Character with Anne Benveniste

Most people don’t struggle because they lack discipline. They struggle because they aren’t tuning into what lights them up. They struggle because they’re trying to grow without fully releasing what no longer serves them. They struggle because they think life needs to look a certain way in order to be successful.In this special Character season finale, I’m sharing a workshop I taught called “Be Your Own Guru.” Over the past 18 months, I’ve become deeply obsessed with tarot—not as a way to predict the future, but as a tool for strengthening intuition and recalibrating when you’re out of alignment. Transitions are uncomfortable and the tendency can be to look for a map or set of instructions. But the truth is: the map is inside of you. You just need a way to hear it.I teach three core Tarot archetypes that help you close out 2025 and start 2026 from a soul-aligned place: The Empress (follow your sparkle), Death (release what you’ve outgrown), and The Magician (be the artist of your life). You’ll get a guided meditation designed to surface what felt sparkly this year, what wants to be released, and what your soul most wants for the year ahead. This is followed by a group Tarot pull to help you clarify what’s blocking and what’s supporting your deepest goal for 2026.If you’re navigating change, craving clarity, or searching for a way to create more fun and playfulness in your life, this workshop is your reset to kick off 2026 in a fun and powerful way.What You’ll Discover in This Episode:-How to use tarot as a tool for self-trust (not fortune-telling) - How to follow your “sparkle” when life feels heavy - How to release old identities without needing the full plan - How to become the artist of your life instead of following a success formula Listen to the Full EpisodeYouTube: https://www.youtube.com/@characterpod  Apple Podcasts: https://podcasts.apple.com/us/podcast/character-with-anne-benveniste/id1645863102 Spotify: https://open.spotify.com/show/63UcUnBWGGxAjTiX9Q2RnN Follow Along: Substack: https://annebenven.substack.com Website: https://www.annebenveniste.com  LinkedIn: linkedin.com/in/annebenveniste/ Instagram: https://www.instagram.com/characterpodEpisode Highlights & Timestamps:00:00 — Why we cling to old versions of ourselves (and how it weighs us down)01:10 — How Anne uses tarot: intuition, alignment, and navigating change (not prediction)02:28 — Workshop begins: the three themes—sparkle, release, and artistry03:10 — Anne's story: chasing “success” (MBA/tech) vs. choosing what’s aligned07:04 — Why tarot strengthens intuition: symbolism, unconscious knowing, and self-trust09:25 — Workshop structure: themes → meditation → group tarot pull → Q&A11:27 — The Empress: “follow your sparkle” and stop treating life like homework13:23 — How numbing discomfort disconnects you from your inner yes/no compass14:50 — Death card: releasing identities, beliefs, and behaviors you’ve outgrown17:53 — The Magician: throw out the rulebook and create your own path20:40 — Guided meditation begins: grounding in the heart and cultivating gratitude25:40 — Reflection: what wants to be released from 2025?29:00 — Reflection: what is your soul’s deepest desire for 2026?31:40 — Mirror card: Eight of Cups (reversed) — resisting walking away from what’s “working”33:40 — Challenger card: Two of Wands (reversed) — comfort, hesitation, and not dreaming big34:55 — Helper card: Judgment — hearing the call and answering it39:50 — Q&A: “There is no path until you walk it” and how transitions actually unfold45:45 — Q&A: interpreting “the call” when you want a clear formula for what to do next51:00 — Community reflection: boundaries, creativity, and making space for what lights you up54:40 — Closing: Season one finale + what’s coming next for Character

Rob shows us what it takes to transition out of the structure and stability of the familiar path and embark on something creative and entrepreneurial. Raised in Kent in the south of England, Rob spent a decade working in partnerships for the Cannes Festival of Creativity before deciding to move away from the success and stability he’d built. Through a recalibration of his mindset, a reconnection to his values, and adopting a new approach to the process of evolving his career, Rob found his ideal next step as the founding partner of Super Okay, the creative design studio.Outside of work Rob is a photographer, avid record collector, and occasional DJ. In this episode, we talk about:- Leaving something successful, stable, and structured that no longer feels meaningful- Letting go of classic markers of career success like title, brand-name, and money- How he navigates the rollercoaster of entrepreneurship. - The power of vulnerability when building a business- The mix of humility, humor, and curiosity that keeps you groundedRob is funny, vulnerable, and honest about the messy process of becoming yourself.If you’re navigating change or craving more alignment, this episode is for you.Timestamps: 00:00 – Intro03:05 – Growing up in a creative household04:03 – Early career: Cannes Lions & advertising05:44 – Discovering creativity through business development07:53 – Burnout, cycles, and the March 2020 pause09:27 – Redefining success beyond money & titles11:53 – Discovering personal and professional values13:46 – The power of conversations & networking15:18 – Breaking down old identities and rebuilding16:10 – Personal work: alcohol, mental health & avoidance18:46 – Acceptance, self-awareness & emotional regulation20:26 – The roller coaster of self-growth21:10 – Becoming an entrepreneur 22:24 – Separating self-worth from business success24:30 – Fulfillment through people, clients & values27:54 – Anxiety, fear & resilience in entrepreneurship31:10 – Advice to his younger self32:10 – Billboard message: “Know thyself”… or not32:44 – “Make DJing cool again” hot take34:14 – Closing reflections & gratitudeSubscribe to Character:  YouTube: https://www.youtube.com/@characterpod  Apple Podcasts: https://podcasts.apple.com/us/podcast/character-with-anne-benveniste/id1645863102 Spotify: https://open.spotify.com/show/63UcUnBWGGxAjTiX9Q2RnN Follow Along:  Substack: https://annebenven.substack.com Website: https://www.annebenveniste.com  LinkedIn: linkedin.com/in/annebenveniste/ Instagram: https://www.instagram.com/characterpod

Julia makes reinvention look easy. And she credits it to staying curious, believing in people, listening to herself, and cultivating optimism.  Growing up in the Soviet Union around the Black Sea, Julia’s curiosity, intuition, creativity, and tenacity eventually led her to local fame in Moscow as a music journalist for MTV Russia and early pioneer of internet television. She then reinvented herself as a techno dj in Berlin. In 2013 she moved to New York with no local community and without a strong grasp of English. She navigated this challenge by throwing herself into music production and launching her own record label, Jujuka Music. Today Julia is renowned internationally for her innovative sound; The New Yorker called her music beguiling. She’s a regular at Tresor in Berlin and holds a residency at Public Records in New York where she also does programming focusing on modern techno and obscure club music. She’s also currently realizing a long-held dream of having a space where she can host friends, create events, and pour people drinks as the managing partner of the artist-run bar E-Flux Bar Laika in Clinton Hill in Brooklyn.In this episode, we get into 1. How curiosity and tuning into yourself is the foundation for your evolution 2. The power of optimism and seeing life as full of possibilities 3. The opportunities created from seeing the good in people 4. Managing multiple major life transitions at once with no safety net 5. Julia’s philosophy on the duality required to be a strong artist 6. How experience helps your course correct in a more aligned way 7. Navigating an industry that will judge you first on your looks 8. The magnetic power of having characterJulia is warm, funny, and honest about her journey and what it takes to build a life with character, one that takes you to places you would’ve never imagined. If you’re considering a new transition, building a career based in creativity, or navigating a hard moment, this episode is for you! Timestamps:00:00 – Listening to Yourself & The Challenge of Transition01:49 – Childhood in the Soviet Bloc & Identity Shifts02:32 – Success vs Experience: Julia’s Reframe03:15 – Intuition as a Superpower06:00 – Reinvention Series: Journalist → MTV Host → Blogger → Producer → DJ → Cultural Curator09:14 – Anger, Negativity & How to Avoid Getting Stuck11:43 – From “Somebody” in Russia to “Nobody” in NYC13:09 – A New Poem for a New Chapter14:47 – Looking Back at the Years of Disguise15:42 – Toxic Work Environments & Energy Absorption18:56 – Style as Practicality, Comfort & Movement20:31 – The Pressure on Women in Electronic Music22:47 – Collaboration, Trust, and Creative Partnerships23:38 – The Hard Work Behind a “Lucky” Career24:56 – Community, Dance Floors & Cultural Responsibility27:24 – What She’s Working On Now28:15 – Advice for Anyone in a Transition29:32 – What Character Means to Julia

Do you ever feel like the career you built is the one you thought you wanted - but then you wake up one day and realize it’s no longer clicking?That’s where Caroline Witmer found herself. Brown grad. Columbia MBA. Wealth management. Private equity. She’d ticked all the boxes, jumped from chapter to chapter with ease, externally she was ‘crushing it’… but never looking inside to ask herself, are you happy? Is this really what you want?In this episode of Character, I sit down with Caroline—who's actually a former coaching client of mine—to talk about her journey from finance to founding Tuck Shop, a handcrafted chocolate company capturing the spirit of your happy place.Caroline shares how she’s building something meaningful while raising three kids under four without the pressure and intensity that colored her career in finance.In this honest conversation about career change and building a life with character, we explore:- How do you know when it’s time to leave a career that looks good on paper? - Letting go of other people’s opinions. - Giving yourself permission to play. - Building a business while raising babies. - What it takes to let go of the pressure and hold things looser.Connect with Caroline and Tuck Shop:Website: https://shoptuckshop.com/Instagram: @shoptuckshop https://www.instagram.com/shoptuckshop/Timestamps:00:00 Introduction & Early Aspirations01:33 Path into Finance03:38 Finance Career Growth05:15 Business School & Transitioning Roles07:04 COVID & Life Changes Triggering Reflection09:08 Coaching & Transitioning Mindset12:43 Shifting from Finance to Entrepreneurship16:25 Founding TuckShop20:01 TuckShop Growth & Operations24:24 Learning Operational Skills27:14 Spirituality & Grounding Practices29:18 Balancing Motherhood & Entrepreneurship32:38 Impact of New York City on Career & Creativity34:53 Advice to Younger Self & Key TakeawaysSUBSCRIBE NOW:  YouTube: https://www.youtube.com/@characterpod  Apple Podcasts: https://podcasts.apple.com/us/podcast/character-with-anne-benveniste/id1645863102 Spotify: https://open.spotify.com/show/63UcUnBWGGxAjTiX9Q2RnN FOLLOW ALONG:  Substack: https://annebenven.substack.com Website: https://www.annebenveniste.com  LinkedIn: linkedin.com/in/annebenveniste/ Instagram: https://www.instagram.com/characterpod

What happens when you build something you thought would work and then it doesn’t? And there’s no plan B. Sutian Dong, Partner at Multitudes and Co-Founder of Global Women in VC, is fascinated with creating products, technologies, platforms, services, and communities that move humanity in a positive direction by not changing how we do things, but the way that we think and feel. After years of lucky breaks and things always just working out, Sutian found herself in uncharted territory when her original concept for Multitudes failed and she had no idea what came next. That moment of disorientation became the catalyst for profound self-inquiry that ultimately sparked the insights that created her new venture, Multitudes, which invests in and incubates ideas that explore the edge of human consciousness. On this episode of Character, Sutian joins me to talk about:- Why running a business is one of the rawest forms of self-expression- The modalities Sutian used to move through processing failure and figuring out what came next- Navigating discomfort to support your growth- The relevance of spirituality in the modern world- Using tools like astrology, tarot, and aura photography to access self-connection and build community- The second-order effects of AI- Multitudes’ approach to investing in initiatives at the edge of human consciousnessThis episode was recorded at Love Letter, an aura photography studio, on the Lower East Side. Learn more about Sutian’s work: https://www.sutiandong.com/ Learn more about Love Letter: https://www.loveletter.nyc/ TIMESTAMPS:00:00 — The Power of Pause00:52 — Meet Sutian Dong02:10 — Childhood Dreams04:17 — Growing Up Entrepreneurial05:30 — From Structure to Self-Reliance07:34 — When Success Stops Working09:56 — Forced Introspection11:50 — Feeling the Feelings13:57 — Tools for Healing16:35 — The Gradual Sunrise of Change19:16 — Compounding Change & Self-Advice20:58 — Redefining Venture Capital23:01 — The Power of Belief Systems24:08 — Following Curiosity25:57 — Flux and Rebirth27:10 — Searching for Meaning in ChaosSUBSCRIBE NOW:  YouTube: https://www.youtube.com/@characterpod  Apple Podcasts: https://podcasts.apple.com/us/podcast/character-with-anne-benveniste/id1645863102 Spotify: https://open.spotify.com/show/63UcUnBWGGxAjTiX9Q2RnN FOLLOW ALONG:  Substack: https://annebenven.substack.com Website: https://www.annebenveniste.com  LinkedIn: linkedin.com/in/annebenveniste/ Instagram: https://www.instagram.com/characterpod

What does it mean to build a life around authenticity, intuition, and joy—even when it defies expectations? Ariel Palitz, nightlife veteran, entrepreneur, and former NYC Nightlife Mayor, joins me for a conversation about defiance, self-discovery, and designing a life by trusting what feels good. Growing up in Manhattan, Ariel found herself drawn early to the freedom of nightlife as a place where she felt most alive. From experimenting with PR and music, to opening her own nightclub, to ultimately creating a career at the intersection of community, culture, and advocacy, Arielle’s story is one of resilience, intuition, and flow. On this episode of Character, Arielle joins me to talk about:Growing up in a New York household that was glamorous but disconnected, and learning to rely on her own inner compassDiscovering the authentic energy of nightlife as a place of freedom and expression from a young ageWhy experimenting with different jobs and industries was essential to finding where she truly fitThe leap from working in PR to opening her own nightclub and later shaping NYC’s nightlife policyHow she stays connected to herself through meditation, creativity, and joy-centered practicesLessons on trusting flow, protecting your peace, and the spiritual side of nightlifeSUBSCRIBE NOW:  YouTube: https://www.youtube.com/@characterpod  Apple Podcasts: https://podcasts.apple.com/us/podcast/character-with-anne-benveniste/id1645863102 Spotify: https://open.spotify.com/show/63UcUnBWGGxAjTiX9Q2RnN FOLLOW ALONG:  Substack: https://annebenven.substack.com Website: https://www.annebenveniste.com  LinkedIn: linkedin.com/in/annebenveniste/ Instagram: https://www.instagram.com/characterpod

What does it take to leave behind security and familiarity and start over in pursuit of purpose?Brandon Ross, a former flight attendant turned massage therapist and founder of Romie Massage in New York City joins me for a story of reinvention, courage, and self-acceptance. From a delayed blooming growing up gay in a conservative Christian household, to an angry rebellion as he built his first career as a flight attendant, and then switching it all up to create an entrepreneurial career around what energized him, Brandon’s story is one that anyone who dreams of more can learn from!On this episode of Character, Brandon joins me to talk about: Navigating his love for dance and choreography while growing up in a strict religious household that didn’t embrace this self-expressionThe freedom and adventure he found as a flight attendant — and why it ultimately left him searching for moreHow he discovered massage therapy through years of travel, curiosity, and noticing the artistry of touchThe leap of faith it took to leave corporate stability and build his own practiceLessons on identity, devotion over discipline, and the importance of surrounding yourself with people who believe in your visionTIMESTAMPS:00:00 – Meeting Brandon at a Buffalo party01:15 – Wanting to be a choreographer04:50 – Growing up in a strict household08:10 – Flight attendant years & freedom in travel14:30 – Discovering massage therapy19:20 – Taking the leap into entrepreneurship22:30 – Staying committed through challenges26:20 – Devotion vs discipline27:50 – Flow and alignment through massage28:50 – Tools for reconnecting with selfSUBSCRIBE NOW:  YouTube: https://www.youtube.com/@characterpod  Apple Podcasts: https://podcasts.apple.com/us/podcast/character-with-anne-benveniste/id1645863102 Spotify: https://open.spotify.com/show/63UcUnBWGGxAjTiX9Q2RnN FOLLOW ALONG:  Substack: https://annebenven.substack.com Website: https://www.annebenveniste.com  LinkedIn: linkedin.com/in/annebenveniste/ Instagram: https://www.instagram.com/characterpod

What if finding true connection had less to do with swiping on apps—and more to do with romancing yourself and showing up authentically in the world?Amy Van Doran — matchmaker, CEO, and founder of The Modern Love Club — joins me for a deeply inspiring conversation about love, identity, and why community and spirituality matter more than ever.On this episode of Character, Amy shares:- How her unconventional childhood shaped her unapologetic sense of self- Why loneliness can be transformed into a gift that fuels connection- The parallels between careers and romantic relationships — and why both require risk, curiosity, and play- How creating community might be the real antidote to our modern dating crisisSUBSCRIBE NOW: YouTube: https://www.youtube.com/@characterpod Apple Podcasts: https://podcasts.apple.com/us/podcast/character-with-anne-benveniste/id1645863102 Spotify: https://open.spotify.com/show/63UcUnBWGGxAjTiX9Q2RnN FOLLOW ALONG: Substack: https://annebenven.substack.com Website: https://www.annebenveniste.com LinkedIn: linkedin.com/in/annebenveniste/ Instagram: https://www.instagram.com/characterpod

How does an Argentinian psychoanalyst and sommelier with no formal design training build a beloved fashion and bridal line in New York City? We dive into Delfina’s journey in the first episode of Character and discuss: The culture and influences that shaped her early career and life in Buenos AiresMaking the move to New York and exploring a variety of careersUsing intuition to guide the launch of her first collection and the launch of her widely successful non-traditional bridal lineThe powerful role ayahuasca played in her ability to navigate this growth and tap into her authentic self-expression and creativityThe lessons learned from 14 years living in New York and building her own brandSubscribe to the Character Substack for:My deeper analysis as a coach of what’s helped Delfina thriveBehind the scenes photos of Delfina in her Brooklyn studioDelfina’s New York City recommendationsSUBSCRIBE NOW: YouTube: https://www.youtube.com/@characterpod Want to create an energizing career you love like Delfina? Learn more about Anne’s unconventional career coaching that blends deep healing with neuroscience and classic career tools to help you create clarity, momentum, confidence, and deep self-trust.FOLLOW ALONG: Substack: https://annebenven.substack.comWebsite: https://www.annebenveniste.com LinkedIn: linkedin.com/in/annebenveniste/ Instagram: https://www.instagram.com/characterpod 

New York City is full of characters: unapologetically authentic people who create the vibe that make this city great. People who have thrown out the rulebook and become the artist of their life. We dive into the messy, unpredictable journey towards fulfillment and authentic self-expression. We talk to creatives and artists, entrepreneurs and change-makers about where they came from, who they’ve become, and what it took to get here. These are honest, intimate conversations, where we explore taking risks, trusting your intuition, career twists, creative awakenings, and the role this intense and powerful city played in shaping their path. We explore the structures and tools they used to support them - from psychedelics to therapy, spirituality to community. We get real. We have fun. We go deep. Always in the quest to leave you wiser and more inspired. This show is about the character it takes to build an authentic and fulfilling life that feels uniquely your own.SUBSCRIBE NOW: YouTube: https://www.youtube.com/@characterpod Apple Podcasts:Spotify: https://open.spotify.com/show/1D1jloreKR7qwgqEKp2buUFOLLOW ALONG: Substack: https://annebenven.substack.comWebsite: https://www.annebenveniste.com LinkedIn: linkedin.com/in/annebenveniste/ Instagram: https://www.instagram.com/characterpod