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EP 17 – Why Your 20s Feel So Confusing (And How to Navigate It)
Your 20s aren’t confusing because you’re doing life wrong.
They’re confusing because you’re finally building a life that’s yours.
SUMMARY
Host: Hazel Ann | Her Career, Her Way
Guest: Calyn Coleman
In this episode, we break down the emotional, mental, and identity-level chaos that makes your 20s feel like one long plot twist.
Hazel Ann sits with guest Calyn Coleman, who opens up about navigating family expectations, growing up as a twin, shifting from a pre-law track to fashion, dealing with competitive school environments, and the pressure to “have it all figured out.”
She candidly shares the role mental health, the pandemic, and taking uncomfortable risks played in redirecting her path.
This episode is for anyone who feels behind, confused about their career, or torn between who they are and who they’re expected to be.If you’ve been questioning everything… this conversation will feel like a permission slip.
Built for ambitious individuals navigating career confusion, self-doubt, and societal pressure, EP 17 reminds you:
✨ your dreams deserve space
✨ your wins deserve celebrating
✨ your path is yours alone
TAKEAWAYS
Feeling confused in your 20s is normal — not a personal failure.
Family expectations deeply shape your identity and decisions.
Growing up as a twin or sibling comparison can blur your sense of self.
School environments influence confidence far more than we think.
Choosing passion over pressure leads to more authentic career paths.
Mental health deserves priority, especially in high-achieving spaces.
The pandemic created clarity for many young adults, including Calyn.
Taking unconventional risks often leads to unexpected opportunities.
Small wins matter — they keep motivation alive.
You’re allowed to redefine your path at any point.
CHAPTERS
00:00 — Why Your 20s Feel So Overwhelming
02:58 — Identity vs. Expectations: Where Confusion Begins
05:46 — School, Confidence & Growing Up in Comparison
08:56 — Passion vs. Pressure in Career Decisions
11:54 — The Pivot: From Pre-Law to Fashion
14:50 — Academic Pressure, Perfectionism & Mental Health
17:57 — How the Pandemic Shifted Career Direction
20:58 — Taking Risks & Creating Your Own Path
23:43 — Celebrating Small Wins in Your 20s
Resources Mentioned:
The Imposter Phenomenon in High Achieving Women: Dynamics and Therapeutic Intervention (Clance & Imes )
Learning From Mistakes: How Does the Brain Handle Errors?
Why Pride Is Nothing to Be Proud Of (Amodeo)
LET'S CONNECT
✨ Did this episode hit differently? I want to hear from you!
DM me on Instagram with your biggest takeaway or the ONE thing you’re committing to this week — let’s build accountability together.
Host - Hazel Ann
Instagram: @hercareerherway
TikTok: @hercareerherway
Guest - Calyn Coleman
Instagram: @cay_cole07
🎧 Subscribe to the Her Career, Her Way YouTube channel:
👉 youtube.com/@HerCareerHerWay
View all episodes
By Her Career Her WayYour 20s aren’t confusing because you’re doing life wrong.
They’re confusing because you’re finally building a life that’s yours.
SUMMARY
Host: Hazel Ann | Her Career, Her Way
Guest: Calyn Coleman
In this episode, we break down the emotional, mental, and identity-level chaos that makes your 20s feel like one long plot twist.
Hazel Ann sits with guest Calyn Coleman, who opens up about navigating family expectations, growing up as a twin, shifting from a pre-law track to fashion, dealing with competitive school environments, and the pressure to “have it all figured out.”
She candidly shares the role mental health, the pandemic, and taking uncomfortable risks played in redirecting her path.
This episode is for anyone who feels behind, confused about their career, or torn between who they are and who they’re expected to be.If you’ve been questioning everything… this conversation will feel like a permission slip.
Built for ambitious individuals navigating career confusion, self-doubt, and societal pressure, EP 17 reminds you:
✨ your dreams deserve space
✨ your wins deserve celebrating
✨ your path is yours alone
TAKEAWAYS
Feeling confused in your 20s is normal — not a personal failure.
Family expectations deeply shape your identity and decisions.
Growing up as a twin or sibling comparison can blur your sense of self.
School environments influence confidence far more than we think.
Choosing passion over pressure leads to more authentic career paths.
Mental health deserves priority, especially in high-achieving spaces.
The pandemic created clarity for many young adults, including Calyn.
Taking unconventional risks often leads to unexpected opportunities.
Small wins matter — they keep motivation alive.
You’re allowed to redefine your path at any point.
CHAPTERS
00:00 — Why Your 20s Feel So Overwhelming
02:58 — Identity vs. Expectations: Where Confusion Begins
05:46 — School, Confidence & Growing Up in Comparison
08:56 — Passion vs. Pressure in Career Decisions
11:54 — The Pivot: From Pre-Law to Fashion
14:50 — Academic Pressure, Perfectionism & Mental Health
17:57 — How the Pandemic Shifted Career Direction
20:58 — Taking Risks & Creating Your Own Path
23:43 — Celebrating Small Wins in Your 20s
Resources Mentioned:
The Imposter Phenomenon in High Achieving Women: Dynamics and Therapeutic Intervention (Clance & Imes )
Learning From Mistakes: How Does the Brain Handle Errors?
Why Pride Is Nothing to Be Proud Of (Amodeo)
LET'S CONNECT
✨ Did this episode hit differently? I want to hear from you!
DM me on Instagram with your biggest takeaway or the ONE thing you’re committing to this week — let’s build accountability together.
Host - Hazel Ann
Instagram: @hercareerherway
TikTok: @hercareerherway
Guest - Calyn Coleman
Instagram: @cay_cole07
🎧 Subscribe to the Her Career, Her Way YouTube channel:
👉 youtube.com/@HerCareerHerWay