The Cyber Boss Show™ is where cybersecurity meets real life. Hosted by Dr. Jeree Spicer-Arnett, founder of ReeTheCyberBoss®, this show researches cyber and everything in between: cybersecurity, cyberpsychology, digital wellness, and child development. New episodes monthly, rotating through conversations for families, professionals building cyber careers, organizations navigating risk, and creators protecting their brand. This is the human side of cyber, the psychology, the culture, and the real conversations behind staying safe online.
Who Gets In, Who Gets Ahead & What Cyber Demands Now ft. Oluwadamilola Obamehinti
What does it really take to build a career, stay competitive, and create access in today’s cybersecurity industry?
In Episode 25 of The Cyber Boss Show™, Dr. Ree sits down with Oluwadamilola Obamehinti, Founder & CEO of Cyber Culture®, for the first guest conversation of Season 3. Oluwadamilola shares her journey from cybersecurity professional and executive to entrepreneur, founder, speaker, and thought leader including the parts of building a business that technical expertise alone doesn’t prepare you for.
Together, Dr. Ree and Oluwadamilola unpack access and gatekeeping in cybersecurity, the hidden job market, representation in leadership, and why qualified professionals can still struggle to get opportunities in an industry that continues to talk about a talent shortage.
They also explore how AI is accelerating the pace of learning, why experience alone is no longer enough to stay competitive, the growing importance of thought leadership, and how cybersecurity professionals can begin turning their expertise into opportunities beyond their day jobs.
Be sure to follow Cyber Culture® and visit www.cyberculture.io (http://www.cyberculture.io) to learn more about the work Oluwadamilola is doing!
Connect with The Cyber Boss®
Connect with Dr. Ree on IG: @dr.jeree
Follow ReeTheCyberBoss on IG and Threads: @reethecyberboss
Follow The Cyber Boss Show™ on Spotify and Apple Podcasts
Learn more about ReeTheCyberBoss® at www.reethecyberboss.com
7 Oct 2026
So...where were we?
Welcome to Season 3 of The Cyber Boss Show™! Dr. Ree is back behind the mic and catching you up on where she’s been, what’s changed, and what’s next for ReeTheCyberBoss®.
In this welcome back episode, she talks about becoming Dr. Ree, the evolution of RTCB® into Cyber and Everything In Between, and what you can expect from this new season from cybersecurity and cyberpsychology to digital safety, career belonging, creators, human behavior, and the way technology shows up in our everyday lives.
Plus, Season 3 is bringing something new: guests. 👀
New conversations. More perspectives. Same Cyber Boss.
The mic is back on and we have a LOT to talk about.
Connect with The Cyber Boss®
Connect with Dr. Ree on IG: @dr.jeree
Follow ReeTheCyberBoss on IG and Threads: @reethecyberboss
Follow The Cyber Boss Show™ on Spotify and Apple Podcasts
Learn more about ReeTheCyberBoss® at www.reethecyberboss.com
15 Apr 2026
7 Things I Had to Unlearn in 7 Years
Seven years ago, ReeTheCyberBoss® began as an idea. Today, Dr. Ree reflects on the lessons, beliefs, and expectations she had to unlearn to become The Cyber Boss®. In this anniversary episode, she shares the truth about hustle culture, perfectionism, boundaries, success, confidence, and what it means to evolve.
If you have ever felt pressure to prove yourself, perform perfection, or keep shrinking to fit into spaces you’ve already earned, this episode is for you.
Connect with The Cyber Boss®
Connect with Dr. Ree on IG: @dr.jeree
Follow The Cyber Boss Show™ on IG: @thecyberbosspod
Explore the ReeTheCyberBoss® Ecosystem: www.reethecyberboss.com (http://www.reethecyberboss.com/)
Learn More about The Cyber Boss Show™ at www.thecyberbosspod.com (http://www.thecyberbosspod.com/)
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