54. What Hiring Managers Really Think About Your Career Gap
17 June 2026

54. What Hiring Managers Really Think About Your Career Gap

B Student Podcast

About
If you've taken a break from the workforce, you’ve probably worried about how to explain the empty space on your resume.  But do career gaps actually hurt your chances of getting hired, or could they be the exact thing that makes you stand out?

In this episode of B Student: Summer School, Ashley Billings hosts a live panel discussion with Central Florida employers - including The Mayflower at Winter Park, Orlando Health Winnie Palmer Hospital for Women and Babies, Florida Blue, and The Bar Method Winter Park - and hiring leaders to pull back the curtain on modern workforce trends. As artificial intelligence changes how businesses operate, recruiters are looking for the exact human skills that technology can’t replicate, like emotional intelligence, adaptability, and resilience.

The panel shares honest feedback on why a career pause to raise children, care for family, or navigate a major life transition doesn't diminish your professional value. In fact, it often builds the exact leadership experience today's companies are looking for.

What we discuss in this episode:
    The shifting reality of how hiring managers view resume gapsWhy soft skills and emotional intelligence matter more than ever in an AI worldTurning volunteer work and life transitions into professional leadership experienceHow to build confidence and own your story when returning to the workforceBehind the scenes of the Relaunch mock interview experienceActionable advice for women and younger professionals entering a competitive job market
Time Stamps:
-00:00 - Why Career Gaps Are More Valuable Than You Think
-02:35 - Meet the Employers Behind the Panel
-05:12 - What Stands Out in Today's Hiring Process
-07:48 - Why Initiative Matters More Than Resumes
-10:15 - The Soft Skills Employers Want Most
-13:08 - What AI Can’t Replace in the Workplace
-15:52 - How Career Pauses Build Leadership Skills
-18:40 - Volunteer Work as Professional Experience
-21:25 - What Employers Love About Relaunchers
-24:10 - The Confidence Advantage of Life Experience
-26:58 - Inside the Relaunch Mock Interview Experience
-29:12 - Advice for Younger Professionals Entering the Workforce
-31:35 - Why Relaunch Changes Lives
-33:18 - What Employers Really Think About Career Gaps
-34:45 - Final Encouragement for Women Returning to Work

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Listen to more episodes of The B-Student Podcast wherever you get your podcasts.

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Connect with our Guests at:

Taylor Womack: https://www.linkedin.com/in/taylor-mckenzie-womack-855b68b5/
The Mayflower at Winter Park: https://www.linkedin.com/company/the-mayflower-at-winter-park/

Joshua Montemayor: https://www.linkedin.com/in/joshua-montemayor-647a7a24a/
Orlando Health: https://www.linkedin.com/company/orlando-health/

Karl Davis: https://www.linkedin.com/in/karl-davis-b7489b84/
Florida Blue: https://www.linkedin.com/company/florida-blue/

Karen Moreno: https://www.linkedin.com/in/karen-moreno-59317735/
The Bar Method Winter Park: https://barmethod.com/locations/orlando-winter-park/

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/