The 20 Something Playbook

Join us for a candid conversation with @divyadhulipala, a Forbes 30 Under 30 Venture Capitalist, and a dear friend - as she dives into the realities of working in VC in your twenties. In this episode, Divya shares her unexpected journey into venture capital, the experience of working on Wall Street, and the crucial advice from her dad that helped shape her career. She offers invaluable insights on...

We talk all things burnout whilst our camera decides not to work and one of our microphones also jumps ship :) Seriously though, burnout in your 20s is no joke. IG/TT: @20somethingplaybook Website: https://www.20somethingplaybook.com/ Hosted on Acast. See acast.com/privacy for more information.

This week on The 20 Something Playbook, we’re joined by Vienna Hintze - creator and owner and @mainstreetflowertruck. Vienna’s green truck, named after Fiona from Shrek, has been featured in pop-ups with incredible brands like Rare Beauty, Sweetgreens , Lululemon, celebs like Gwen Stefani and sooooo many more! 💐 Vienna shares how she went from running her own advertising agency to moving to LA an...

In this episode, we're diving into what makes the 2025 edition of DWTS resonate with 20-somethings. From making us nostalgic about our dancing days to relatable 20s moments from the pros, our love for Dancing With The Stars runs DEEP. Hosted on Acast. See acast.com/privacy for more information.

This week on The 20-Something Playbook, we’re joined by Jason Li — who went from being critically injured in his early 20s to building a thriving business in his 30s. He shares how the pain and adversity he faced after his severe injury shaped his perspective, fueled his growth, and ultimately helped him discover his passion and purpose. Follow Jason Li: https://www.instagram.com/jason_sportsthera...

Having hobbies at this time of life is a refuge from the chaos. Ava might take up knitting, Elle LOVES anything to do with sports, and Maddie... even she doesn't know her next move. But right now she's into spreadsheets... How are your hobbies going? Let us know in the comments below! Hosted on Acast. See acast.com/privacy for more information.

Here's what happened on Emma's journey of self-discovery and entrepreneurship. In this chapter, we explore the critical decision that Emma made to leave the stability of her corporate job and take a leap of faith into the world of business ownership in her 20s. What motivated her to make such a bold move? What challenges did she face along the way? Join us as we dive deep into Emma's story and unc...

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...