How to Trust Yourself: The Messy, Human Path to Becoming Who You Are

Anna Holtzman

Hosted by psychotherapist Anna Holtzman, How to Trust Yourself is a podcast about moving through fear, navigating uncertainty, and becoming more fully yourself. Through honest reflections and thoughtful conversations, Anna explores relationships, anxiety, identity, purpose, self-trust, intuition, healing, and what it means to live more authentically — especially in seasons of change. Learn more: www.annaholtzmantherapy.com www.annaholtzman.com www.instagram.com/anna_holtzman

  1. 1d ago

    Ep 138 Life After Corporate with Deb Boulanger: Self-Worth, Pricing, Visibility & Building What Comes Next

    What happens when you’ve spent decades becoming exceptionally good at succeeding inside a system — and then decide to build something of your own? In this episode, Anna sits down with Deb Boulanger, founder of Life After Corporate, who works with accomplished corporate women leaders making the transition into consulting, fractional leadership, coaching, and advisory work. Deb knows this transition from the inside. After a highly successful corporate career — including growing a new business from zero to $32 million in 30 months and leading a team of more than 50 people — she reached a point where the pace was no longer sustainable. Burnout, the end of her marriage, caregiving, motherhood, and menopause all converged into a larger question: What do I actually want my life to look like now? What followed was not simply a career change, but an identity shift. In this conversation, Anna and Deb explore what happens psychologically when the title, team, salary, and company name that once reinforced your sense of competence are suddenly gone — and you have to trust your own judgment in a whole new way. They talk about: • Why leaving corporate can bring up unexpected self-worth wounds • The role perfectionism, people-pleasing, procrastination, and fear play in entrepreneurship • Why market research can feel much more emotionally loaded than it sounds • The fear of being perceived as “salesy” — and how Deb reframes selling as service • Why visibility is essential if you want to be discoverable • The connection between pricing and self-worth • Deb’s powerful reminder: “No one is buying your self-esteem.” • Why underpricing can lead to burnout, resentment, and blurred boundaries • The difference between overpricing and overpromising • Why one failed webinar, launch, or sales conversation is simply a data point — not proof that your business won’t work • The financial and emotional “wobbles” that often happen when building something new • How to keep going when your nervous system wants immediate proof that your efforts are working • Why leaving corporate and building your next chapter can become something much deeper than a career move Deb also shares stories from her work with women who have moved through uncertainty, rebuilt their confidence, and turned decades of experience into sustainable businesses and high-value advisory relationships. At its heart, this conversation is about learning to separate your value as a human being from the results in your business — and trusting that the expertise you built over decades did not disappear when you left your corporate role. Connect with Deb Boulanger Website: https://lifeaftercorporate.com/ LinkedIn: https://www.linkedin.com/in/debboulanger-thegreatdo-over/ Instagram: https://www.instagram.com/deb_boulanger/ You can also find the Life After Corporate podcast wherever you listen to podcasts. Connect with Anna Holtzman Website: www.annaholtzman.com LinkedIn: https://www.linkedin.com/in/anna-holtzman/ Instagram: https://www.instagram.com/anna_holtzman/

  2. Sep 11

    Ep 137 Following the Creative Thread with Margo Tantau: Building a Career Through Curiosity, Courage & Connection

    What if you didn’t need to know exactly where your creative path was leading before you took the next step? In this episode, Anna talks with Margo Tantau, creative industry veteran, founder of Tantau Studio, and host of the beloved Windowsill Chats podcast, about the winding path of a creative life and career. Margo has spent more than 30 years working across art, product development, licensing, creative direction, retail, manufacturing, coaching, and artist representation. Rather than following one perfectly mapped-out career plan, she has built her work by staying curious, noticing what lights her up, and following the opportunities, people, and ideas that pull her forward. Anna and Margo talk about what it means to create a career that feels unmistakably like you, even when you can’t see the destination yet. They explore the importance of keeping your creative flame alive, why connection can be more useful than trying to solve everything alone, and how allowing other people to support your work can make a creative life more sustainable. They also get into the vulnerability of visibility: sharing your work, telling your stories, putting an offer into the world, and trusting that what comes naturally to you may be exactly what someone else has been looking for. In this episode, we talk about: • How Margo’s winding creative career evolved from design and retail into product development, licensing, artist representation, teaching, and podcasting • Why you don’t need to know the destination before beginning a creative path • Following curiosity and paying attention to the things that “turn your head” • The difference between forcing creativity and allowing inspiration to emerge responsively • Why keeping even a small thread of creativity alive matters • The role of specificity and storytelling in helping people connect with your work • The fears that can come with sharing your work and making yourself visible • Why putting an offer into the world sometimes reveals a need you didn’t know was there • Building a creative career through practice rather than waiting for one breakthrough moment • How Margo manages a multifaceted creative business without trying to do everything herself • Learning to ask for help, collaborate, and let your work be held by more than one pair of hands • The importance of creative community and finding people with whom you don’t have to explain yourself • Margo’s encouragement to follow the small tug toward whatever interests, excites, or intrigues you next About Margo Tantau Margo Tantau is a creative industry veteran who has spent her career elevating artists and turning ideas into thoughtful, successful products. With over 30 years of experience in product development, art direction, and creative brand building, she’s collaborated with hundreds of artists, championing their work, mentoring their growth, and helping shape collections that truly resonate. Now, as founder of Tantau Studio, Margo formally represents a curated roster of surface designers and illustrators, continuing her long-held passion for connecting art with opportunity through strategic, heart-led representation. She also hosts Windowsill Chats, a beloved podcast where she shares candid conversations with artists, makers, and industry leaders about creativity, business, and the satisfaction of building a life in art. Margo believes that doing more of your own thing, boldly and consistently, is the key to building a career that’s true to who you are. To her, that’s what real creative success looks like. Connect with Margo Website: margotantau.com Podcast: Windowsill Chats Instagram: @windowsillchats and @mtantau Connect with Anna Website: www.annaholtzman.com Instagram: @anna_holtzman

  3. Aug 21

    Ep 136 Cosmic Goodness with Cassidy Gard: Reinvention, Owning Your Story & Finding the Light in the Shadow

    What happens when we stop trying to outrun the parts of our story we wish were different—and begin to understand that those very shadows may hold some of the material for our healing? In this episode, Anna sits down with Cassidy Gard, a three-time Emmy Award-winning television producer, former Good Morning America correspondent, and author of Cosmic Goodness: Surrendering the Shadows to Live in the Light. Cassidy writes and speaks at the intersection of spirituality, motherhood, sobriety, grief, and reinvention. For years, Cassidy made a career out of telling other people’s stories, covering breaking news, mass shootings, the Me Too movement, and some of the most emotionally intense events of our time. Behind the scenes, she was carrying a story of her own: growing up with an alcoholic father, childhood anger and shame, grief, anxiety, and the exhausting work of masking the parts of herself she didn’t yet know how to hold. Cassidy began journaling at seven years old, and writing became both a refuge and, eventually, a way back to herself. In this conversation, she and Anna explore what happens when we turn toward our own inner world, recognize the breadcrumbs we’ve been leaving ourselves all along, and begin trusting the story that wants to emerge. They talk about: • Being highly visible while still hiding in plain sight • Why Cassidy began journaling as a child and how her relationship with writing evolved • The “cosmic winks” and seemingly small clues that can guide us through reinvention • Moving from telling other people’s stories to claiming your own • The emotional toll of working in breaking news and covering traumatic events • Cassidy’s experience caring for her estranged father at the end of his life • Grief, alcoholism, estrangement, and finding peace without receiving the closure you wanted • Why writing a memoir can require giving yourself permission to own your lived experience • Motherhood, sobriety, and intentionally creating a different kind of family life • Why spirituality doesn’t have to mean being endlessly “easy breezy” • The idea that the shadow isn’t the enemy—and that we can’t surrender what we haven’t first acknowledged • How to begin writing when you don’t have huge blocks of uninterrupted time • Trusting that your story is worth telling before you have proof of where it will lead Cassidy also shares a powerful reminder for anyone who feels intimidated by the idea of writing: start smaller than the big picture. A voice memo, an iPhone note, ten minutes stolen from an otherwise full day—all of it counts. The work can accumulate before you ever know exactly what it is becoming. As Cassidy puts it, “The shadow is also where the medicine is that you’re seeking. You cannot surrender what you have not identified and acknowledged.” Connect with Cassidy Learn more about Cosmic Goodness: Surrendering the Shadows to Live in the Light at CosmicGoodness.com. Follow Cassidy on Instagram at @cassidygard. Cosmic Goodness is available wherever books are sold. If you read it, consider leaving a review on Amazon or Goodreads—reviews can make a meaningful difference for debut authors. Connect with Anna Follow Anna on Instagram: @anna_holtzman Learn more about Anna’s work: www.annaholtzman.com Send Anna an email and tell her what stayed with you from this episode: anna@annaholtzman.com

  4. Aug 14

    Ep 135 Paint, Rest, Repeat with Ros Gervay: Creativity, Capacity & Building a Sustainable Artist Life

    In this episode, Anna sits down with Australian botanical artist and creative mentor Ros Gervay to explore what it actually looks like to build a thriving creative life grounded not in hustle, but in capacity, compassion, and sustainable momentum. In this episode, we explore: • The story behind “Paint Rest Repeat” Why Ros insists that rest is a core business strategy, how she learned it the hard way, and why true artistic growth doesn’t come from pushing — but from honoring your actual bandwidth. • How Ros balances creativity, business, and wellbeing Especially for sensitive creatives and folks with chronic stress responses, we talk about how to create, grow, and share your work without overwhelming your nervous system. • The challenges emerging artists face most Including fear of visibility, perfectionism, comparison, pricing fears, creative paralysis, and the belief that they need to “earn” their right to call themselves an artist. • How Ros helps artists move through those barriers Through community, mindset work, permission-giving, capacity-based planning, and reminding them that they’re allowed to build a business that actually fits them. • What lights Ros up most about her work today Hint: it has everything to do with witnessing artists come home to their own voice, trust themselves, and grow in ways that feel aligned — not forced. This episode is equal parts grounding and inspiring — a gentle permission slip to build your creative life in a way that honors your whole self. Connect with Ros • Shop Art: www.rosgervayart.com • For Artists: www.permissiontopaint.co • Artist Community: www.facebook.com/groups/permissiontopaintfreecommunity • Podcast: https://www.permissiontopaint.co/podcast • Instagram: @rosgervayart • Facebook: @rosgervayart • YouTube: @rosgervay Connect with Anna • Instagram: https://www.instagram.com/anna_holtzman/ • Website: https://www.annaholtzman.com/ • Free workshop — Let Yourself Be Seen: https://www.annaholtzman.com/beseen

  5. Aug 7

    Ep 134 Expanding Hope & Healing with Lara Birk, PhD: Speaking Truth, Navigating Fear, and Leading with Nuance

    In this episode, Anna sits down with Lara Birk, PDH, founder of The Sage Practice and one of the most thoughtful, compassionate, and courageous voices in mind-body healing today. Lara’s work is rooted in lived experience: her own journey through a rare medical condition as a teenager, 17 surgeries, structural complications, chronic pain, and decades of navigating a system that often has no place for complexity. Her mission is to expand the field of mind-body medicine so that more people see themselves represented — and more people can access hope. In this episode, we talk about: • The behind-the-scenes of her recent Curable interview Why speaking publicly felt both empowering and terrifying — and what it took emotionally to step onto a platform where her perspective diverged from the status quo. • Navigating fear before doing something that might “rock the boat” The internal dialogue, the nervous-system responses, the questions of belonging, and the ways Lara grounded herself through the lead-up to that conversation. • Why she chose to speak up anyway The deeper calling beneath the personal fear — including representation, inclusion, integrity, and service to the people whose experiences mirror her own. • How it feels now that the interview is out in the world Relief, vulnerability, pride, activation — and the tender mix that comes when you’ve put your truth somewhere public. • What she’s learning from the emotional aftermath How this moment is shaping her personal journey, her self-trust, and her evolving voice as a leader inside her field. • Her message to anyone considering sharing their own truth Her advice on pacing, nervous-system safety, self-attunement, community support, and the reality that you don’t have to be fearless — just resourced enough to take the next step. This is a beautiful conversation about courage, nuance, authenticity, and what it means to become visible in a way that honors who you really are. Connect with Lara • Website: https://www.thesagepractice.com/ • Instagram: https://www.instagram.com/thesagepractice/ Find Lara’s courses, 1:1 and group coaching, somatic tracking recordings, and extensive free resources on her website. Connect with Anna • Instagram: https://www.instagram.com/anna_holtzman/ • Website: https://www.annaholtzman.com/ • Free workshop — Let Yourself Be Seen: https://www.annaholtzman.com/beseen

  6. Jul 31

    Episode 133: Does My Suffering Count? Why Gratitude Shouldn't Stop You from Feeling Your Feelings

    Have you ever caught yourself thinking: "I shouldn't complain. Other people have it so much worse." Or... "I have so much to be grateful for. I shouldn't feel this way." If so, you're not alone. In this solo episode, Anna explores why these seemingly innocent thoughts can actually become a form of emotional self-censorship. While gratitude is a beautiful and important practice, it can sometimes be used—often without us realizing it—to invalidate our own emotional experience. Drawing from her work as a therapist, Anna explains how many people learn to interrupt their feelings before they've had the chance to be fully experienced. Whether you've been the strong one, the capable one, the caretaker, the successful one, or simply the person everyone assumes is "doing fine," you may have internalized the belief that your struggles don't deserve the same compassion as everyone else's. In this episode, Anna explores: • Why asking "Does my suffering count?" may actually be the wrong question • The difference between genuine gratitude and emotional invalidation • Why so many of us mistake expressing our feelings for "complaining" • How emotional self-censorship becomes a habit • The connection between chronic emotional suppression, anxiety, burnout, and mind-body symptoms • What Anna means by the phrase disenfranchised suffering • How practicing unconditional self-compassion supports emotional healing If you've ever felt guilty for struggling because your life looks good on the outside—or if you've found yourself minimizing your own pain because others have it worse—this episode offers a compassionate invitation to stop judging your emotions and start listening to them instead. Resources & Links: Learn more about Anna's therapy practice: https://www.annaholtzmantherapy.com Follow Anna on Instagram: https://www.instagram.com/anna_holtzman/ If this episode resonated with you, please consider following the podcast, leaving a rating or review, and sharing it with someone who might need to hear this reminder: your emotions do not have to earn the right to be met with compassion.

  7. Jul 24

    Ep 132 Sustaining Creativity (When You Don’t Feel Very Creative) with Mari Reisberg

    In this episode, Anna sits down with Mari Reisberg, therapist, performer, creativity coach, and host of the Sustaining Creativity Podcast. Mari’s work lives at the intersection of somatic therapy, performance, and play — and her core belief is simple: life gets a lot more fun when we tap into our creativity. Together, they explore how creativity shows up in everyday life (even for people who don’t think of themselves as “creative”), why so many of us feel blocked or disconnected from it, and what it actually takes to sustain creative energy over the long haul. In this episode, we talk about: • What creativity really is — beyond art, performance, or “talent” • Whether creativity is something we’re born with or something we can grow • Why so many adults feel creatively shut down or “not imaginative anymore” • Common barriers that get in the way of creativity, including perfectionism, fear of judgment, and productivity culture • How nervous system states (freeze, overwhelm, stress) impact creative flow • Why creativity coaching can be so supportive — and what it actually looks like • Simple, doable tools Mari uses to help clients reconnect with their creative selves • How play, movement, and silliness can become powerful creative practices • Practices for sustaining creativity over time instead of only in short bursts • How to start small if you’re feeling blocked, tired, or creatively “out of shape” This is a gentle, joyful invitation to remember that creativity isn’t something you either have or don’t — it’s a relationship you can rebuild, one tiny experiment at a time. Connect with Mari • Instagram: https://www.instagram.com/sustainingcreativity/ • Facebook: https://www.facebook.com/sustainingcreativity • Podcast: https://sustainingcreativity.buzzsprout.com • LinkedIn: https://www.linkedin.com/in/mari-reisberg-b1320151/ Connect with Anna • Instagram: https://www.instagram.com/anna_holtzman/ • Website: https://www.annaholtzman.com/ • Free workshop — Let Yourself Be Seen: https://www.annaholtzman.com/beseen

  8. Jul 17

    Ep 131 Don't Try Harder, Try Softer: The Mindset Shift That Changed My Healing (and My Life)

    What if the reason you're feeling stuck isn't that you're not trying hard enough... but that you're trying too hard? In this solo episode, Anna shares one of the most transformative lessons she learned during her own recovery from chronic migraine: "Don't try harder. Try softer." Originally shared by mind-body physician Dr. John Stracks, this simple phrase didn't fully make sense to Anna until one unforgettable migraine attack revealed the surprising way her inner critic had hijacked her healing. She realized she was literally trying to force herself to relax—using pressure, perfectionism, and self-criticism in the hope of calming her nervous system. The irony made her laugh. And that moment of laughter became the beginning of a profound shift—not just in her physical healing, but in the way she relates to herself as a therapist, business owner, partner, and stepmom. In this episode, Anna explores why lasting growth often begins when we stop trying to fix ourselves and start staying on our own side instead. In this episode, you'll learn: • Why trying harder can sometimes keep your nervous system stuck • The surprising role self-compassion played in Anna's chronic migraine recovery • How perfectionism and self-criticism often masquerade as motivation • The difference between pursuing outcomes and changing your relationship with yourself • A simple mindset shift you can practice in any area of life where you feel pressure to "get it right" Whether you're navigating chronic symptoms, burnout, anxiety, relationship struggles, or simply feeling like you're never doing enough, this episode offers a gentler—and often more effective—way forward. Connect with Anna If this episode resonated with you, Anna would love to hear your thoughts. 📧 Email: anna@annaholtzman.com Interested in working together? Learn more about therapy, coaching, and Anna's Seen & Safe group at: https://www.annaholtzman.com If you enjoyed this episode, please consider subscribing, leaving a review, or sharing it with someone who could use the reminder that sometimes the path forward isn't to try harder—it's to try softer.

5
out of 5
33 Ratings

About

Hosted by psychotherapist Anna Holtzman, How to Trust Yourself is a podcast about moving through fear, navigating uncertainty, and becoming more fully yourself. Through honest reflections and thoughtful conversations, Anna explores relationships, anxiety, identity, purpose, self-trust, intuition, healing, and what it means to live more authentically — especially in seasons of change. Learn more: www.annaholtzmantherapy.com www.annaholtzman.com www.instagram.com/anna_holtzman

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