#356: Wilglory Tanjong doesn't wait for luck to show up. She builds it, asks for it, and stays ready to receive it. The founder of handbag brand Anima Iris is sitting down for a conversation that moves from grief to grit to greatness, and somehow makes all three feel like the same story.

Wilglory opens up about leaving a six-figure corporate job at the start of the pandemic, why she calls business school "MBA school," and the importance of f*ck-up capital for women founders. And yes, she talks about the ongoing series where she's asking MacKenzie Scott for a billion dollars for Black women entrepreneurs, one video at a time.

This episode is a masterclass in what it actually looks like to alchemize your own luck. Not the manifestation version. The version where you build the thing, ask for what you need, and keep going even when nobody handed you the blueprint.

Press play if you're:

• Thinking about leaving a stable job to build something that's actually yours
• Curious whether business school is worth it (Wilglory has thoughts)
• Building a business with little to no outside capital and need to hear you're not alone
• Someone who struggles to ask for help

Grab your notes app for:

• Wilglory's take on what business school actually teaches you versus what it's marketed to teach you
• Her framework for networking with elite institutions without ever enrolling in one
• Why margin for error is a form of privilege
• How the Ambitious Girl Dinner Series started as a casual meetup and ended with Oprah in her comments
• Why she believes entrepreneurship, not waiting on outside saviors, is how real generational wealth gets built

Episode Links:

• Follow Wilglory on Instagram: https://www.instagram.com/wilgloryy/
• Shop Anima Iris: https://animairis.com/
• Read Start with Yourself by Emma Grede: https://bookshop.org/a/55347/9781668085486

Sponsors:

• Quince: Make your summer wardrobe feel easier. Go to https://www.quince.com/balancedles for free shipping on your order and 365-day returns.
• Shopify: Start your free trial at https://www.shopify.com/lucky
• Rula: Go to https://www.rula.com/lucky for quality therapy that's actually covered by insurance
• Bask & Lather: Explore viral bestsellers and products of healthier hair of ALL types from Bask and Lather. Go to https://www.baskandlatherco.com and use code LUCKY for 20% off.
• Lola Blankets: For a limited time, you can get 40% off select Lola Blankets products with code LUCKY at https://www.lolablankets.com
• Opill: Opill is birth control in your control, and you can use the code BALANCEDLES for 25% off your first month at https://www.opill.com

Connect with Les:

• Ready to apply what you hear? Subscribe to the She’s So Lucky Newsletter to get weekly episode guides and journal prompts: https://shessolucky.kit.com/newsletter
• Subscribe to The Lucky Playbook on Substack: https://lesalfred.substack.com/
• Follow Les on IG @lesalfred
• Follow She’s So Lucky on IG @shessoluckypod
• Follow Les on TikTok @theluckyles
• Follow She’s So Lucky on TikTok
• Visit our website at shessoluckypodcast.com

This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.

Produced by Dear Media

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

#355: Luck isn’t something that happens to you. It’s something you build piece by piece, and today’s guests have done just that.

I'm joined by Lex P and Drea Nicole, serial entrepreneurs, media personalities, and co-hosts of Pour Minds. We get into the $86 check that told them they were onto something, how they balance business and friendship, the beliefs at the root of the luck they’ve created, and why they both believe you can't get lucky until you learn how to clap for other people first.

I think you're going to walk away thinking about the word "lucky" in a completely new way, which feels like exactly the point of this whole show.

Press play if you're...

• Convinced everyone else's glow up came out of nowhere (it didn't, keep listening)
• Currently waiting for your moment instead of building toward it
• Still thinking about that one friend who got quiet on you the second things got good
• Nosy about the actual numbers behind turning a podcast into a real business

Grab your notes app for…

• The real difference between getting lucky and being ready when opportunity shows up
• How Pour Minds turned an $86 ad check into a fully self-funded, sold out tour
• The friendship red flags Lex and Drea learned to spot the hard way, and the green flags to look for instead
• Why clapping for other people's wins is directly tied to unlocking your own

Episode Links:

• Get your tickets to the Still Sippin’ Tour: https://www.pourminds.com/
• Subscribe to Pour Minds on YouTube: https://www.youtube.com/@DreaAndLex
• Follow Pour Minds on Instagram: https://www.instagram.com/pour_minds/
• Follow Drea on Instagram: https://www.instagram.com/dreanicoleee/
• Follow Lex on Instagram: https://www.instagram.com/lex_p_/

Sponsors:

• Nutrafol: For a limited time, Nutrafol is offering our listeners $10 off your first month’s subscription and free shipping when you visit https://www.nutrafol.com and enter promo code BALANCEDLES.
• Monarch Money: Monarch is the personal finance app that tracks everything — accounts, investments, savings goals, and spending. Get your first year of Monarch Core for half off at https://www.monarch.com using promo code LUCKY.
• Cotton: Cotton is The Fabric of Our Lives. Learn more at https://www.TheFabricofOurLives.com
• Larineco: Larineco is a chewing gum that strengthens and repairs enamel with every chew, using the same mineral your teeth are made of. Get up to 50% off your order at https://www.buylarine.com/lucky
• ButcherBox: Go to https://www.butcherbox.com/lucky to get $20 off your first box, plus your choice of free ground beef for life, or free chicken thighs or top sirloins in every box for a year, with free shipping always.

Connect with Les:

• Ready to apply what you hear? Subscribe to the She’s So Lucky Newsletter to get weekly episode guides and journal prompts: https://shessolucky.kit.com/newsletter
• Subscribe to The Lucky Playbook on Substack: https://lesalfred.substack.com/
• Follow Les on IG @lesalfred
• Follow She’s So Lucky on IG @shessoluckypod
• Follow Les on TikTok @theluckyles
• Follow She’s So Lucky on TikTok
• Visit our website at shessoluckypodcast.com

This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.

Produced by Dear Media

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

#354: This month's solo episode is a little different — I walked into the studio with zero plan, and that felt pretty on brand for where I'm at right now.

With the visibility series wrapped, solo episodes are back to being just me, unscripted, telling you the truth about what's going on. And the truth is: my life outside of work is genuinely thriving — three years in New York, a community I actually love, a summer that's off to a great start — while my career is a big puzzle I just haven’t been able to solve.

Instead of faking it, I'm giving you the real, current-state version of where my head's at, and introducing what I'm calling my "lucky girl summer" — a season built around releasing instead of pushing, for once.

What we're getting into:

• Why I'm trying a "lucky girl summer" — a season of letting go instead of grinding, and what that means when your whole identity has been built on work ethic
• The honest split between my career and my personal life right now, and why burnout hits different when you haven't "made it" yet
• What rest and ease can look like when you genuinely can't afford to take your foot all the way off the gas
• Redefining luck — not as hitting one specific number, but as always finding a way to figure it out

This episode is for you if…

• You've got one part of your life thriving and another part completely stuck, and you're tired of pretending everything's fine across the board.
• You've built your identity around hustle and work ethic and are starting to wonder what happens when that stops being enough.
• You grew up without a lot and are still figuring out how to carry that history into the person you're becoming.
• You're craving permission to not have a plan right now and to trust you'll figure it out anyway.
• You want a wider definition of luck — and success — than just hitting a number.

Sponsors:

• Nuuly: Get $28 off your first month of Nuuly clothing rental at https://www.nuuly.com using the promo code LUCKY.
• IM8: Go to https://www.IM8health.com/lucky and use code LUCKY for a free welcome kit, five free travel packs, and 10% off your order.
• Rula: Rula patients typically pay $15 per session when using insurance. Connect with quality therapists and mental health experts who specialize in you at https://www.rula.com/lucky #rulapod
• Opill: Opill is birth control in your control, and you can use the code BALANCEDLES for 25% off your first month at https://www.opill.com

Keep in Touch with Les:

• Ready to apply what you hear? Subscribe to the She’s So Lucky Newsletter to get weekly episode guides and journal prompts: https://shessolucky.kit.com/newsletter
• Subscribe to The Lucky Playbook on Substack: https://lesalfred.substack.com/
• Follow Les on IG @lesalfred
• Follow She’s So Lucky on IG @shessoluckypod
• Follow Les on TikTok @theluckyles
• Follow She’s So Lucky on TikTok
• Visit our website at shessoluckypodcast.com

This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.

Produced by Dear Media

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

#353: We've spent this entire visibility series talking about what it means to be seen — in your career, in your work, in the world. But this final episode brings it all the way home, because the most personal version of that question lives inside your closest friendships.

We all want to feel seen by the people who know us best. And this week's guest shows us exactly how complicated that gets when a wedding is involved.

I'm joined by Ru Wolle, journalist and author of I Hope You Elope. After feeling financially and emotionally stretched by the obligations of being a bridesmaid, Ru made a decision that went viral — and sparked a conversation so many of us were quietly waiting to have. We get into the ways wedding culture has turned friendship into a loyalty test, how unspoken expectations create resentment, and why so many women walk away from a wedding weekend having lost a friendship they thought would last forever.

This one hit. I think you're going to feel very seen — which feels like exactly the right note to end this series on.

This episode is for you if...

• You've ever said yes to something when every part of you wanted to say "can we talk about this first?"
• You've felt the financial pressure of wedding culture but didn't know how to name it
• You're navigating a friendship where something big went unsaid
• You want to celebrate the people you love — without it costing you the friendship

We talk about:

• Why friendships get tested hardest around major life events — and what's really underneath that
• The unspoken expectations that quietly build resentment between even the closest friends
• How social media has changed what we feel like we owe each other in big seasons
• What honest communication actually looks like when the stakes feel too high to say anything

Episode Links:

• Follow Ru on Instagram: https://www.instagram.com/ru_wolle/
• Read I Hope You Elope — A Bridesmaid Survival Guide: https://bookshop.org/a/55347/9781668095683

Sponsors:

• Nebula: Go to Nebula: Spiritual Guidance Space https://nebulaapp.onelink.me/AaEA/nskvi42c and get 3 minutes for free to chat with 3 psychics matched to you.
• Momentous: Momentous Fiber+ is a complete, 3-in-1 formula with soluble fiber, insoluble fiber, and a prebiotic resistant starch. Visit livemomentous.com and use promo code lucky for up to 35% off your first order.
• ButcherBox: ButcherBox delivers over 100 premium protein options straight to your door, from grass-fed beef to wild-caught seafood, all raised and sourced responsibly. New members get their choice of free ribeyes for a year, or ground beef or chicken breast for life, plus $20 off when you go to butcherbox.com/lucky.
• Square: Get up to $200 off Square hardware when you sign up at square.com/go/lucky #squarepod
• Quince: Visit quince.com/balancedles to get free shipping and 365-day returns.

Connect with Les:

• Ready to apply what you hear? Subscribe to the She’s So Lucky Newsletter to get weekly episode guides and journal prompts: https://shessolucky.kit.com/newsletter
• Subscribe to The Lucky Playbook on Substack: https://lesalfred.substack.com/
• Follow Les on IG @lesalfred
• Follow She’s So Lucky on IG @shessoluckypod
• Follow Les on TikTok @theluckyles
• Follow She’s So Lucky on TikTok
• Visit our website at shessoluckypodcast.com

This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.

Produced by Dear Media

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

#352: If you've ever felt the pressure to say yes to everything — every opportunity, every invitation, every trending topic — just because it's available, this conversation is for you. Today I'm welcoming Eni Popoola back to the podcaster. Eni is a content creator, storyteller, and former lawyer, who left Big Law three years ago and has spent every day since building a path that's entirely her own.

Eni gets real about what it actually feels like to walk away from a plan you've had your whole life, why she's stopped chasing virality and started chasing alignment, and the subtle but powerful difference between friends who agree with you and friends who truly get you. We also get into what visibility has taught her about herself, how she thinks about privacy as a professional boundary, and why the soft life is something you work hard for — not something that just happens.

This episode is for you if:

• You're wondering whether the "impressive" path is actually the right one for you
• You've gone viral and realized it wasn't what you thought it would be
• You want to build a following that's small but mighty and deeply aligned
• You're trying to figure out what to share online and what to keep for yourself
• You're in your 30s (or approaching them) and finally starting to care less about what people think

We talk about...

• What it felt like to leave law with no plan and no expectations — and why that was actually freeing
• Why she's stopped trying to go viral and what she's chasing instead
• The "appropriateness epidemic" and how she decides what belongs on the internet vs. the group chat
• How increased visibility taught her she's more social than she ever thought
• Why her friends don't have to agree with her — but they do have to understand her
• The journaling practice that helps her know herself well enough to pick the right people
• What running her business "like a CEO" actually looks like day to day
• Why she includes a therapist on her professional team
• Travel as a creative necessity — and all the places she's headed next
• What luck means to her: you can't have it without the work behind it

Episode Links:

• Watch episode 206, The SECRET to Choosing Yourself with Eni Popoola: https://youtu.be/ewjZAqS-KaQ?si=6b36EVB6UhLkkPVK
• Follow Eni on Instagram: https://www.instagram.com/enigivensunday/
• Follow Eni on TikTok: https://www.tiktok.com/@enigivensunday?lang=en

Sponsors:

• IM8: IM8's Daily Ultimate Essentials replaces 16 supplements in one single drink. Go to IM8health.com/lucky and use code LUCKY for a free welcome kit, five free travel sachets, plus 10% off your order.
• Quince: Get your summer wardrobe essentials at Quince. Go to quince.com/balancedles for free shipping and 365-day returns.
• Bask and Lather: Explore viral bestsellers and products of healthier hair of ALL types from Bask and Lather. Go to baskandlatherco.com and use code LUCKY for 20% off.

Connect with Les:

• Ready to apply what you hear? Subscribe to the She’s So Lucky Newsletter to get weekly episode guides and journal prompts: https://shessolucky.kit.com/newsletter
• Subscribe to The Lucky Playbook on Substack: https://lesalfred.substack.com/
• Follow Les on IG @lesalfred
• Follow She’s So Lucky on IG @shessoluckypod
• Follow Les on TikTok @theluckyles
• Follow She’s So Lucky on TikTok
• Visit our website at shessoluckypodcast.com

This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.

Produced by Dear Media

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

#351: I'm sitting down with Lisa Price — founder of Carol's Daughter — to talk about growing, pivoting, and changing direction publicly.

Lisa has been building Carol's Daughter for 33 years. She's navigated equity partners, a major acquisition, public scrutiny, and ultimately buying her company back on her own terms. And through all of it, she's operated from a practice she's had long before it had a name — acting as if.

We talk about what it actually looks like to claim something before you can prove it. The gratitude practice that rewired how she moves through hard seasons. What she learned about her own role when she became a "small fish in a big pond." And why the easiest, most peaceful deal of her career only felt that way because of everything hard that came before it.

This isn't a story about random luck. It's a story about preparation, posture, and trusting yourself enough to decorate the tree and make the cookies while you're waiting on the yes.

This episode is for you if...

• You're holding the vision of something you’re building
• You're in a season of waiting and struggling to stay grounded in what you know is coming
• You've been through something hard in business and are trying to make sense of what it was for
• You're learning how to tell the difference between the right opportunity and just any opportunity
• You've outgrown hustle culture but haven't fully landed on what replaces it
• You want to build with peace, not just with ambition
• You're navigating public perception of something you've poured your whole self into
• You're ready to stop performing confidence and start actually practicing it

Episode Links:

• Follow Lisa on Instagram: https://www.instagram.com/iamlisaprice/
• Follow Lisa on TikTok: https://www.tiktok.com/@iamlisaprice?lang=en
• Follow Carol’s Daughter on TikTok: https://www.tiktok.com/@carolsdaughter?lang=en
• Visit the Carol’s Daughter website: https://carolsdaughter.com/

Sponsors:

• Nebula: Go to Nebula: Spiritual Guidance Space https://nebulaapp.onelink.me/AaEA/nskvi42c and get 3 minutes for free to chat with 3 psychics matched to you.
• Cotton: Cotton is The Fabric of Our Lives. Learn more at TheFabricofOurLives.com
• Shopify: Sign up for your $1 per month trial at shopify.com/lucky
• Merit Beauty: Merit is a minimalist beauty brand that makes elevated makeup and skincare designed to help you look put together in minutes. Right now, Merit Beauty is offering our listeners their Signature Makeup Bag with your first order at meritbeauty.com.
• Rula: Rula makes it easier to find licensed therapists and psychiatrists who are actually in-network with your insurance. Visit rula.com/lucky to get started.
• Leesa: Leesa is offering 25% off select mattresses, plus you can get an extra $50 off at leesa.com promo code LUCKY.

Connect with Les:

• Ready to apply what you hear? Subscribe to the She’s So Lucky Newsletter to get weekly episode guides and journal prompts: https://shessolucky.kit.com/newsletter
• Subscribe to The Lucky Playbook on Substack: https://lesalfred.substack.com/
• Follow Les on IG @lesalfred
• Follow She’s So Lucky on IG @shessoluckypod
• Follow Les on TikTok @theluckyles
• Follow She’s So Lucky on TikTok
• Visit our website at shessoluckypodcast.com

This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.

Produced by Dear Media

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

#350: In this episode, I’m sitting down with journalist, podcast host, and founder Gia Peppers to explore what it really means to shine—not from a place of performance, but from alignment.

Because many of us have confused visibility with validation. We thought shining meant being seen, being chosen, being applauded.

But what happens when the applause fades… or never comes?

Gia takes us through her journey, from chasing the “dream opportunity” that was supposed to change everything, to having it fall apart in a way that forced her to confront herself, her faith, and what she actually wanted.

We talk about the quiet work. The healing work. The kind of work that doesn’t trend, doesn’t go viral but changes everything.

This conversation is about redefining success, releasing timelines, and learning how to show up fully—without needing permission, validation, or a co-sign.

It’s about shifting from “Who’s shining a light on me?” to “What’s shining through me?”

And once you feel that shift… you can’t unsee it.

This episode is for you if…

• You’ve ever felt like you did everything “right”… and it still didn’t work out
• You’re tired of performing your life instead of actually living it
• You’re in a season of healing, but questioning if it’s working
• You’re learning how to release timelines and trust divine timing
• You’re redefining what success looks like for you
• You’ve outgrown validation, but are still figuring out what replaces it
• You feel pulled in multiple directions and want to explore more than one version of yourself
• You’re navigating comparison, social media fatigue, or creative burnout
• You’re ready to take up space without shrinking, apologizing, or dimming your light

Episode Links:

• Follow Gia on Instagram: https://www.instagram.com/giapeppers/
• Subscribe to Gia’s podcast, Healed Girl Era: https://lnkfi.re/healedgirlrerapod
• Join the Creatives of Faith Community: https://www.creativesoffaith.com/

Sponsors:

• Nebula: Go to Nebula: Spiritual Guidance Space https://nebulaapp.onelink.me/AaEA/j53blqjz and get 3 minutes for free to chat with 3 psychics matched to you.
• Cotton: Cotton is The Fabric of Our Lives. Learn more at TheFabricofOurLives.com
• IM8: IM8's Daily Ultimate Essentials replaces 16 supplements in one single drink. Go to IM8health.com/lucky and use code LUCKY for a free welcome kit, five free travel sachets, plus 10% off your order.
• Monarch Money: Monarch is the personal finance app that tracks everything — accounts, investments, savings goals, and spending. Get your first year of Monarch Core for half off at monarch.com using promo code LUCKY.
• ButcherBox: As an exclusive offer, new listeners get their choice of free Sirloin Tips, Ground Beef, or Chicken Wings in every box for life, plus $20 off when you go to ButcherBox.com/lucky.
• One Skin: Get 15% off OneSkin with the code LUCKY at https://www.oneskin.co/LUCKY #oneskinpod

Keep in Touch with Les:

• Ready to apply what you hear? Subscribe to the She’s So Lucky Newsletter to get weekly episode guides and journal prompts: https://shessolucky.kit.com/newsletter
• Subscribe to The Lucky Playbook on Substack: https://lesalfred.substack.com/
• Follow Les on IG @lesalfred
• Follow She’s So Lucky on IG @shessoluckypod
• Follow Les on TikTok @theluckyles
• Follow She’s So Lucky on TikTok
• Visit our website at shessoluckypodcast.com

This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.

Produced by Dear Media

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

#349: In this month's solo episode, I'm kicking off our visibility series with a reframe I've been sitting with for a while — and one that's genuinely changed how I think about what it means to be seen as an ambitious woman.

We've been told that visibility is the goal. Get in the room. Be everywhere. Make sure the right people see you. And I used to believe that. But after watching what happens to women who reach the top and just keep pushing more of the same, I started to think we've been chasing the wrong thing.

In this episode I'm breaking down the difference between being visible and truly being seen, why they aren't the same thing, and introducing a framework that ambitious woman needs before she hits her biggest milestone. Because every peak has a ceiling, and if you don't have a plan for what comes after, the other side can be a really steep fall.

What we're getting into:

• The real difference between visibility and being seen — and why it changes everything
• The post-peak pivot framework and why you need one before you reach the top
• Why building in public has real limits — and what oversharing can cost you
• How to stop giving your power away to gatekeepers and reclaim ownership of how you show up

This episode is for you if…

• You've been measuring your success by how many people are watching instead of whether the right people actually see you.
• You're chasing visibility but something about it feels hollow or exhausting.
• You've hit a milestone and aren't sure what the smart next move looks like.
• You want to stop building for the applause and start building for the long game.
• You're ready to make one strategic decision about how you show up — one that protects your power and moves you toward what's actually next.

Sponsors:

• Nebula | Go to Nebula: Spiritual Guidance Space https://nebulaapp.onelink.me/AaEA/j53blqjz and get 3 minutes for free to chat with 3 psychics matched to you.
• Rula | Rula makes it easier to find licensed therapists and psychiatrists who are actually in-network with your insurance. Visit rula.com/lucky to get started.
• Shopify | Sign up for your $1 per month trial today at shopify.com/lucky.
• Nutrafol | For a limited time, Nutrafol is offering our listeners $10 off your first month’s subscription and free shipping when you visit nutrafol.com and enter promo code BALANCEDLES

Keep in Touch with Les:

• Ready to apply what you hear? Subscribe to the She’s So Lucky Newsletter to get weekly episode guides and journal prompts: https://shessolucky.kit.com/newsletter
• Subscribe to The Lucky Playbook on Substack: https://lesalfred.substack.com/
• Follow Les on IG @lesalfred
• Follow She’s So Lucky on IG @shessoluckypod
• Follow Les on TikTok @theluckyles
• Follow She’s So Lucky on TikTok
• Visit our website at shessoluckypodcast.com

This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.

Produced by Dear Media

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

#348: In this weeks episode, I’m sitting down with Toni Bravo — creator, storyteller, and someone I’ve genuinely loved watching evolve over the years to talk about what it really looks like to trust yourself in real time.

We get into the mindset behind betting on yourself, and why Toni has such a strong reaction to the word “delusion.” Because for her, it’s never been about convincing yourself something impossible will happen — it’s about believing that what you want is actually available to you, and then doing the work to meet it there.

We talk about creativity as something fluid and open and why the hardest part isn’t coming up with ideas, it’s trusting yourself enough to follow through on them, even when no one else gets it yet.

Toni also breaks down what it looked like to leave her 9–5 at 22, not recklessly, but intentionally — building a safety net, creating structure, and knowing when it was time to make the jump.

We also talk about fear, failure, and how to tell the difference between intuition and doubt, and why your intuition speaks in statements, not questions.

This episode is about self-trust as a daily practice, not a one-time decision and learning how to move without needing everyone else to agree first.

This episode is for you if…

• You keep waiting for validation before you move on something you want
• You have ideas but struggle to actually follow through on them
• You’re scared to start because you’re overthinking what could go wrong
• You’re trying to build confidence but don’t fully trust your instincts yet
• You feel pressure to explain or justify your vision to other people
• You’re navigating a pivot (career, creative, lifestyle) and need clarity
• You want to stop caring so much about what’s “working” and start doing what feels aligned
• You’re learning how to say no and to trust that it’s the right decision

Episode Links:

• Follow Toni on Instagram: https://www.instagram.com/tonibravo/
• Follow Toni on TikTok: https://www.tiktok.com/@bonitravo?lang=en
• Subscribe to Toni’s YouTube Channel: https://www.youtube.com/@tonibravo

Sponsors:

• Quince: Refresh your everyday with luxury you'll actually use. Head to quince.com/balancedles for free shipping on your order and 365-day returns.
• Shopify: Sign up for your one-dollar-per-month trial today at shopify.com/lucky
• OneSkin: Get 15% off OneSkin with the code LUCKY at oneskin.co/lucky #oneskinpod
• Square: Get up to $200 off Square hardware when you sign up at square.com/go/lucky! #squarepod

Keep in Touch with Les:

• Ready to apply what you hear? Subscribe to the She’s So Lucky Newsletter to get weekly episode guides and journal prompts: https://shessolucky.kit.com/newsletter
• Subscribe to The Lucky Playbook on Substack: https://lesalfred.substack.com/
• Follow Les on IG @lesalfred
• Follow She’s So Lucky on IG @shessoluckypod
• Follow Les on TikTok @theluckyles
• Follow She’s So Lucky on TikTok
• Visit our website at shessoluckypodcast.com

This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.

Produced by Dear Media

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

#347: In this episode, I’m sitting down with Amy DuBois Barnett — media powerhouse, former Editor-in-Chief, and now author of If I Ruled the World — to talk about what it really looks like to bet on yourself throughout the many chapters of your life, and the importance of being willing to start over at any time.

Amy has built a career most people only dream about — from running iconic magazines to leading at the highest levels of media — and then made the boldest move of all: walking away from it to start over as a novelist.

This conversation is a masterclass in betting on yourself. We talk about what it takes to trust yourself at the highest level, especially when it doesn’t make logical sense to anyone else.

She breaks down her philosophy that fear is actually growth, and why the very things that scare you the most are often the clearest indicators of where you’re meant to go.

We also get into something that I think doesn’t get talked about enough: the cost of ambition. What you gain, what you lose, and how to stay connected to yourself while you’re building something big.

We talk about timing. About taking years (sometimes decades) to bring something to life, and why that doesn’t mean you’re behind… it means you’re building something with depth.

This episode is about self-trust, reinvention, and understanding that betting on yourself isn’t a one-time decision — it’s a mindset you come back to over and over again.

This episode is for you if…

• You’re ready to take a bigger, bolder bet on your life
• You’re thinking about making a big pivot but it doesn’t “make sense” on paper
• You’re scared to start over after building something successful
• You want to trust yourself more but still look for validation from others
• You’re navigating ambition and questioning what it’s costing you
• You have a creative idea that won’t leave you alone but haven’t acted on it yet
• You’re learning how to love all parts of yourself — not just the polished ones

Episode Links:

• Get Amy’s book If I Ruled the World: https://bookshop.org/a/55347/9781250378125
• Subscribe to Amy’s Substack: https://amyduboisbarnett.substack.com/?utm_campaign=profile_chips
• Follow Amy on Instagram: https://www.instagram.com/amyduboisbarnett/

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Keep in Touch with Les:

• Ready to apply what you hear? Subscribe to the She’s So Lucky Newsletter to get weekly episode guides and journal prompts: https://shessolucky.kit.com/newsletter
• Subscribe to The Lucky Playbook on Substack: https://lesalfred.substack.com/
• Follow Les on IG @lesalfred
• Follow She’s So Lucky on IG @shessoluckypod
• Follow Les on TikTok @theluckyles
• Follow She’s So Lucky on TikTok
• Visit our website at shessoluckypodcast.com

This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.

Produced by Dear Media

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.