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Tips From the Trenches: How I Moved From Mattress Sales to Malware

Yeah. You read that right. I’m an information security analyst now, but it wasn’t long ago that I was living in the heart of Silicon Valley…selling mattresses!

So there I was, in my early 20s. I’d missed the first .com gold rush, I had no degree and I basically used my laptop to play World of Warcraft. But, selling mattresses DID give me some advantages. Besides being extremely lucrative at the time, no one bought mattresses online yet, “product testing” consisted of taking naps on expensive beds, making sure the massage chairs worked properly and getting paid to talk to people about sleeping — a favorite pastime of mine to this day. I had a lot of downtime…so, I started studying.

After a short stint in banking, I landed a sales gig at a tech startup. I was 33 and just getting into the technology space. Sales is a hard habit to kick!

Next, I was living in Minnesota and looking for yet another sales gig. This time in Silicon Prairie. At this point, I’d heard of Code42 and knew that’s where I wanted to be. I told my soon-to-be director that I didn’t care what the role was, I wanted in. I knew I could figure things out from there. A week later, I was on an amazing business development team.

By now you’re asking, “What does any of this have to do with information security?” At least I would be. Hang in there, we’re close. The context here matters. Understand that at this point, I’d been in sales for more than twenty years!

Then, two things happened. First, I attended what we call “Experience Week.” Essentially, it’s a week of getting to know the leadership team, the culture and our co-workers at Code42. Our CEO Joe Payne got up to speak. I’m sure it was informative and truly inspirational but I mostly remember one thing he said, “Here at Code42 we have a value: Get it done. Do it right. And if you’re getting it done and doing it right and you want to do something else, tell us. We’ll help in any way we can.” Sometimes you hear these things from leadership, and it doesn’t actually mean anything. But I decided to put this to the test.

At the same time, I just happened to be reading “Managing Oneself” by Peter F. Drucker (a must-read for any professional BTW). There was one statement that hit me like a ton of bricks: “After 20 years of doing very much the same kind of work, people are very good at their jobs…and yet they are still likely to face another 20 if not 25 years of doing the same kind of work. That is why managing oneself increasingly leads them to begin a second career.” This was becoming a theme for me, so I figured this was my chance to leap out of my comfort zone and reach for something exciting!

I knew, with every bone in my body, I did NOT want to spend the next 20+ years of my professional life generating my income by convincing others to part with theirs. So, now what?

Well, after consulting with my personal board of directors and a whole lot of prayer, I took a look at the digital landscape and knew I wanted to transition into security. The decision was based on learning some key elements of the security space:

  • There is currently 3 million unfilled cybersecurity positions globally. ((ISC)2 Workforce Study)

  • 52% of CISO respondents named “communication & people skills” as a top quality in potential candidates. (Dark Reading)

  • No IT degree required!

Opportunity? Check. Can I talk to people? Double check. No IT degree required? Check. (And, whew!)

Evan Francen of FRSecure is fond of saying, “Get into security! There’s plenty of work to go around.” OK…thanks Evan! Uhhh, how?

Luckily, there is an exhaustive amount of resources available in the wild for anyone curious enough to look. Believe me, I checked out every free resource known to man. But while I was building knowledge, I wondered if it would be enough to get my foot in the door.  My inner sales guru said, “No grasshopper, you need to meet people who can help.” I’d say to anyone at this point — what really makes a difference for someone without the degrees or the experience is your ability to demonstrate passion and enthusiasm for security and a real desire to establish and foster genuine relationships with folks that are already in the security world. My new contacts in security had that passion — and I needed to show I did, too!

With our internal security team I sought out and requested time to chat with anyone who would humor me, peppered them with questions and afterward, made sure to send them each a handwritten ‘thank you’ note.

Second, and probably the most important, I ACTED on their suggestions. The worst thing you can do is ask people for their advice and then completely ignore their recommendations.

By this point I had the bug and I wasn’t going to take no for an answer. I even took my sales skills on a road show. Here’s what I did:

  • I took PTO to attend security conferences and trade shows.
  • I found security happy hours and meetups where I could network with other security professionals.
  • I found no shame in doggedly hounding my CISO to give me a shot.
  • I found opportunities to interact with her and the security team. Even going so far as to show up, front row, to a panel discussion she was speaking on ABOUT the talent shortage in the security field. A bit creepy? Sure. Effective? Well, two months later I was offered a role as an information security analyst.

I’m not saying information security is for everybody, I’m saying information security is for anybody with the drive and passion to self educate, move outside your comfort zone and be brave enough to introduce yourself to perfect strangers! You don’t have to be super technologically savvy (although that certainly helps) or have a masters in computer science, or be some hacker in a basement wearing a black hoodie bent over a keyboard trying to take down “the man.”

Start with taking a look at the industry — do your research, make sure to network with people (security folks are often excited to share their knowledge), be a part of something bigger than yourself and want to be one of the good guys! Teaching people security is easy — it’s having the chops and the drive that’s up to you.

Now, the work begins! Go get ‘em, grasshopper!

Connect with Josh Atkinson on LinkedIn.

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