Career Transition 101: Strategy, Mindset, and What to Do First
09/06/2026 | 29 mins.
Thinking about a career change—but not sure where to start? In this episode, career transition expert Cara Bedick breaks down what it really takes to make a successful move—from navigating fear and identity shifts to translating your skills and building a strategy that actually works. If you’ve been feeling stuck, this conversation will help you move forward with clarity and confidence. You’ll learn: How to tell if you need a full career pivot—or just a new role, team, or environment The biggest emotional blocks (like fear and self-doubt) that keep people stuck—and how to move through them
Show Notes Weekly Newsletter Sign-Up: http://bit.ly/37hqtQW Career Transition Course: https://careercontessa.teachable.com/p/the-career-transition-road-map/
Career Contessa Resources Book 1:1 career coaching session: https://www.careercontessa.com/hire-a-mentor/ Take an online course: https://www.careercontessa.com/education/ Get your personalized salary report: https://www.careercontessa.com/the-salary-project/
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Why Aren’t People Responding to Your Emails? How to Write Messages Busy People Actually Read (Listener Favorite)
02/06/2026 | 34 mins.
Even with social media, text, and DMs, email is still the best way to communicate and contact people who can help your career. Now we just need to make sure those emails are crafted in a way to catch the attention of busy readers! Editor-in-Chief of Entrepreneur Magazine, Jason Feifer, will tell you a masterclass on: What bad email communication looks like How to assess your own email writing skills Tactics for formatting your email messages The power of responding to every email
Show Notes Weekly Newsletter Sign-Up: http://bit.ly/37hqtQW Follow Career Contessa: http://bit.ly/2TMH2QP Grammarly Link: https://bit.ly/3PiAtBy
Career Contessa Resources Book 1:1 career coaching session: https://www.careercontessa.com/hire-a-mentor/ Take an online course: https://www.careercontessa.com/education/ Get your personalized salary report: https://www.careercontessa.com/the-salary-project/ Browse open jobs: https://www.careercontessa.com/jobs/
Sponsors Head to cozyearth.com and use my code CONTESSA for an exclusive 20% off. That's code CONTESSA for an exclusive 20% off. Head to vitaclean.co and use code CONTESSA at checkout for 20% off your first purchase. Sign up for your one-dollar-per-month trial today at shopify.com/careercontessa. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Should You Become a Manager? How to Know If Leadership Is Right for You (Listener Favorite)
26/05/2026 | 39 mins.
The truth is, that not everyone will enjoy managing people. But luckily, you don't have to become a manager to grow in your career. Leadership expert and author of Happy@Work Robyn L Garrett is here to share: How to know if management is right for you Ways to advance your career that aren’t management What makes a good manager How new managers can be successful in their first 90 days
Show Notes Weekly Newsletter Sign-Up: http://bit.ly/37hqtQW Follow Career Contessa: http://bit.ly/2TMH2QP The New Manager Manual Course: https://bit.ly/3Ds3jdf
Career Contessa Resources Book 1:1 career coaching session: https://www.careercontessa.com/hire-a-mentor/ Take an online course: https://www.careercontessa.com/education/ Get your personalized salary report: https://www.careercontessa.com/the-salary-project/ Browse open jobs: https://www.careercontessa.com/jobs/
Sponsors: Go to http://www.bioptimizers.com/contessa, and use code CONTESSA to get 15% off your entire order and a free bottle of Masszymes—BiOptimizers' best-selling digestive enzyme. Get your menopause treatment plan today. Visit myalloy.com and use code CONTESSA for $20 off your first order! #AgeGracefully Head to Biologica.com/CONTESSA to get started. Take their Quick Hormonal Life Stage Quiz to find the formula that’s right for you. Subscribers can receive up to 32% off their purchase. Take back control of your business today. Open a Found account for FREE at found.com. Sign up for your one-dollar-per-month trial today at shopify.com/careercontessa. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Is This Job the Wrong Fit? How to Know When a Role Is Right for You (Listener Favorite)
19/05/2026 | 34 mins.
How do we make work, less work? Author and organizational psychologist Andrè Martin shares how to find your right-fit career. You’ll learn: What’s the difference between right fit vs. wrong fit careers How to craft your “right fit” career The questions to ask to determine if a company and role are the right fit What to do if you’re in the wrong fit Strategies for building a successful career within your right role
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Guest Resources: Wrong Fit, Right Fit book: https://www.amazon.com/Wrong-Fit-Right-Work-Matters/dp/1950508757/ref=tmm_pap_swatch_0?_encoding=UTF8&qid=1675805341&sr=8-1 Website: https://www.wrongfitrightfit.com LinkedIn: linkedin.com/in/docmartinpdx Newsletter: https://mondaymatters.substack.com
Career Contessa Resources Book 1:1 career coaching session: https://www.careercontessa.com/hire-a-mentor/ Take an online course: https://www.careercontessa.com/education/ Get your personalized salary report: https://www.careercontessa.com/the-salary-project/ Browse open jobs: https://www.careercontessa.com/jobs/
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The Self-Promotion Problem: How to Advocate for Yourself Without Feeling Icky (Listener Favorite)
12/05/2026 | 36 mins.
Nobody cares more about your career than you, so you need to make yourself and your achievements known. Embrace the skill of self-promotion. Career coach Lindsey Lathrop- Ryan is here to offer: Insight into why self-promotion is so uncomfortable The 4-step strategy that makes self-promotion more effective and way less icky Quick self-promotion tactics that take less than 5 minutes
Show Notes Weekly Newsletter Sign-Up: http://bit.ly/37hqtQW Follow Career Contessa: http://bit.ly/2TMH2QP
Career Contessa Resources Book 1:1 career coaching session: https://www.careercontessa.com/hire-a-mentor/ Take an online course: https://www.careercontessa.com/education/ Get your personalized salary report: https://www.careercontessa.com/the-salary-project/ Browse open jobs: https://www.careercontessa.com/jobs/
Sponsors Head to vitaclean.co and use code CONTESSA at checkout for 20% off your first purchase. Sign up for your one-dollar-per-month trial today at shopify.com/careercontessa. Become a Fora Advisor today at foratravel.com/contessa. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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