If You Had a Big Sister, She Would Tell You This ... episode artwork

EPISODE · Aug 6, 2026 · 43 MIN

If You Had a Big Sister, She Would Tell You This ...

from Reclaiming Bossy · host Maahika Singh

This week is a big moment on the podcast. Reclaiming Bossy is turning three years old, and I’m turning 23.To celebrate both birthdays, I wanted to sit down and share the 22 biggest lessons I learned at 22. I don’t have a big sister, so in many ways I’ve had to learn a lot of these lessons the hard way. Through building a business, going to therapy, travelling, making mistakes, creating nearly 100 podcast episodes, and having hundreds of conversations with incredible guests, these are the ideas that have shaped who I am becoming.If you’ve listened to even one episode over the past three years, thank you.  Whether you’ve been here since episode one or you only found Reclaiming Bossy last week, thank you for letting me be a small part of your journey. Here’s to the next chapter.Share this with someone who needs big sister advice today :)TIMESTAMPS00:00 Intro: 22 things I learned at 22 and celebrating three years01:27 Authenticity: Finding yourself and repelling the wrong people04:13 Relationships: Trusting the right people to stay and letting the wrong ones go08:20 Failure as data: Learning from your flop moments09:35 Making space: Why everything in life requires time and capacity13:06 Don't quit, rest: Understanding the seven types of rest14:17 Healing is a journey: Going back to therapy and dropping the shame17:29 The arrival fallacy: Giving yourself permission to exist between achievements19:53 The fear of success: How to regulate yourself when big wins happen22:04 Hard work vs. alignment: Why struggle isn't the most important ingredient24:44 Visibility is currency: Creating inbound luck and opportunities26:47 Jealousy as data: Breaking the scarcity mindset and the "it girl" narrative28:18 The timeline curse: Falling in love with the dream, not the deadline31:00 Self-validation: Giving yourself permission and breaking the validation loop32:18 Confidence is built on action: Why evidence matters more than applause33:30 The 70 percent rule: Beating perfectionism and acting before you overthink35:17 You only need one yes: Depersonalizing rejection and building resilience39:41 Embarrassment is a choice: Being unapologetically yourself and backing your vision40:48 You can always start again: Reshuffling the deck to create a better lifeTHINGS MENTIONEDBossy and Brown magazine preorderhttps://www.bossyandbrown.comLearn more about Bossy and Brownhttps://www.independent.co.uk/life-style/indian-bossy-brown-girl-summer-b3015509.htmlMy Substack article about endingshttps://maahikasingh.substack.com/p/happy-endings-are-overrated-heres?r=60u9vn&utm_campaign=post-expanded-share&utm_medium=post%20viewerFail Smarterhttps://www.hachette.co.uk/titles/dougal-shaw/fail-smarter/9781805228240/My Substack article about therapyhttps://theopenletters.substack.com/p/i-failed-my-healing-journey?r=60u9vn&utm_campaign=post-expanded-share&utm_medium=post%20viewerAmsterdam season of Reclaiming Bossyhttps://www.youtube.com/watch?v=ZcgUd5P1H3A&list=PLwjRDHUFHp3gyg9Fp1HBSTfMn-lG2DGi6BUILD 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/@bossybehindthes...WORK 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/mentorin...Founders + brands: Work with me on storytelling, personal branding, content and strategy through Empower Sounds Media.Book a Strategy Session : https://calendly.com/maahika/branding...Book a discovery call : https://calendly.com/maahika/discover...Join the next personal branding sprint : https://docs.google.com/forms/d/e/1FA...Follow The Podcast/ Connect With MePodcast Instagram: @reclaimingbossyPodcast TikTok: @reclaimingbossyMy Instagram: @maahika.sMy TikTok: @maahika.sCollaborations + enquiries: [email protected]

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