Break Free With Ashley Winston

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

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

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 a

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 direct

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 th

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 c

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,

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 lis

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, is key to stepping into God’s promises.Ashley emphasizes the critical role of self-image and character in our ability to activate faith. She discusses how childhood influences and our belief system can either propel us forward or hold us back. Just like Charlie, we must align our faith with our identity to fully inherit what God has for us.Ashley also addresses the internal struggles many face when it comes to believing in themselves and their potential. True faith, she explains, requires a made-up mind it’s not just about understanding faith principles but embodying them. Ashley encourages listeners to reflect on t

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 fear of the Lord, we risk missing out on divine instruction, wisdom, and the blessings that come with obedience.Ashley challenges listeners to examine their relationship with God, emphasizing the importance of prayer, worship, and meditating on His Word. By aligning our lives with God’s will and remaining open to His guidance, we position ourselves to receive His wisdom and unlock opportunities that lead to lasting success and fulfillment in our personal and professional lives.Visit the link in Ashley's Instagram bio @theashleywinston to sign up for her email list, stay connected, and receive powerful insights, in

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 to be more successful in business.   Ashley shares a pivotal moment when she recognized the need to align her career with her purpose, leading to a transformative journey of success and fulfillment.Gain valuable insights on how to position yourself for prosperity by understanding your desires and submitting them with God’s will. Ashley encourages listeners to take action, trust God’s provision, and understand that true prosperity comes from submitting to His plans and aligning with His purpose, not just seeking financial gain.Visit the link in Ashley's Instagram bio @theashleywinston to sign up for her email list

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 expressions can strengthen bonds.Ashley emphasizes that true friendship requires being selfless, attentive, and committed to learning what makes others feel loved and valued and also touches on the crucial role of vulnerability, encouraging listeners to open up about their struggles, which can foster deeper, more meaningful connections. She reminds us that not all friendships are meant to last forever and that recognizing when it’s time to let go or adjust our expectations is vital for personal growth.Ashley urges listeners to reflect on their current friendships, identify areas for improvement, and prepare for new con

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 stage for growth, confidence, and success. Ashley unpacks how comparison and lack of accountability can hold us back while offering actionable strategies to step into the new year with renewed focus and intention.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 this episode of the Break Free Podcast, Ashley continues her exploration of relational intelligence, inspired by a book club discussion in the Unstoppable Mentorship Community. She expands on the importance of self-awareness and honesty. Ashley highlights the need for us to be open to feedback, as it can reveal blind spots and help us improve our relationships. She emphasizes that unresolved pain and a lack of self-awareness can hinder our ability to love and connect with others. She examines the struggle people have with being honest due to fears of confrontation, judgment, or abandonment and encourages listeners to confront these fears and seek God's guidance to foster authentic connections with themselves and others. As we approach a new year, she urges everyone to reflect on their relationships, identify any misalignments, and make necessary adjustments. Visit the link in Ashley's Instagram bio @theashleywinston to sign up for her email list, stay connected, and receive powerful insights, inspi

In this episode of the Break Free Podcast, Ashley explores relational intelligence inspired by a book club discussion in the Unstoppable Mentorship Community. She highlights the importance of healing and the necessity of inviting God into our hidden spaces to transform our narratives. Ashley emphasizes that while we owe love to others, we do not owe them access to our lives, and recognizing this distinction is crucial for healthy relationships. She unpacks the different types of relationships and stresses the importance of knowing our purpose to navigate these connections effectively. This episode encourages listeners to assess their relational habits and be willing to let go of relationships that no longer serve them, as this is essential for personal growth and moving toward their destiny. It also reminds us that God has a plan for our lives, including the right people to support us on our journey. Visit the link in Ashley's Instagram bio @theashleywinston to sign up for her email list, stay connected,

In this throwback episode of the Break Free Podcast, host Ashley Winston sits down with Shakila Stewart, founder and CEO of the Walk This Way Movement, for an empowering conversation about confidence, authenticity, and overcoming obstacles. In this oldie but goodie, Shakila discusses her journey of breaking free from societal expectations and the fear of embracing her true self with Ashley, sharing how spiritual transformation deepened her confidence, reshaped her dreams, and helped her live authentically with boldness and purpose.Together, they explore how stepping out of comfort zones, surrendering plans to God, and trusting His direction can lead to unexpected yet fulfilling paths. The episode highlights the power of prayer, having a solid support system, and affirming your identity in Christ. Ashley and Shakila also emphasize that true success comes from within, not external appearances or achievements, inspiring listeners to embrace their God-given identities and walk confidently in their purpose. Visit

In this episode of the Break Free Podcast, Ashley wraps up the Woman to Woman mini-series, a journey of honest conversations, sisterhood, and stories that empower us to be the unstoppable women God created us to be.Ashley addresses some of the most pressing questions submitted by listeners, offering personal insights and practical advice to tackle life’s biggest challenges. She shares strategies for trusting God in uncertain times, building faith like a muscle, and setting boundaries. Ashley also discusses self-sabotage, procrastination, and the struggle to live authentically, encouraging listeners to cultivate discipline, self-awareness, and an identity rooted in Christ.The episode explores recognizing when we’re living below God’s standard, navigating seasons of waiting, and discerning the balance between boldness and gentleness from a biblical perspective. Ashley concludes by highlighting the difference between religion and a genuine relationship with God, reminding us that true growth comes from personal

In this episode of the Break Free Podcast, we continue the woman-to-woman series, where we have honest conversations and sisterhood and share stories that empower, uplift, and encourage us to be the unstoppable women God created us to be.Ashley offers another behind-the-scenes listen at one of her Break Free Sunday interviews, typically exclusive to the Unstoppable Mentorship Community. This time, she is joined by Julia as they reflect on the powerful lessons learned about identity, healing, and relationships. Ashley emphasizes the importance of meditating on the Word and rooting our identity in Christ. They discuss how, without a solid foundation, we risk misalignment in our actions and outcomes, often placing people or things in the position that only God should hold. Julia opens up about the two major obstacles to her development: self-deception and toxic relationships. They challenge societal norms surrounding relationships and marriage, as Ashley explains how a lack of preparation can delay the arrival o

In this episode of the Break Free Podcast, we continue the woman-to-woman series, where we have honest conversations, sisterhood, and share stories that empower, uplift, and encourage us to be the unstoppable women God created us to be. Ashley lets us into a behind-the-scenes moment of Break Free Sunday, conversations typically exclusive to her Unstoppable Mentorship Community. Ashley emphasizes the importance of recognizing God as our sole provider rather than relying on jobs or people, while her guest, Seniet, reflects on her experience of looking to others as her source—resulting in feelings of frustration and inadequacy.The conversation also touches on a humorous yet pivotal moment that led to a more profound spiritual revelation about sowing seeds and the significance of our heart posture in receiving God's promises. Ashley explains how sowing seeds requires intentional cultivation to ensure a fruitful harvest. She encourages listeners to reflect on what God has already revealed to them and to take a

In today's episode of the Break Free Podcast, we continue the powerful "Woman to Woman" series with part two of Ashley Winston's enlightening conversation with Katrina Boatwright as she opens up about her incredible journey of resilience, leadership, and faith, sharing how she broke through personal and professional barriers to discover her true identity. Ashley and Katrina explore the importance of living authentically, embracing vulnerability, and seeking God's truth in every aspect of life. They also discuss the lessons Katrina learned about letting go of external expectations and societal pressures in relationships to fully align with God's purpose. This episode is a testament to the transformative power of faith, and it encourages listeners to pursue their divine purpose with courage and conviction.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 stra