50. How to Return to Work After a Career Break (With Confidence)
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In this episode, Ashley Billings interviews Betsy Gardner, CEO of Evermore Advisory and former President & CEO of the Winter Park Chamber of Commerce. After her own 13-year career break, Betsy created the Relaunch program — a proven return-to-work program now helping professional women confidently reenter the workforce across the country.
Whether you've been out of the workforce for 2 years or 15, this episode breaks down exactly what it takes to come back — not at the bottom, but at your level.
What you'll learn:
- How to return to work after a career gap without starting over
- Why women struggle with confidence after a career break (and how to rebuild it)
- How to update your resume, LinkedIn profile, and personal brand for reentry
- The 3 drivers of every career decision: control, content, and compensation
- Why forward-thinking employers are actively hiring career returners
The leadership and soft skills that make returning women high-value hires
This episode is for you if:
- You're woman considering returning to work after time off for family, caregiving, or personal reasons
- You're mid career-transition and need a confidence reset
- You're an HR leader or employer looking to hire experienced returning professionals
Timestamps:
(00:00) Introduction + Betsy Gardner and the Relaunch program
(03:05) The origin of the Relaunch program
(06:10) The business case for hiring women returning to the workforce
(09:15) Why women leave the workforce and struggle to return
(12:20) The confidence gap after a career break
(15:10) Betsy's personal career reentry story
(18:05) What Relaunch teaches (branding, resumes, LinkedIn)
(21:00) The psychology of returning to work after years away
(24:05) Control, content, compensation: the 3 Cs of starting a job
(27:10) How employers should view resume gaps in 2026
(30:00) The hidden skills career returners bring to the workplace
(33:00) Final advice: stop waiting for the "right time" to return to work
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Listen to more episodes of The B-Student Podcast wherever you get your podcasts.
If this episode helped you, subscribe, leave a review, and share it with a woman who needs to hear it.
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Connect with our Guest:
Website: http://Humanintheroombook.com Or http://Betsygardner.com
Instagram: https://www.instagram.com/thebetsygardner
YouTube: @humanintheroompodcast
Learn More about Winter Park Chamber of Commerce: https://www.winterpark.org/
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Podcast produced by Hi Hello Labs: https://www.hihellolabs.com/
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