How To Build Self Trust Again After A Flop Era

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-RMwrfLK7PEgBUILD YOUR BOLDEST + BOSSIEST LIFE/ CAREERBossy Behind the Scenes: Essays, reflections, resources and all the behind-the-scenes of building a bold, bossy life.⁠https://substack.com/@bossybehindthescenes⁠WORK WITH MECreator/Founder Office Hours: Bring me your ideas, questions or whatever you’re stuck on, and we’ll turn it into a plan.⁠https://calendly.com/maahika/mentoring?back=1⁠Founders + brands: Work with me on storytelling, personal branding, content and strategy through Empower Sounds Media.Book a Strategy Session : ⁠https://calendly.com/maahika/branding-strategy-session?back=1&month=2026-07⁠Book a discovery call : ⁠https://calendly.com/maahika/discovery-call?back=1⁠Join the next personal branding sprint : ⁠https://docs.google.com/forms/d/e/1FAIpQLSeNPFNgdt02CyvYsb6n9i8kmvEJRxQDmTwOVusTxII_tMoJ7Q/viewform?usp=header⁠Follow The Podcast/ Connect With MePodcast Instagram: @reclaimingbossyPodcast TikTok: @reclaimingbossyMy Instagram: @maahika.sMy TikTok: @maahika.sCollaborations + enquiries: [email protected]