REAL DROP 07: 

Almost always turning something.

It's Skylar's 28th birthday, and this episode is a celebration- a candid conversation about what it means to be "almost" turning something at every age.

MEET Krista Williams. Bestselling author and co-host of the legendary "Almost 30" podcast. She joins Skylar for a real and raw older sister chat on growing through your 20s, embracing your 30s, and rewriting the script on getting older.

Together, they strip away the pressure of timelines, sharing the honest truth about comparison, letting go of "shoulds," and learning to trust who you're becoming, regardless of the number.

If you've ever felt behind, this episode is for you: You are not behind. You are becoming.

And if we're always almost turning something… how can we be and love where we are, REGARDLESS?

That's the real rebellion.

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

Follow Krista 

Insta: https://www.instagram.com/itskrista/

Website: https://itskrista.com/

Follow REGARDLESS:
Insta: @regardlessthepod

TikTok: @regardlessthepod

Follow SKY: 
Insta: @skylarsorkin
TikTok: @skylarsorkin

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

Follow REGARDLESS:
Insta: @regardlessthepod

TikTok: @regardlessthepod

Follow SKY: 
Insta: @skylarsorkin
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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REAL DROP 06:

“Once I saw it, I couldn’t unsee it. And I’ve never felt more free and more alive.”

Meet Bianca, content creator, model, photographer & wellness instructor and she’s done keeping up with comp het.

For years, she lived the version of life she thought she should: married young, doing everything “right,” until she realized she was living for approval, not truth.

In this drop, Skylar & Bianca unpack compulsory heterosexuality: the quiet system that conditions women to assume they’re straight, even when they’re not.

Together, they explore what it means to unlearn everything you’ve been taught about love, gender, desire and reclaim who you are, regardless of what the world tells you to be.

Bianca opens up about:

→ Mistaking safety and friendship for attraction.

→ The moment she stopped bending herself to fit a mold.

→ Coming out as a deeper act of coming home to herself.

If you’ve ever felt late to your own life, you weren’t.

You were surviving in a world that made it hard to know yourself.

And on the other side of unlearning? Freedom.

Because being real?

It’s not a trend.

It’s a rebellion.

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

Follow Bianca

Insta: https://www.instagram.com/biancamarinae/

Website: https://biancamarinae.com/#home

Follow REGARDLESS:

Insta: @regardlessthepod

TikTok: @regardlessthepod

Follow SKY:

Insta: @skylarsorkin

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, we just might answer it on the pod: https://forms.gle/CEQWY7grfMEmiicy6

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

Follow REGARDLESS:
Insta: @regardlessthepod

TikTok: @regardlessthepod

Follow SKY: 
Insta: @skylarsorkin
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

, we just might answer it on the pod: 

https://forms.gle/CEQWY7grfMEmiicy6

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REAL DROP 05:

Meet Kate. Founder of Off The Record: a pocket-sized game designed to spark real conversation.

And she’s done keeping up with the Insta friend.

We’re living in the era of instant gratification.
Instagram. Instacart. Instant validation.

And yup, it’s messing with how we form REAL relationships.

In this drop, Skylar + Kate get honest about the rise of performative friendship, the pressure to look like you have so many besties, and why it’s okay if your circle is small but real.

Because being friends online doesn’t mean you’re known.
And looking like you’re thriving isn’t the same as feeling it.

Because real friendship?
It’s not found in the comments.
It’s built in the moments no one posts.

REGARDLESS of what the algorithm says “bestie” should look like...
It’s okay to only have two close friends.
It’s okay to want more depth and less display.

Because being real?
It’s not a trend.
It’s a rebellion.

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

Follow REGARDLESS:
Insta: @regardlessthepod

TikTok: @regardlessthepod

Follow SKY: 
Insta: @skylarsorkin
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

, we just might answer it on the pod: 

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REAL DROP 03: 

Meet Romy Schorr. 57 years old.
Midlife influencer with over 135k on Insta. 

Aging on her own terms and not trying to keep up with looking younger.

In this real drop, Romy joins Skylar and Linda (her college bestie) for a multigenerational conversation on aging rebelliously.

This isn’t about fighting time.
It’s about aging your way: owning your face, your presence, your story.
REGARDLESS of what the world says you should look like.

Because being real?
It’s not a trend.
It’s a rebellion.

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

Follow REGARDLESS:
Insta: @regardlessthepod

TikTok: @regardlessthepod

Follow SKY: 
Insta: @skylarsorkin
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

, we just might answer it on the pod: 

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REAL DROP 02:

Meet your host, Skylar. 27 years old. She’s done keeping up.

Meet Linda. Licensed therapist. 58. Skylar’s mom and her guest host. She’s done keeping up too.

With being the good girl.

With diet culture.

With keeping pace with her 27-year-old daughter.

With putting herself last.

This multigenerational drop starts with Skylar & Linda breaking the ice with Hasbro’s Truth or Drink. From there, they unpack the pressure to be perfect and what it really means to say no to keeping up, and yes to being real, REGARDLESS.

Because being real? It’s not a trend. It’s a rebellion.

#ad Big love to Hasbro Games for helping us get real. Snag your own Truth or Drink (21+) deck at Target, Walmart, or Amazon.

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

Follow REGARDLESS:
Insta: @regardlessthepod

TikTok: @regardlessthepod

Follow SKY: 
Insta: @skylarsorkin
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

, we just might answer it on the pod: 

https://forms.gle/CEQWY7grfMEmiicy6

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

REAL DROP 02:

Meet your host, Skylar. 27 years old. She’s done keeping up.

Meet Linda. Licensed therapist. 58. Skylar’s mom and her guest host. She’s done keeping up too.

With being the good girl.
With diet culture.
With keeping pace with her 27-year-old daughter.
With putting herself last.

This multigenerational drop starts with Skylar & Linda breaking the ice with Hasbro’s Truth or Drink. From there, they unpack the pressure to be perfect and what it really means to say no to keeping up, and yes to being real, REGARDLESS.

Because being real? It’s not a trend. It’s a rebellion.

Big love to Hasbro Games for helping us get real. Snag your own Truth or Drink deck at Target, Walmart, or Amazon !! 

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

Follow REGARDLESS:
Insta: @regardlessthepod

TikTok: @regardlessthepod

Follow SKY: 
Insta: @skylarsorkin
TikTok: @skylarsorkin

Follow LINDA: 

Insta: @lindasorkin

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, we just might answer it on the pod: https://forms.gle/CEQWY7grfMEmiicy6

For collaborations & opportunities, email: [email protected]

Follow REGARDLESS:
Insta: @regardlessthepod
TikTok: @regardlessthepod

Follow SKY:
Insta: @skylarsorkin
TikTok: @skylarsorkin

More REGARDLESS?

⚡︎ Take our course

⚡︎ Work 1:1 with Skylar

⚡︎ Got something you’re “done keeping up with”? Or need advice from Skylar or Linda? Submit it here, we just might answer it on the pod.

skylar and her mom, linda (aka everyone’s favorite therapist), took a road trip to joshua tree to visit hometown friend kylie mccarthy, who—casually—just built her own resort: little pipes.yep. that part. and of course, her mom came too—stacy mccarthy, yoga icon, wellness educator, and one of the OGs of mindful influence before it was trending.

what followed? a multigenerational, no-topic-off-limits heart-to-heart between two daughters and their two moms. and it’s everything you didn’t know you needed.

this episode feels like sitting on the floor of your best friend’s bedroom at midnight—next to the mom you secretly love more than her—after a really honest cry. snacks out. mascara smudged. two incredible mamas reminding you: you’re not behind. you’re just becoming.

they cover:
– why success isn’t as glamorous as it looks (and why grit > glam)
– the emotional weight of building something from the ground up
– how to stop performing for external validation (especially from boys who don’t even recycle)
– what our moms wish they’d known when they were our age
– and the quiet magic of growing into the women we were raised to be

if you’re craving some motherly love, multigenerational truth bombs, or just want to hear women talk about life in a way that actually feels human—press play. we’ve got you.

regardless.

sponsored by ophora: not all water is created equal… and trust me, we've bathed  in this one. ophora is oxygen-rich, ultra-purified, and filters out 30,000+ contaminants (bye microplastics). it’s giving glow-from-the-inside-out energy—and we're obsessed. check them out at ophorawater.com. 

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

Follow REGARDLESS:
Insta: @regardlessthepod

TikTok: @regardlessthepod

Follow SKY: 
Insta: @skylarsorkin
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

, we just might answer it on the pod: 

https://forms.gle/CEQWY7grfMEmiicy6

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

some friends are getting engaged. others are having babies. meanwhile, skylar & her roomie shae are recording a podcast in wedding dresses — manifesting their future husbands. in this special episode, they reflect on the heartbreaks, the healing, and the hope for love that actually feels right. regardless of being single, they talk about what they’ve learned from their past relationships, what they want moving forward, and why being single might be the biggest gift of all.

this episode is sponsored by:
a big thanks to rancho temescal for welcoming REGARDLESS into your gorgeous space to play dress up, record, and manifest our future hubbies (because why not?).

rancho temescal is a stunning 6,000-acre equestrian center — aka, the ultimate wedding venue. whether you’re single and manifesting like shae & sky, planning your big day, or just want to throw a party regardless — this place is it.

tucked away in LA’s backyard, it’s located in the northeast portion of ventura county, just 15 miles west of santa clarita and 40 miles north of downtown los angeles. think rustic charm meets timeless elegance — it’s giving dream wedding energy.

book or manifest your wedding here: https://ranchotemescal.com & check them out on instagram xx

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

Follow REGARDLESS:
Insta: @regardlessthepod

TikTok: @regardlessthepod

Follow SKY: 
Insta: @skylarsorkin
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

, we just might answer it on the pod: 

https://forms.gle/CEQWY7grfMEmiicy6

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