Claim OwnershipBreak Free with Ashley Winston
Subscribed: 4Played: 153
Subscribe
© All rights reserved
Description
If you're ready to embrace authenticity, take action, and live the life God has in store for you, you've found your perfect destination. Join Ashley Winston and her esteemed guests as they share inspiring stories, practical wisdom, and valuable advice on faith, business, and life. With a global reach spanning Africa, Europe, Asia, and the Americas, the podcast has touched listeners' lives in over thirty-four countries.
About Ashley: Ashley Winston is a multi-passionate entrepreneur, author, international speaker, business advisor, and founder of the Unstoppable Mentorship Community. With over fifteen years of experience in teaching, advising, and coaching in personal and business settings, she helps people win and provides them with the necessary keys to unlock their peak performance. Her gifts and unique skill set have landed her a wide range of opportunities here and abroad. She has served on the mission field in Port Au Prince, Haiti, and Hyderabad, India. In addition, she has been featured in commercials, films, and on television, including the daytime talk show Rachael Ray, and worked behind the scenes of significant productions. Ashley Winston has worked with over 15,000 women and youth, 50 Chicago Public Schools, and more than 98 organizations, including The Lyric Opera of Chicago and McDonald’s Corporation. In addition, she has written three books, Break Free: Unlock Your God-Given Potential & Unleash Your Unstoppable, You Are Enough, and 7 Secrets to Living Your Best Life, a guide to help you overcome your obstacles and create a life you love.
To learn more about Ashley and her books, please visit her website: TheAshleyWinston.com or follow her on instagram @theashleywinston. Click the link in her bio to stay connected and subscribe to her email list. Receive a wealth of insight, inspiration, and valuable content delivered straight to your inbox.
81 Episodes
Reverse
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 Community. When she first entered UMC, she was overwhelmed by family responsibilities, grief, fear, survival patterns, control issues, financial instability, and unhealed childhood wounds. She thought she was ready to launch a business—but God showed her that her soul needed healing first.Lupe reveals how Ashley’s 7 Secrets to Living Your Best Life course challenged her to stop performing, stop task-mastering, and start listening. Through this process, she confronted identity wounds, emotional immaturity, poverty mindsets, and the younger version of herself still making her decisions. She also shares how this inner work transformed her marriage, restored unity in her home, strengthened her leadership, and helped her break generational cycles—so much so that her husband is now taking the course too.This episode is for anyone who feels stuck, is tired of repeating the same cycles, and is ready to become the healed, whole, and aligned version of themselves. Ashley and Lupe offer wisdom, transparency, and hope for women who desire true wellness—not perfection, religion, or performance.Visit the link in Ashley’s Instagram bio @theashleywinston to sign up for her email list and stay connected for weekly insights, mentorship opportunities, and more transformative content.Support this podcast at — https://redcircle.com/break-free-with-ashley-winston/exclusive-content
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 spiritual capacity. Ashley reveals how God expands influence by first expanding you — stretching your internal capacity, sharpening your discernment, and preparing you to lead at a higher level. She unpacks the process of recognizing divine timing, embracing refinement, and stepping back into old spaces with new strength, strategy, and authority. Listeners will learn how to discern when God is shifting their assignment, why He sometimes reopens old doors for elevated purposes, and how to navigate the tension between past familiarity and future promotion. This episode offers prophetic insight and practical wisdom for anyone sensing that God is transitioning them from building with basics to building with mastery. If you’ve ever wondered whether God was redirecting you, refining you, or reintroducing you — this episode clarifies the process and empowers you to walk boldly into your next level.Visit the link in Ashley’s Instagram bio @theashleywinston to sign up for her email list and stay connected for weekly insights, mentorship opportunities, and more transformative content.Support this podcast at — https://redcircle.com/break-free-with-ashley-winston/exclusive-content
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 that true business success is rooted in spiritual alignment, personal growth, discipline, and obedience.Ashley challenges entrepreneurs to stop waiting for perfect plans, full funding, or ideal circumstances, and to trust that God has already written the end from the beginning. She unpacks how growth in business mirrors inner transformation and how alignment with God’s process, patience, and stewardship creates space for sustainable increase and impact. Listeners are reminded that every act of faith, no matter how small, positions them for breakthrough and divine favor.Visit the link in Ashley’s Instagram bio @theashleywinston to sign up for her email list and stay connected for weekly insights, mentorship opportunities, and more transformative content.Support this podcast at — https://redcircle.com/break-free-with-ashley-winston/exclusive-content
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 for transformation, showing how unhealed soul wounds—especially the need to feel needed—can influence decision-making, attract dysfunction, and distort discernment. Using relatable stories from everyday life, she reveals how emotional patterns like validation-seeking or control can silently sabotage progress.Listeners will learn practical steps to invite God into these areas through repentance, Scripture meditation, and application in real life. Ashley reminds us that true transformation happens when revelation meets consistency—and that breakthrough comes when we begin to live healed, whole, and led by the Spirit of God instead of our wounds.Visit the link in Ashley’s Instagram bio @theashleywinston to sign up for her email list and stay connected for weekly insights, mentorship opportunities, and more transformative content.Support this podcast at — https://redcircle.com/break-free-with-ashley-winston/exclusive-content
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 like opposition is often divine revelation—a sign that healing, realignment, or deliverance is needed before elevation.She urges listeners to face their truth instead of hiding behind faith without works, recognizing that ignorance and avoidance keep us trapped in cycles of defeat. Through Scripture and practical wisdom, Ashley calls believers to spiritual warfare awareness—breaking passivity, aligning with God’s voice, and partnering with the Holy Spirit for total wellness of spirit, soul, and body. Because prosperity, health, and purpose are all connected, breakthrough only comes when you confront what’s been conquering you internally so that heaven’s victory can manifest on earth.Visit the link in Ashley’s Instagram bio @theashleywinston to sign up for her email list and stay connected for weekly insights, mentorship opportunities, and more transformative content.Support this podcast at — https://redcircle.com/break-free-with-ashley-winston/exclusive-content
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 access is available to all, but only those who are prepared with oil—the presence and power of the Holy Spirit—can step fully into destiny. Capacity is what fills the void between revelation and manifestation, and this conversation will equip you to show up ready for the doors God is opening in your life.Visit the link in Ashley’s Instagram bio @theashleywinston to sign up for her email list and stay connected for weekly insights, mentorship opportunities, and more transformative content.Support this podcast at — https://redcircle.com/break-free-with-ashley-winston/exclusive-content
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 takes patience and discipline, and what true harvest looks like when our gifts begin to manifest. She also draws a key distinction between purpose (eternal) and assignments (seasonal), reminding us that success, money, or influence without purpose will always leave us empty. This episode is both practical and prophetic—helping you trade frustration for clarity, and emptiness for fulfillment by aligning with God’s plan for your life.Visit the link in Ashley’s Instagram bio @theashleywinston to sign up for her email list and stay connected for weekly insights, mentorship opportunities, and more transformative content.Support this podcast at — https://redcircle.com/break-free-with-ashley-winston/exclusive-content
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 God. When we skip that step, we set ourselves up for disappointment—overinvesting, ignoring red flags, or clinging to relationships that have already expired. Instead, Ashley shows us how to first cultivate self-connection and wholeness in Christ so that our friendships are not rooted in lack, but in abundance.With her signature mix of biblical wisdom and practical truth, Ashley breaks down the importance of discernment, capacity, and courage in our relationships. She explains why mismatched capacity leaves us drained, why loneliness is not a curse but a call to preparation, and how to identify the people who are truly equipped to walk with us in our purpose.This is more than a message about friendship—it’s an invitation to realign your circle, release what no longer fits, and step into the kind of authentic, sharpening relationships God designed for you to thrive in.Visit the link in Ashley’s Instagram bio @theashleywinston to sign up for her email list and stay connected for weekly insights, mentorship opportunities, and more transformative content.Support this podcast at — https://redcircle.com/break-free-with-ashley-winston/exclusive-content
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 many are missing out on the unlimited supply already prepared for them.If you’ve been chasing financial freedom or feeling stuck in a state of lack, this episode will shift your perspective. Ashley challenges common misconceptions about money and provision, highlighting the spiritual dangers of placing money above God. She invites you to examine your connections, your location, and your willingness to sacrifice what you think you need to hold on to.Drawing from scripture and her journey, Ashley explains that faithfulness with small things builds the capacity needed to steward greater blessings. She encourages embracing radical giving and stepping fully into God’s timing, trusting that the “void” is not emptiness, but a place of potential for unlimited provision.Visit the link in Ashley’s Instagram bio @theashleywinston to sign up for her email list and stay connected for weekly insights, mentorship opportunities, and more transformative content.Support this podcast at — https://redcircle.com/break-free-with-ashley-winston/exclusive-content
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 unpacks the hidden fears, unspoken disappointments, and silent agreements that cause powerful women to play small and settle for less than what God intended.With wisdom rooted in Scripture and shaped by real-life experience, she invites us to stop idolizing clarity and start honoring obedience. The fear of responsibility, of being seen, of failing publicly—these aren’t just emotional blocks; they’re spiritual battles. And this episode offers the insight and strategy to overcome them.If you’ve been feeling the tension between where you are and where you know you're called to be, this conversation will give you the courage and conviction to move forward with faith and power.As we step into a new month and a new mindset, Ashley calls you out of the loop of overthinking and into the rhythm of forward movement. This is your invitation to stop playing small, stop explaining yourself to those who were never meant to understand, and start showing up as the woman God created—ready, willing, and unstoppable.Visit the link in Ashley’s Instagram bio @theashleywinston to sign up for her email list and stay connected for weekly insights, mentorship opportunities, and more transformative content.Support this podcast at — https://redcircle.com/break-free-with-ashley-winston/exclusive-content
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 you to be starts with getting radically honest about what you truly want—and then having the courage to make the decisions required to pursue it. From relationships and business to purpose and personal growth, she challenges you to stop dragging people along who aren't assigned to your next dimension and stop negotiating with fear, guilt, and outdated expectations.This is a masterclass in spiritual maturity and soul alignment. If you’re ready to stop playing small, settle the internal conflict, and confidently choose the life God has for you, this episode is your divine wake-up call.If your life is on pause, it’s not because God isn’t moving. It’s because you haven’t decided. The power is in your decision-making.Visit the link in Ashley’s Instagram bio @theashleywinston to sign up for her email list and stay connected for weekly insights, mentorship opportunities, and more transformative content.Support this podcast at — https://redcircle.com/break-free-with-ashley-winston/exclusive-content
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 revelation that shift you from performing to becoming, from confusion to clarity, and from striving to alignment. These aren’t just spiritual concepts; they’re actionable principles that will help you hear God clearly, heal what’s blocking your vision, and walk boldly in your divine assignment.You’ll learn how to:Start with the Word, not the worldHeal what’s blocking the mirrorStop performing and start believingAsk God who you are to HimBreak agreement with lies and impostor identitiesAbide in intimacy, not religionAlign your decisions with your true identityPlus, Ashley expands on the transformation process—information, meditation, revelation, transformation, manifestation—and shows you how revelation leads to divine instructions, unlocked opportunities, and supernatural provision.Visit the link in Ashley’s Instagram bio @theashleywinston to sign up for her email list and stay connected for weekly insights, mentorship opportunities, and more transformative content.Support this podcast at — https://redcircle.com/break-free-with-ashley-winston/exclusive-content
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 doesn’t skip the process, and if we’re going to build something that lasts—whether it's a ministry, marriage, business, or legacy—we must let Him build us first.In this episode, Ashley shares raw, unfiltered moments from her journey. Through these stories, she reveals that identity is not unlocked through performance, but through expressions of vulnerability with God. From spiritual stagnation to business blockages, Ashley breaks down the blind spots that keep us from unlocking our full potential—and how intimacy with God is the bridge to identity. If you’re ready to move from confusion to clarity and from delay to destiny, this episode offers the insight you need to break through and become the person God always intended you to be.Visit the link in Ashley’s Instagram bio @theashleywinston to sign up for her email list and stay connected for weekly insights, mentorship opportunities, and more transformative content.Support this podcast at — https://redcircle.com/break-free-with-ashley-winston/exclusive-content
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 spiritual stagnation or business blockages, Ashley reveals how unresolved confusion about who you truly are can quietly sabotage your ability to walk confidently in your purpose, build sustainably, and unlock the destiny God has specifically designed for you.Drawing from scripture and sharing raw, behind-the-scenes moments from her journey—including a profound season of divine separation and orchestrated heartbreak—Ashley confronts a subtle but powerful lie that many of us believe: that we’re waiting on God. In reality, God is often waiting on us. The delay isn't always about divine timing; sometimes, it's about a lack of awareness, a knowledge gap, or a blind spot keeping us stuck in repetitive, unfavorable patterns in relationships, business, and life.If you’ve been faithful and diligently seeking God but still feel stuck—this episode is your road map to a breakthrough. It will help you gain the clarity you need to move forward and fully receive the best God has prepared for you.Visit the link in Ashley’s Instagram bio @theashleywinston to sign up for her email list and stay connected for weekly insights, mentorship opportunities, and more transformative content.Support this podcast at — https://redcircle.com/break-free-with-ashley-winston/exclusive-content
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-celebrated strengths of the virtuous woman: her ability to govern her life with clarity, build with strategy, and love with intention. This episode explores the connection between wellness and structure, how efficiency flows from divine order, and why being prepared is a form of spiritual warfare. Ashley also breaks down the power of relational wellness—reminding us that we weren’t designed to carry our calling in isolation.With the heart of a teacher and the fire of a mentor, Ashley challenges high-capacity women to stop grinding for approval and start stewarding their growth. If you're ready to shift from burnout to alignment with your divine assignment, this episode will give you language, insight, and tools to support your journey.This one’s for the woman who is building something big but refuses to lose herself in the process.It’s for the visionary who’s learning that wisdom is just as important as work ethic.It’s for the woman who is done faking wellness and ready to live it—fully, freely, and faithfully.Visit the link in Ashley’s Instagram bio @theashleywinston to sign up for her email list and stay connected for weekly insights, mentorship opportunities, and more transformative content.Support this podcast at — https://redcircle.com/break-free-with-ashley-winston/exclusive-content
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 helpmates, but as builders of legacy and wellness.Building on the foundation from Part 1, Ashley invites listeners to experience Proverbs 31 in real life—beyond religious expectation or performance pressure. Far from a one-dimensional portrait of domestic perfection, this woman was a strategist, a businesswoman, a leader, and a force. She stewarded her time, mind, money, and purpose — all while keeping God at the center.With her signature blend of spiritual insight and real-life application, Ashley reveals how Proverbs 31 isn’t a performance checklist — it’s a playbook for living well and leading boldly. She speaks directly to the woman navigating everyday life, who’s tired of striving and is ready to walk in wellness with strategy, stewardship, divine alignment, and abundance.This episode is for the woman who knows she's called to more — not just to survive, but to unlock her God-given potential and unleash her unstoppable! If you’re ready to activate the faith and wisdom of Proverbs 31 in your real, everyday life, this message will empower you to lead with joy, purpose, and freedom.Visit the link in Ashley's Instagram bio @theashleywinston to sign up for her email list and receive more inspiration, tools, and transformational content delivered directly to your inbox.Support this podcast at — https://redcircle.com/break-free-with-ashley-winston/exclusive-content
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-capacity women who love God but are silently battling anxiety, depression, burnout, and emotional exhaustion.From religious coping to high-functioning burnout, Ashley peels back the layers of stigma and shame that often keep us from seeking the support we truly need. She speaks candidly about avoidance masked as faith and challenges the harmful narratives that mislabel mental health needs as self-sabotage or a lack of discipline.With spiritual wisdom and practical encouragement, Ashley reminds us that Jesus is still the Healer—but healing often requires humility, support, therapy, and intentional steps. She begins laying the foundation for what it truly means to become a woman of wellness—not just in theory, but in real life.If you've been feeling overwhelmed or like you're breaking while still managing to "keep it all together," this episode will meet you right where you are. It's for the woman who’s tired of pretending, tired of pushing, and finally ready to pursue real wellness—from the inside out.Visit the link in Ashley's Instagram bio @theashleywinston to sign up for her email list, stay connected, and receive powerful insights, inspiration, and valuable content delivered straight to your inbox.Support this podcast at — https://redcircle.com/break-free-with-ashley-winston/exclusive-content
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 role of stewardship, tithing, and sowing, reminding listeners that true giving is measured by sacrifice and heart posture, not just the amount. She stresses the urgency of acting on God's instructions without delay, as hesitation can lead to missed opportunities.Throughout the episode, Ashley reminds everyone that prioritizing kingdom work and serving others is crucial for experiencing true success. By seeking God's kingdom first, we align ourselves with His will, allowing blessings to flow into our lives. She concludes by reiterating that to partner with God effectively, we must become the individuals He has called us to be, leading to the fulfillment of our destinies.Visit the link in Ashley's Instagram bio @theashleywinston to sign up for her email list, stay connected, and receive powerful insights, inspiration, and valuable content delivered straight to your inbox.Support this podcast at — https://redcircle.com/break-free-with-ashley-winston/exclusive-content
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 means prioritizing tithing and giving before indulging in personal desires. She illustrates how aligning financial habits with God's principles opens the door to divine blessings. However, she also warns that faith without strategy leads to frustration—prayer alone isn’t enough; taking action and developing a plan is essential to effectively partnering with God.Ashley discusses the importance of heart posture and spiritual atmosphere in attracting divine intervention, highlighting that it’s not just about what we want from God, but who we are becoming in Him. She encourages listeners to take bold steps in their faith, align their actions with God’s wisdom, and become doers of His Word—positioning themselves for the breakthroughs and blessings He has already prepared.Visit the link in Ashley's Instagram bio @theashleywinston to sign up for her email list, stay connected, and receive powerful insights, inspiration, and valuable content delivered straight to your inbox.Support this podcast at — https://redcircle.com/break-free-with-ashley-winston/exclusive-content
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 goals. Highlighting that we must see ourselves as capable because our faith is rooted in our belief system. She encourages listeners to guard their eyes and ears as external influences that can distort our self-perception and hinder our progress.Throughout the episode, Ashley discusses the significance of cleansing our conscience and aligning with God's word to remove any guilt or insecurity that may be anchoring us down and how faith is not just about believing in what we want but also about understanding what grace has made available. She also touches on the importance of patience in our faith journey, reminding listeners that sometimes we need to wait for God's timing and guidance rather than rushing ahead with our own plans.Visit the link in Ashley's Instagram bio @theashleywinston to sign up for her email list, stay connected, and receive powerful insights, inspiration, and valuable content delivered straight to your inbox. Support this podcast at — https://redcircle.com/break-free-with-ashley-winston/exclusive-content
Comments
Download from Google Play
Download from App Store
United States