The 20 Something Playbook

Join us as we reflect on the life lessons we've learned from constant rejection in our 20s so far, and how it's shaped us. Through rejection, we've been able to build our confidence and develop a growth mindset, learning to fail forward and find purpose in our young adult life. In this video, we share our rejection advice and motivation tips on how to cope with career setbacks, and how to cultivat...

What makes FRIENDS so relatable to young adults, especially among those in their 20s? We're rewatching the iconic sitcom, and share how we see ourselves now more than ever in the characters, situations and even the theme song... your life's a joke? You're broke? Your love life's DOA... It's like you're always stuck in second gear, when it hasn't been your day, your week, your month or even your ye...

Join us as we dive into the world of pop music and explore what Taylor Swift is saying about our 20s through her new album. As a renowned songwriter, Taylor Swift has a unique ability to tap into the emotions and experiences of her listeners, particularly millennials and Gen Z fans who have grown up with her music. In this video, we'll be doing a lyrical analysis of her new album, breaking down th...

Ready for some real financial education? Join us for an unfiltered conversation as Thamina Stoll shares her journey from broke to financially free in her 20s. Through powerful storytelling and honest life lessons, Thamina reveals how financial independence is possible, even if you’re starting from zero. If you’re tired of feeling lost with money and want actionable personal finance advice, this ep...

Join us in this episode of M.A.E. Chats as we dive into the captivating world of The Summer I Turned Pretty and explore how it perfectly encapsulates the uncertainty of your 20s. With its relatable characters and coming-of-age storylines, this series is all about embracing the summer vibes that come with newfound freedom and independence. As we navigate the ups and downs of life, we learn valuable...

Wellness in your 20s with Josie Santi (The Everygirl, 1M+ downloads): Authenticity, joy, and self-discovery for ambitious women. EPISODE 12 of The 20 Something Playbook Podcast – New episodes every Tuesday! Timestamps: 00:00 Intro & Guest Welcome 03:15 Josie’s 20s transformation story 10:45 Redefining wellness: what really matters 19:30 Moving from Chicago to LA – chasing dreams 27:00 Joy as a...

In this chat, Madison, Ava, and Elle dive into how they navigate comparison as sisters (and twins). They share what they have learned over the years, what's worked, what doesn't and struggles they've had to overcome as they've grown up. Especially during your 20s, it's easy to fall into the comparison trap. We hope this conversation is helpful, and at the very least, we hope you get a chuckle or t...

This week on The 20 Something Playbook we’re joined by Mackenzie Drazan Cook— founder of T.E.A.M. (Teaching Everyone About Mental Health), CEO of mental health software startup MiResource and a 2022 Forbes 30 Under 30 honoree. In this powerful conversation, Mackenzie opens up about the defining lessons of her 20s: from navigating relationships and career pivots to facing loss and resilience. She s...

The 20's is all about trying and failing, and trying all over again. But what we don't recognize is that these aren't failures, they're learnings! Madison, Ava and Elle talk about their rollercoaster experience in the screenwriting industry and how important every 'failure' has been to get them where they are today. Watch this episode on YouTube: https://youtu.be/iHNJnsCLHPI Listen to episodes: Sp...

In this week's chapter of The 20 Something Playbook we sat down with actor, host of "21 Questions", advocate and public speaker Madison Tevlin. Back in 2021, Madison interviewed our co-host (Madison MacGregor) for her show "Who Do You Think I Am". Madison Tevlin has been nominated for a Canadian Screen Award. Madison, only 23, bravely shares her personal experience of undergoing open heart surgery...

Here's a sneak peek into the making of our very first season! From mishaps to funny moments, it's been a wild ride. We hope you enjoy! Volume One Episodes: https://www.youtube.com/playlist?list=PL1Rs9oUYUlEcNigeakfAcHDyKl2mSlAJ6 Volume One BTS Vlogs (NYC and Cali): https://www.youtube.com/playlist?list=PL1Rs9oUYUlEc6OKwezm67aF1x85L9RBSF Hosted on Acast. See acast.com/privacy for more information.

This week on The 20 Something Playbook, we sit down with Sydney Karmes-Wainer an inspiring 20-something CEO and founder of the healthy snack brand French Squirrel. Sydney opens up about her journey from disordered eating to launching a mission-driven company that's now stocked at stores like Erewhon, The Fresh Market and more. We talk about entrepreneurship, personal growth, wellness, and what it...

We didn’t get tickets to the Gracie Abrams concert in Toronto last weekend, so we talked about our fave songs about the 20s LIVE on our YouTube Channel instead. We each made a list of our top 3 “20s Anthems” and haven’t revealed them to each other until this video. What song is defining your 20s right now? Let us know in the comments below. Watch The 20 Something Playbook Episodes here: https://yo...

This week on The 20 Something Playbook we're joined by actor and dancer Alexandra Chaves, best known for her role as Piper on The Next Step. In this heartfelt and honest conversation, Alex opens up about what it's really like to chase big dreams in your 20s while living with a chronic illness. Diagnosed with colitis as a teen, she shares how she's learned to manage her health while continuing to s...

This week on The 20 Something Playbook, we went LIVE on YouTube for a chat about 20s birthday reflections (Ava and Elle turned 23 last week), change and the trenches… all while sharing ONE MIC, which was a big challenge for us, lol. In this episode “M.A.E. Chats: 20s Birthday Reflections, Change, and the Trenches” we’re talking about our experiences, mistakes, and successes. From relationships and...

Meet Dr. Gabriela Asturias, an inspiring Stanford psych resident who achieved her dream of becoming a doctor in her 20s! Born and raised in Guatemala, Gabriela's journey to success is a testament to her hard work, dedication, and perseverance. In this video, we get to know Gabriela's story, from Duke University to her residency at Stanford, including starting a business while in school (Co-Founder...

Are you tired of feeling overwhelmed and frustrated with the job market? Madison, Ava and Elle talk about their current job market struggles in their 20s, from the stress of unemployment to being employed, and trying not to crash out in the process. From dealing with rejection and self-doubt to finding ways to stay motivated and focused, we're sharing our unfiltered thoughts. If you're struggling...

This week on The 20 Something Playbook we're joined by Jahleane Dolne, founder of The Postgrad Playbook. In this episode, Jahleane shares her journey behind creating a comprehensive guide for post-graduates. From navigating the challenges of adulthood to finding success in the real world, The Postgrad Playbook is a game-changer for anyone looking to thrive beyond college/university. Tune in to lea...

In this episode of The 20 Something Playbook we're joined by Courtney Riddle, a sobriety advocate and founder of Courtney Rose Style. Courtney shares her incredible journey of 2+ years of sobriety in her 20s, while battling OCD, anxiety, and depression. She opens up about her struggles, triumphs, and the lessons she's learned along the way. In her early 20s, she hit rock bottom and realized she ne...

Are you a young professional in your 20s trying to make it big in the city that never sleeps? Mastering LinkedIn is key to unlocking success in NYC! In this episode, award-winning marketing leader Christine Göös shares her top tips and strategies for optimizing your LinkedIn profile, growing your network, and landing your dream job in the competitive New York City job market. From building a stron...

Ready to break free from the pressure of needing to have it all figured out? In this episode we chat with Britt Williams Baker, co-founder of Dow Janes - one of the fastest growing companies in the United States teaching financial literacy and strategies to build wealth. Britt went from scooping ice cream to becoming a self made millionaire in her 30s. She shares strategies, mindset shifts, and ha...

Are you tired of feeling stuck in your 20s? Do you feel like you're not living up to your potential? In this episode, Madison, Ava and Elle sit down with founders, authors, and co-hosts of the popular “Almost 30” podcast Krista Williams and Lindsey Simcik about how to heal and overcome the struggles of your 20s before turning 30. From letting go of past traumas to building healthy habits and relat...

Hosted by three sisters in their 20s, The 20 Something Playbook is your guide through the good, the bad, and the ugly of this defining decade . In this intro episode, Madison, Ava and Elle break down navigating the cross roads they've faced in their 20s, and "choosing your hard" - the mantra for making difficult decisions. We get into the mission behind The 20 Something Playbook, what to expect fr...