ashley emphasizes that money has an assignment, and true stewardship mea...

In part two of this episode on the Break Free Podcast , Ashley continues the powerful conversation on faith inspired by Willy Wonka and the Chocolate Factory . She explores the power faith has in shaping our lives and destinies and how our belief systems can either propel us forward or hold us back.  Ashley emphasizes the importance of self-image and how it influences our ability to achieve our go...

In this episode of the Break Free Podcast, Ashley explores the topic of faith, drawing inspiration from Willy Wonka and the Chocolate Factory —specifically Charlie’s unwavering belief in his ability to get the golden ticket, despite skepticism and unbelief from those around him. She uncovers how Charlie’s journey mirrors our own walk of faith, where maintaining hope and vision, even in uncertainty...

In this episode of the Break Free Podcast, Ashley unpacks the profound meaning of the fear of the Lord and its impact on spiritual and personal growth. She explains that fearing God isn’t about being afraid but about developing a deep reverence for His power and holiness. Ashley reveals how pride can be a silent barrier, keeping us trapped in cycles of frustration and stagnation. Without a proper...

In this throwback episode of the Break Free podcast, Ashley shares a powerful snippet from her Boss Up Mastermind , highlighting the importance of desire, decision-making, posture, and positioning on the path of wealth creation. She reflects on her initial hesitation to have a live event and discusses how aligning with God's will versus what we have in mind releases the creativity and capacity...

In today’s episode, Ashley explores the dynamics of friendship, offering practical advice on how to nurture and improve our connections with our inner circle. She starts by highlighting the significance of treating friends according to their individual needs rather than assuming they share our preferences. She discusses the concept of love languages, demonstrating how understanding these unique ex...

Begin 2025 with clarity by identifying the hidden habits of self-sabotage that could keep you from reaching your New Year’s goals. On this throwback episode of the Break Free Podcast, Ashley reveals how negative thought patterns and subconscious actions can hold you back from the fresh start you desire. She gives practical insights on identifying and overcoming self-sabotage so you can set the sta...