REGARDLESS

this episode is sponsored by BetterHelp. give online therapy a try at betterhelp.com/REGARDLESS and get on your way to being your best self.

"she was tall, she was slim, she was beautiful. the minute they announced my name, she rushed off the stage. you could hear her literally backstage, like, I lost to a fat girl."

phaith montoya, a plus-size fashion icon, turned these hurtful words into fuel for her rise. phaith could have let these words break her—but regardless, she chose to rise and we love her for it. 

now a powerful voice in fashion with millions of followers, she’s redefining beauty standards and challenging body image norms. phaith is also a mental health advocate with NAMI, breaking the stigma surrounding mental illness.

this episode is a reminder that facing judgement & rejection is inevitable - whether it's coming from the outside world or from ourselves. but we always have a choice in the matter - to let those comments break us or work through the emotions & rise above. 

regardless, we'd rather grow. x

phaith montoya: Instagram | TikTok

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This episode is sponsored by BetterHelp. Give online therapy a try at: betterhelp.com/REGARDLESS to get 10% off your first month & on your way to being your best self. 

To my heartbroken sisters out there, hit play on this episode when the weight of heartbreak feels too heavy to bear.

Whether you’re grieving a relationship, a job, or something else, you’re not alone. You don’t always have to be the strong one. Lean on your people; it’s okay to not be okay. ❤️

Just two months ago, I was knocked down—losing my 9-to-5 hit me like a sucker punch, and then life decided to hit me again…

This episode is a SHOUTOUT to my incredible support system (aka my emotional SWAT team) - my family, amazing friends, and mentors. It’s been empowering & so surreal to see how many people are rallying behind me during this time. I want to honor and deeply thank you all—you know who you are. 

And if you’re feeling like you don’t have that kind of support, know that you don’t have to face this alone. You have me. You have Regardless, and we’re in this together. 

Even when I didn’t have the answers (and honestly, I still don’t), my family & friends do. I’m excited to share the reminders my best friends recorded for me on my 27th birthday. I asked them, “What do you want me to step into and embrace this year?” These reminders have been my saving grace and a mirror for all of us.

Regardless of heartache, let's grow. We're resilient.  

More Regardless on IG

More Skylar on IG & TikTok 

Credits: 

Fam: Mom, Dad, Nate, Nonny, Nana, Zoe & Fam 

Friends & Mentors: Shaelyn, Jisu, Daniella, Sage, Jazzy, Sue, Katia, Vida, Kylie, Mia, Spencer, Hannah, Sarah S., Sarah C., Michaela, Rebecca, Kelly, Marissa, Steph, Ana, Natalia, Tyler, Sensei Majid, Sergio, Meelad, Harry, JF, Larry, Erin, Kirti, Jennilee, Rachael, Ivanna, Cass, Sidney, Daisy, Andy, Michelle. 

For collabs & opportunities, please email: [email protected]

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This episode is sponsored by BetterHelp. Give online therapy a try at: betterhelp.com/REGARDLESS to get 10% off your first month & on your way to being your best self regardless of what shows up.

One of the weirdest things about our 20s is how quickly reality can shift—whether it’s your job, your relationships, or even your wildest dreams. For all the aspiring entrepreneurs out there, this conversation with Isabella Biscarini is the perfect blend of hope, inspiration, and raw honesty.

Isabella’s journey from going viral overnight to launching True Tone Swimwear is nothing short of ‘what the heck just happened?!’ We dive into what it’s really like to build a business, take the leap into the unknown, and hustle as a full-time entrepreneur as a 20something. But, as Isabella reminds us, success is rarely instant—it’s about embracing the grind, navigating fear, and finding strength in vulnerability.

What we talk about:

• Launching a business post-viral success in your 20s
• Navigating fear and the unknown of entrepreneurship
• Hustling in silence
• The importance of supportive friendships and family during your journey
• Ugh & ofc social media comparison

Regardless of whether or not you aspire to be an entrepreneur, this episode is a powerful reminder that regardless of what dream we are building. Don’t stop. You’ve got this. xx

For collabs & opportunities, please email: [email protected]

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This episode is your reminder that it’s OKAY, NORMAL, and HEALTHY to feel like your 20s are one of the most anxiety-inducing decades of your life. If you’re grappling with uncertainty, questioning your career, navigating relationships, or feeling the pressure to "have it all together" before 30—you're not alone. Trust me, I get it.

That’s why I’m so excited to have Dr. Meg Jay on the show. Dr. Jay is a clinical psychologist, speaker, and author of the bestselling books The Defining Decade: Why your 20s matter and how to make the most of them and her new book & The Twentysomething Treatment. Her work focuses on helping young adults make the most of their 20s and 30s, building resilience, and setting themselves up for success in the years to come.

In this episode, Dr. Jay shares practical steps you can take right now to set yourself up for success in your 30s. It's an empowering conversation that reminds you, no matter what, you're not alone in this journey. <3

For me, this episode felt like a therapy session wrapped in a warm hug. So, take a deep breath, babe—you’ve got this. x

Betterhelp:

For collabs & opportunities, please email: [email protected]

Follow REGARDLESS:
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Want MORE? 
⚡︎ Take our course

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Before we begin, we want to note that today’s episode discusses sensitive topics, including rape and sexual assault, which may be triggering for some listeners. If you or someone you know has been affected, we encourage you to reach out for support. You can contact the National Sexual Assault Hotline at 1-800-656-HOPE (4673) for confidential support and resources. You can also visit RAINN.org for more information. Remember, you’re not alone, and help is available. Thank you for listening, and please take care of yourself.

Shit just got real for women, and it’s time to get tougher. This week on Regardless, I have the honor of speaking with performance coach, trauma specialist, speaker & influencer, the one & only: Annalie Howling.

Have you ever been told to be the “good girl”? You know, that message to put everyone else’s needs before your own and dim your light to keep others comfortable? We explore these challenges that so many women face, learning from a young age not to trust ourselves and the impact this has on our self-worth. It’s no wonder we often find ourselves people-pleasing or freezing in uncomfortable situations.

Annalie and I delve into trauma responses—freeze, fight, and fawn—and the immense pressures of societal expectations, from both men & women. We also discuss the importance of embracing our true selves and why it’s absolutely okay to be "too much."

Annalie shares invaluable insights on overcoming trauma, shame, and the habit of people-pleasing. We also discuss practical tips for owning your truth, prioritizing self-compassion, and breaking free from the fear of judgment.

And don’t forget to check out Annalie's latest book, Unapologetic, available online at Target, Walmart, Amazon, Barnes & Noble.

Also, a quick shoutout to our sponsor: use code REGARDLESS for 20% off Magic Mind productivity shots and 48% off a 3-month subscription at MagicMind.com/REGARDLESS.

You've got this babe.

For collabs & opportunities, please email: [email protected]

Follow REGARDLESS:
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It's my 27th birthday & two weeks ago, I got laid off.

Ever felt like the rug was ripped out from under you? Well, after four years of climbing the corporate ladder, October 22nd marked my last day as a corporate girlie.

Join me in the studio today for the real real on how I’m feeling & what’s next for the regardless fam!

Regardless of the unknown, this might just be one of my favorite chapters in the book: entrepreneurship. Let’s get it babe. We’ve so got this.

For collabs & opportunities, please email: [email protected]

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Okay guys… we're spicing things up today. I know I haven’t shared a ton about my personal journey since the spotlight has been on my guest speakers—which has been so juicy, informative, and inspiring. However, I think it's time we put the spotlight on me. 

At 26-years-old, I've been through my fair share of experiences (the good, the bad, the ugly, the beautiful, etc.) and through these moments, I've learned and grown a LOT. I’m in the trenches with all of you. So, today, I want to reflect on some of my favorite stories and share what I’ve learned. 

Join your host, (me) Skylar, in the studio for an intimate chat about Halloween. Picture this: 10-year-old Skylar as a geisha. 13-year-old Skylar as Napoleon Dynamite. 17-year-old Skylar as a Tibetan monk. 25-year-old Skylar as Ken (no, not Barbie… but Ken). Why? How? Literally, what even? Where does this confidence come from? My motto: not taking myself too seriously. And I’m going to tell you all exactly how. 

P.S. Moving forward, expect to see monthly solo episodes! For this one, we also have a surprise guest… Enjoy my brave & bold babes !

🎧Follow us on IG and Tiktok @regardlessthepod, and keep up with my personal updates on @skylarsorkin. Regardless, you’ve got this. 

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Babes, today I’m sitting down with the Founder of E! Entertainment, Mr. Larry Namer, to get answers to some of our most BURNING questions about the industry and how to navigate it successfully... regardless of being a 20-something woman, which we all know is a blessing & a curse. 

Larry Namer spills his secrets on: 

⚡️How to navigate the industry, regardless of how cut throat it is

⚡️Authentic or a social climber?! 

⚡️What traits Larry looks for when investing time and energy into young talent 

⚡️Red flags look out for in business relationships or opportunities

⚡️Advice for young women who want to be taken seriously

⚡️How to hone qualities that make you an asset in any industry

Trust me, you don't want to miss this one. Now live on @applepodcast, @spotifypodcasts &  YouTube. Xx

For collabs & opportunities, please email: [email protected]

Follow REGARDLESS:
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Want MORE? 
⚡︎ Take our course

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⚡︎ Got something you’re “done keeping up with”? Or need advice from Sky or Linda?

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Studies have shown that up to 40% of women are unhappy with their bodies. That’s almost HALF of the entire female population!! If you are struggling, just know you’re not alone, babe. So many of us are right there with you. And we’re here to talk about it today.

In this episode, Alyssa Lynch and I get raw and real about our struggles with disordered eating and body image. Tune in as we chat about our personal journeys, shedding light on many of the unseen challenges that we as women face today, especially living in a world dominated by social media. Most importantly, we’ll be sharing how to rise above these pressures, embrace self-worth, and remind ourselves: our worth is not defined by our physical appearance.

⚡️Unpacking the root causes of disordered eating

⚡️How social media might impact how feel about our bodies

⚡️Reflecting on being vegan and restrictive eating

⚡️What to say to a friend who is struggling right now

⚡️Our best tools, tips, and perspective shifts for your the healing journey

🎧Follow us on IG and Tiktok @regardlessthepod, and keep up with my personal updates on @skylarsorkin. Don’t forget to subscribe and share the love with others!

Regardless, you’ve got this.

For collabs & opportunities, please email: [email protected]

Follow REGARDLESS:
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Follow SKY: 
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TikTok: @skylarsorkin

Want MORE? 
⚡︎ Take our course

⚡︎ Work 1:1 with Skylar

⚡︎ Got something you’re “done keeping up with”? Or need advice from Sky or Linda?

Submit it here

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Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.