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
Episodes

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/

Monday Sep 15, 2025
BowTieSecurityGuy After Dark Episode 22 (With Special Guest Derek Alexander)
Monday Sep 15, 2025
Monday Sep 15, 2025
My guest this time is Derek Alexander. Also know as the bald data guy! In this episode we talk about his journey from a computer salesman to animator who designed models for Nasa and how he took a chance and pivoted into Project Management work and later became a Data governance Wizard. Derek shares some great advice for new people, leadership and mentoring and we discuss gaming and technical markets.
Thanks for listening and please comment and share and subscribe!

Monday Sep 01, 2025
BowTieSecurityGuy After Dark Episode 21 (With Special Guest Chad Butler)
Monday Sep 01, 2025
Monday Sep 01, 2025
My guest this time is Chad Butler. We talk abou
t his journey in technology and his early pivot into leadership and what his advice is for new people seeking leadership roles. The sacrifices you need to make in this career. And we discuss tips for new people as always!
We talk about his awesome career hacking quest program.
https://careerhackingquest.com/
Where he offers free training videos and group resume feedback reviews for those struggling in this job market. This comes with a discord community of other job seekers and tons of resources I highly recommend checking it out.
He also has some paid stuff he is offering 25% off on with coupon code BOWTIE (not an affiliate link I don’t make anything off this) You can check that out here.
https://www.devsecopspro.com/
Thanks for listening and please comment and share and subscribe!
#BowTieSecurityGuy
#afterdark
#podcast

Monday Aug 11, 2025
BowTieSecurityGuy After Dark Episode 20 (With Special Guest Cynthia Dumuk
Monday Aug 11, 2025
Monday Aug 11, 2025
My guest this time is Cynthia Dumuk. We talk about her career journey from joining the Military in 1999, as part of the 286th Signal company support coms across many locations all over the world. To building real world simulation games for Government and local law enforcement then somehow ending up at Disney where we met. Helping lead Security for a new theme park in Shanghai. Cynthia also shares some tips for new people and we just talk life. This was a fun talk, I have been trying to get her on for months :P If you are looking for an amazing Executive hit her up! She won’t stay on the market for long.
Thanks for listening and please comment and share and subscribe!

Monday Aug 04, 2025
Monday Aug 04, 2025
My guest this time is Sandor Slijderink. We talk about his career, how being a curious kid playing on bulletin boards lead to a career in Information Technology. We discuss some tips for those people unemployed, and also talk AI and what new people can do to stand out!
Sandor became a battle buddy when I was unemployed and it was awesome to have him on the podcast! If you are looking for a strong leader he is a great dude!
Thanks for listening and please comment and share and subscribe!

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.
