In this episode, Jason sits down with Eliana Goldstein, a certified career and executive coach, the resident Career Coach for CBS New York Morning News, and a member of the Forbes Coaches Council. Eliana’s coaching strategies have been featured on MSNBC, Business Insider, and Fast Company, and she has spoken at leading companies including Peloton and LinkedIn.
Together, Jason and Eliana explore the growing workplace trend of “quiet cracking”—when professionals, overwhelmed by today’s tough job market, settle for roles that don’t align with their values or strengths, ignoring obvious red flags along the way.
This powerful conversation uncovers the mindset shifts, strategies, and frameworks that can help you navigate career transitions with confidence, advocate for yourself in the workplace, and embrace change without fear.
🧠What You’ll Learn in This Episode
Why “quiet cracking” is becoming the new workplace trap—and how it mirrors relationship dynamics
Red flags to look for (and stop ignoring) when evaluating career opportunities
The role of self-advocacy in building fulfilling, financially rewarding careers
How to align your work with your strengths and values through self-audits and strategic career planning
Eliana’s journey from corporate marketing to career coaching, and how her personal growth shaped her mission
Practical tools for career clarity: journaling, asking the right interview questions, and building authentic networks
How to confidently frame career pivots, even when they don’t follow a “traditional” path
Why evolving your definition of success matters—and how to embrace transitions from technician → manager → entrepreneur
🚀 Episode Highlights
Quiet Cracking vs. Quiet Quitting — how fear, desperation, and uncertainty push people to take the wrong roles.
Mindset Shifts — breaking free from imposter syndrome and cultural narratives that keep you stuck.
Career Fulfillment — Jason and Eliana share stories of how small shifts in perspective can transform both work and relationships.
Self-Advocacy & Growth — strategies for negotiating roles, realigning job responsibilities, and prioritizing satisfaction over short-term paychecks.
Career Evolution — embracing change with confidence and redefining what success looks like at each stage.
⚡ Rapid-Fire Takeaways
One career myth you should stop believing
The best question to ask before accepting a new job
One thing to stop doing on LinkedIn right now
The first action to take in the next 24 hours if you feel stuck
The career advice Eliana lives by, no matter what
🎧 Listen Now
This episode is for anyone feeling stuck, burnt out, or overwhelmed in today’s job market. If you’re ready to stop ignoring the red flags, advocate for yourself, and design a career that truly excites you and pays you well — this conversation is your roadmap.
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