BowTieSecurityGuy After Dark
A 30min+ look into the dark corners of Cyber Security. This Podcast is a unfiltered, uncensored, unedited and most of all unscripted raw look at the job of Cyber Security. We hope you enjoy! This is a podcast for those really wanting to know what it’s like to work in Cyber and what it takes. I’ll be talking with new and old professionals across the field we will share stories and the reality of this business. My goal is to do at least two episodes a month, I really enjoy sharing content and hope this helps some people. Thanks for listening and please share and subscribe above top right. You can also check out my LinkedIn for more security related content and videos such as what happens when you fall for attacks, tips and tricks for new people, leadership, interviewing, mentoring and much more https://www.linkedin.com/in/bowtiesecurityguy
A 30min+ look into the dark corners of Cyber Security. This Podcast is a unfiltered, uncensored, unedited and most of all unscripted raw look at the job of Cyber Security. We hope you enjoy! This is a podcast for those really wanting to know what it’s like to work in Cyber and what it takes. I’ll be talking with new and old professionals across the field we will share stories and the reality of this business. My goal is to do at least two episodes a month, I really enjoy sharing content and hope this helps some people. Thanks for listening and please share and subscribe above top right. You can also check out my LinkedIn for more security related content and videos such as what happens when you fall for attacks, tips and tricks for new people, leadership, interviewing, mentoring and much more https://www.linkedin.com/in/bowtiesecurityguy
Episodes

2 days ago
2 days ago
My guest this time is Rich Greene, Rich shares his story from his troubled youth to joining the Military as a signals man. To building his own course and becoming a Sans instructor. We also talk about our early days as script kitties on AOL and as always give advice for young people looking to chase this crazy career in one of the hardest markets for cyber in over a decade!
You can check out Rich's awesome podcast also at https://www.sith2.com/podcast
Thanks for listening and please comment and share and subscribe!
#BowTieSecurityGuy
#afterdark
#podcast

Friday Feb 20, 2026
Friday Feb 20, 2026
My guest this time is Doug Frankston, Doug shares his journey into technology. He talks about his time in the cell phone industry and how he fell for a degree he did not need and pivoted it into a dream gig working at Disneys. Doug's story will resonate with everyone; it's a story about resilience and flexibility and never knowing where life will take you.
He talks about AI use as a teacher now, and gives some great life advice for new people to cyber and old alike. This is a great one to listen to!
Thanks for listening and please comment and share and subscribe!
#BowTieSecurityGuy
#afterdark
#podcast

Thursday Jan 29, 2026
BowTieSecurityGuy After Dark Episode 30 (With Special Guest Rosa Rowles)
Thursday Jan 29, 2026
Thursday Jan 29, 2026
My guest this time is Rosa Rowles, Rosa started her career in the hospitality industry then pivoted into a job in Social Engineering. For those of you curious what the job is like this is a great one to listen to. We talk about the mental struggle of playing a character and exploiting human kindness. We talk about tips for new people and the importance of networking if you want a job in Social Engineering because there are so few out there! This is a great one to dive into to learn about this interesting career so few ever get a chance to do.
Thanks for listening and please comment and share and subscribe!
#BowTieSecurityGuy
#afterdark
#podcast

Monday Jan 19, 2026
Monday Jan 19, 2026
My guest this time is the Ginger Hacker Andrew Crotty, Andrew shares his story of going from a cop to Cyber Security professional. He talks about his time in the military and how he transitioned into Cyber. We talk about the power of networking and asking a ton of questions when you are the new person. We also discuss imposture syndrome and his awesome charity https://gingerhacker.org/
You can also check out his Youtube channel at https://www.youtube.com/@GingerHacker
And his charity is giving away a cert every month you can check that out at https://sweepwidget.com/c/96600-jr0glbds
Thanks for listening and please comment and share and subscribe!
#BowTieSecurityGuy
#afterdark
#podcast

Wednesday Dec 17, 2025
BowTieSecurityGuy After Dark Episode 28 (With Special Guest Scotty Ward)
Wednesday Dec 17, 2025
Wednesday Dec 17, 2025
My guest this time is Pastor Scotty Ward, Cyber Wizard and one of the people who helped shape the internet in the early 90s. Co-author of The World According to Twitter" with David Pogue and overall awesome Cyber Mentor and advocate.
In this chat we talk about his career in cyber, from his days at the Helpdesk to his time working for the Pentagon in Washington. We also discuss his mentorship program The CyberSecurity Sensei I highly recommend you check out his content. Also, we talk tips and tricks for new people in cyber.
Thanks for listening and please comment and share and subscribe!
#BowTieSecurityGuy
#afterdark
#podcast

Monday Dec 08, 2025
BowTieSecurityGuy After Dark Episode 27 (With Special Guest Michael Fierros)
Monday Dec 08, 2025
Monday Dec 08, 2025
My guest this time is Michael Fierros GRC Ninja! Michael started his career in radio and later moved into law enforcement then did a pivot into technology that eventually ended in a the stop he is now in GRC.
In this episode we talk about what inspired him too go into Cyber, how hard was his pivot and how he handles burn out in this wild field we find ourselves in he gives lots of tips and tricks for new people and we talk about his awesome podcast and all the stuff he does to give back at https://aspirebyte.carrd.co/.
Special thanks to our new Sponsor @ThreatLocker beyond excited to work with a team who does so much for entry level Cyber and has awesome product on top of it!
Thanks for listening and please comment and share and subscribe!
#BowTieSecurityGuy
#afterdark
#podcast
#Threatlocker

Monday Nov 24, 2025
BowTieSecurityGuy After Dark Episode 26 (With Special Guest Peter Bagley)
Monday Nov 24, 2025
Monday Nov 24, 2025
My guest this time is Peter Bagley. Peter is a Military Vet turned cyber evangelist who has spent his entire career educating and growing our future Cyber talent.
In this episode we talk real about his career, the sacrifice and all he has had to do to stay engaged and involved in the security community. We also talk about the power and importance of soft skills in this modern market as well as networking. And just some life advice everyone can benefit from.
Special thanks to our Sponsor @ThreatLocker beyond excited to work with a team who does so much for entry level Cyber and has awesome product on top of it!
Thanks for listening and please comment and share and subscribe!
#BowTieSecurityGuy
#afterdark
#podcast
#Threatlocker

Monday Nov 17, 2025
BowTieSecurityGuy After Dark Episode 25 (With Special Guest Robert Potter)
Monday Nov 17, 2025
Monday Nov 17, 2025
My guest this time is Robert Potter (The Security Wizard). Robert did the impossible he made the pivot into security before he even graduated. Something I have only seen maybe 2 people do.
Robert shares his story of making the pivot from Electrician at Disney to his first gig in Cyber. He shares the life changes he had to make, his struggles, and what it takes to get into this field and how long it took. He also shares his advice for new people and discusses the sacrifices he made to make it happen!
Special thanks to our new Sponsor @ThreatLocker beyond excited to work with a team who does so much for entry level Cyber and has awesome product on top of it!
Thanks for listening and please comment and share and subscribe!
#BowTieSecurityGuy
#afterdark
#podcast
#Threatlocker

Monday Oct 20, 2025
BowTieSecurityGuy After Dark Episode 24 (With Special Guest Raf Tomaszewski)
Monday Oct 20, 2025
Monday Oct 20, 2025
My guest this time is Raf Tomaszewski who started his IT career at a Helpdesk 4 years ago and now works as a SOC analyst for the awesome https://www.th4ts3cur1ty.company/.
Raf shares his journey from Service Desk to the SOC and what the job is really like. He talks about the importance of getting out and doing things outside of Cyber and how important it is to work for a good leader who values work life balance. He gives some amazing advice for new people and overall we talk his Career in tech and why he got into technology in the first place.
Thanks for listening and please comment and share and subscribe!

Monday Oct 13, 2025
BowTieSecurityGuy After Dark Episode 23 (With Special Guest CyberSecSloth)
Monday Oct 13, 2025
Monday Oct 13, 2025
My guest this time is Andrew Trainum. Also know as the CyberSecSloth! In this episode we talk about his journey from working at a radio station to installing freeBSD on cell networks to becoming a full-time Social Engineer and Pentester. We talk about the job and the job Market and what people can expect. We nerd out on AI for a bit and discuss the use of AI in Cyber and its value. And as always we have tips and tricks for new people. Andrew is looking or work so if you need an awesome Pentester hit him up on his Linkedin!
Andrew has an MSP that does things the right way, and if you are looking for a unique MSP to meet your business and software needs tag him up https://darkedgeconsulting.com/

About the Host:
Rob Whetstine (#BowTieSecurityGuy) has been in the technology and Cyber Security space for the last two decades. Known for the Mentoring, Making and of course his nerdy bowties. Born with an obsession for problem-solving, Rob's journey into the world of technology began at a young age, where he spent countless hours tinkering with computers found in the trash.
When he was laid off a year ago from Disney after almost 20 years of service. He made it his mission to help people anyway he could. Those who were struggling in this job market and people new to Cyber. He started sharing videos on LinkedIn about his journey and sharing leadership stories. He has now started this Podcast to help better inform people what a Cyber Security job is really like day to day.
