How To Build Self Trust Again After A Flop Era episode artwork

EPISODE · May 27, 2026 · 24 MIN

How To Build Self Trust Again After A Flop Era

from Reclaiming Bossy · host Maahika Singh

This episode is for you if you are going through a “Flop Era’ In this episode of Reclaiming Bossy Madrid Season, I’m joined by Tatiana, founder of Deep Chats, for an honest conversation about self-trust, moving abroad, navigating uncertainty in your twenties, and finding your people when life doesn’t go to plan.After experiencing redundancy and navigating a season of uncertainty, Tatiana rebuilt her life in Madrid and created Deep Chats, a community focused on meaningful conversations and genuine connection.We talk about trusting yourself before you have all the answers, embracing awkwardness, creating authentic community, and why some of your most confusing seasons can actually become the beginning of something better.If you’re navigating change, feeling behind, trying to rebuild trust in yourself, or questioning whether you’re on the right path, this episode is for you.We talk about:● Building self-trust through trial and error● Moving abroad and navigating uncertainty in your twenties● Coming out of a “flop era” and sitting with difficult emotions● Learning to trust life’s timing● Finding your people and building authentic community● Journaling, affirmations and practical mental health tools● The power of silence and meaningful conversations● Breaking social scripts and asking better questions● Learning how to talk about yourself more positively● Starting something before feeling fully readyTIMESTAMPS00:00 - Introduction and welcoming Tatiana00:44 - Tatiana’s background, moving to Madrid, and starting Deep Chats01:39 - Navigating your twenties and the uncertainty of moving abroad03:49 - Tangible ways to build self-trust through trial and error05:48 - Trusting life’s timing and adopting a spiritual perspective07:45 - Filtering through the wrong crowds to find your true community09:06 - Dealing with a “flop era” and sitting with difficult feelings11:07 - Practical tools for mental health: journaling and affirmations12:32 - The power of silence and the concert story15:27 - The journey of creating Deep Chats and embracing awkward silence17:51 - Breaking the social script to have more intentional conversations20:24 - Asking better questions to learn from others21:34 - How to talk about yourself authentically and practice positive self-talk23:13 - Where to find Tatiana and Deep Chats online23:39 - Reclaiming the word “bossy” as a female business ownerConnect with Tatiana:Tati: https://www.instagram.com/tatianafyodorov/Deep Chats; https://www.instagram.com/havedeepchats/https://linktr.ee/deep.chats?utm_source=ig&utm_medium=social&utm_content=link_in_bio&fbclid=PAZXh0bgNhZW0CMTEAc3J0YwZhcHBfaWQPOTM2NjE5NzQzMzkyNDU5AAGny8RyuS295HMG5TIRMpm7DidMo87ezXmWfgSdWFPU-jmtdSMnEMl4jfTDgHQ_aem_E6yLaNHXU3-RMwrfLK7PEgConnect with the Pod / Me:Podcast Instagram: @reclaimingbossyMy Instagram: @maahika.sPodcast TikTok: @reclaimingbossyMy TikTok: @maahika.sFor collaborations & enquiries:[email protected]

This episode is for you if you are going through a “Flop Era’ In this episode of Reclaiming Bossy Madrid Season, I’m joined by Tatiana, founder of Deep Chats, for an honest conversation about self-trust, moving abroad, navigating uncertainty in your twenties, and finding your people when life doesn’t go to plan.After experiencing redundancy and navigating a season of uncertainty, Tatiana rebuilt her life in Madrid and created Deep Chats, a community focused on meaningful conversations and genuine connection.We talk about trusting yourself before you have all the answers, embracing awkwardness, creating authentic community, and why some of your most confusing seasons can actually become the beginning of something better.If you’re navigating change, feeling behind, trying to rebuild trust in yourself, or questioning whether you’re on the right path, this episode is for you.We talk about:● Building self-trust through trial and error● Moving abroad and navigating uncertainty in your twenties● Coming out of a “flop era” and sitting with difficult emotions● Learning to trust life’s timing● Finding your people and building authentic community● Journaling, affirmations and practical mental health tools● The power of silence and meaningful conversations● Breaking social scripts and asking better questions● Learning how to talk about yourself more positively● Starting something before feeling fully readyTIMESTAMPS00:00 - Introduction and welcoming Tatiana00:44 - Tatiana’s background, moving to Madrid, and starting Deep Chats01:39 - Navigating your twenties and the uncertainty of moving abroad03:49 - Tangible ways to build self-trust through trial and error05:48 - Trusting life’s timing and adopting a spiritual perspective07:45 - Filtering through the wrong crowds to find your true community09:06 - Dealing with a “flop era” and sitting with difficult feelings11:07 - Practical tools for mental health: journaling and affirmations12:32 - The power of silence and the concert story15:27 - The journey of creating Deep Chats and embracing awkward silence17:51 - Breaking the social script to have more intentional conversations20:24 - Asking better questions to learn from others21:34 - How to talk about yourself authentically and practice positive self-talk23:13 - Where to find Tatiana and Deep Chats online23:39 - Reclaiming the word “bossy” as a female business ownerConnect with Tatiana:Tati: https://www.instagram.com/tatianafyodorov/Deep Chats; https://www.instagram.com/havedeepchats/https://linktr.ee/deep.chats?utm_source=ig&utm_medium=social&utm_content=link_in_bio&fbclid=PAZXh0bgNhZW0CMTEAc3J0YwZhcHBfaWQPOTM2NjE5NzQzMzkyNDU5AAGny8RyuS295HMG5TIRMpm7DidMo87ezXmWfgSdWFPU-jmtdSMnEMl4jfTDgHQ_aem_E6yLaNHXU3-RMwrfLK7PEgConnect with the Pod / Me:Podcast Instagram: @reclaimingbossyMy Instagram: @maahika.sPodcast TikTok: @reclaimingbossyMy TikTok: @maahika.sFor collaborations & enquiries:[email protected]

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Unshamed & Unchained: Carving Space For Self-Healing & Habit Transformation Danny Poelman Welcome to "Unshamed & Unchained: Carving Space For Self-Healing & Habit Transformation", the podcast where we break the chains of shame and societal expectations to create a safe space for self-healing, habit transformation, and personal growth. Hosted by a seasoned life coach, Danny Poelman DDS, with years of hands-on experience, this podcast is your guide to reclaiming your voice, embracing your story, and living life on your terms.In each episode, we dive deep into the topics that matter most to you—whether it's:-breaking free from unwanted habits like pornography-excessive people-pleasing-healing from past trauma-recovering from narcissistic abuse or religious/relational trauma-anxiety/depression-money mindset blocks-overcoming limiting beliefsWe’re not afraid to talk about the things that are often considered taboo, because we believe that through honest, unfiltered conversations, real transformation happens.You’ll hear real Copy That Converts - Entrepreneurs, Copywriting, Launch, Email Marketing, Conversion Megan Wisdom | Copywriter, Email Metrics Mentor, Marketing Strategist Are you a female entrepreneur with an online business who’s struggling to grow and nurture your audience? Do you feel like you’re not making enough sales, despite your best efforts? Do you feel confused by all the marketing jargon and just wish you had a bossy business big sister to shoot it to you straight?Hey, friend. I know you didn’t get into business to get bogged down by writing, but let’s face it, the internet is still powered by WORDS. The good news? You can harness the power of those words to connect with your ideal clients and make more sales through the magic of copywriting.In each episode, we’ll dive deep into the world of copywriting and marketing, sharing insights and strategies that will help you craft compelling messages that resonate with your audience. From understanding your ideal customer to mastering the art of storytelling, we’ll cover it all.I’m Megan Wisdom, a firstborn, Enneagram 5 copywriter who loves to help other female entrepreneurs reach their business Harry Potter Saved My Life Harriet Morris Unexpected life lessons from The Boy Who Lived. Every episode, superfan Harriet Morris looks at one character, spell, invention or place from the magical world of Harry Potter (and related works) and asks: what hidden soul-saving teachings are there to help us navigate and dismantle anxiety, depression and the curveballs that life has a habit of throwing at us?As you will see, Winky the house elf, Draco Malfoy and the time turner all have as much to teach us about reclaiming our power as does Harry himself.Harry didn't literally save Harriet's life, but this more than any other work helped her recover from compulsive eating . Sit. Stay. Rage. Anarchic rock with a heavy dose of punk in a canine shell, "Sit. Stay. Rage." is an eruption of instinct, grit, and clarity. It’s the sound of breaking command, reclaiming selfhood, and turning silence into rebellion; liberation caught mid-stride.

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How long is this episode of Reclaiming Bossy?

This episode is 24 minutes long.

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This episode was published on May 27, 2026.

What is this episode about?

This episode is for you if you are going through a “Flop Era’ In this episode of Reclaiming Bossy Madrid Season, I’m joined by Tatiana, founder of Deep Chats, for an honest conversation about self-trust, moving abroad, navigating uncertainty in your...

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