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If you need confirmation that it’s okay to follow a path that isn’t linear, this episode is it. In this week’s installment of the Breaking the Rules series, I chat with entrepreneur, investor, and creative multi-hyphenate Hannah Bronfman about rewriting timelines, releasing perfection, and trusting the turns that lead you exactly where you’re meant to be. From building businesses and investing in women’s health to evolving publicly and creating a life beyond rigid five-year plans, Hannah shares what it really means to break out of the boxes you were placed in—and design your own blueprint. Key Takeaways: You don’t have to follow a linear timeline, your life and career can evolve in seasons, not steps. Owning your narrative means telling your story before the world tells it for you. Some of the biggest opportunities come from staying open and adaptable. Wealth and investing are powerful tools, especially when women and Black founders are the ones controlling capital. Being a hands-on investor means showing up with more than money— support and advocacy matter. You don’t need permission to change paths. Resilience is built through experiencing setbacks, not by avoiding them. The real rule to break: stop doing what you think you should do and start doing what you want to do. Chapters: 01:38 Breaking the Linear Timeline 03:38 Evolving Publicly & Creating Without a Box 08:20 From DJ to Founder to Investor 22:13 Why Five-Year Plans Can Be Limiting 24:36 Owning Your Narrative in Business & Life 31:58 Angel Investing 101 41:53 The Truth About Women’s Health & Capital 1:02:16 The One Rule Everyone Should Break in 2026 Resources: Follow Hannah on Instagram: / hannahbronfman Follow Hannah on Substack: https://substack.com/@hannahslist Check out the CEO Club on Amazon Prime, airing on February 23rd: https://press.amazonmgmstudios.com/us... Sponsors: Durable: Durable is ****your AI partner that creates your website, writes your content, and helps you grow online. Visit [durable.com/balanced](http://durable.com/balanced) and get started with Durable for free today. When you’re ready to publish your website, use code BALANCEDLES for 30% off all plans. RW Knudsen: With R.W. Knudsen, krush 100% of your day — morning, afternoon, evening and all the moments in between — with 100% juice and no added sugar. Pick up a bottle at your local grocery store today. Quince: Visit [quince.com/BALANCEDLES](http://quince.com/BALANCEDLES) to get free shipping and 365-day returns. Equip: You deserve a life that isn’t ruled by food stress, shame, or constant overthinking. To learn more about Equip and see if it’s right for you, visit equip.health/lucky. Osea: Give your skin a rest with clean, clinically tested skincare from OSEA. Get 10% off your first order sitewide with code BBG at [OSEAMalibu.com](http://oseamalibu.com/). Hungryroot: Take advantage of this exclusive offer: For a limited time get 40% off your first box PLUS get a free item in every box for life at [hungryroot.com/lucky](http://hungryroot.com/lucky) and use 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 [Follow Les on IG @lesalfred]( / lesalfred ) [Follow She’s So Lucky on IG @shessoluckypod]( / shessoluckypod ) [Follow Les on TikTok]( / lesalfred ) Follow [She’s So Lucky on TikTok]( / shessoluckypod ) Visit our website at [shessoluckypodcast.com](http://shessoluckypodcast.com) About She’s So Lucky: She's So Lucky is a weekly podcast that helps you become the luckiest person you know. Hosted by Les Alfred, the show explores success, ambition, mindset, money, career growth, and the habits that help you build a life that actually works for you. Through thoughtful solo episodes and conversations with founders, creatives, and cultural leaders, She’s So Lucky offers grounded insights, practical reframes, and real strategies you can apply immediately. If you enjoyed this video, don't forget to like, subscribe, and hit the notification bell so you never miss an episode! Leave a comment below letting us know what rule you’re breaking in 2026. Music License: MB01LEOMOQYQA4Z