Breaking In: From lurking the shadows to being employed
For anyone that follows me on Twitter, or knows me from The Many Hats Club, you’ve probably heard that I recently started a job in the information security industry - after three years of what I think of lurking on the periphery and being interested but no idea where to start.
With that being said, a friend of mine recently said that he had been watching how I’ve interacted with the security community online and in person, so he can do similar when he’s ready to try to enter the industry in a professional capacity. I’m not entirely sure that I’ve done much of anything, but I figured writing a piece on what I know I’ve done might help other hopefuls figure out their path.
The core of my advice can be put as follows:
Get stuck in! Interact with people, be friendly, be open to learn
Don’t be afraid to ask questions. Don’t be afraid to say you don’t know something.
Don’t max out your credit card going to conferences, but try to attend some if you can afford to and are able to.
Take a chance - you’ll never get anywhere if you don’t try.
I started, like many young hopefuls these days, with Twitter. I had an old, barely used Twitter account that I pivoted the interests and the people I was following to be security-focused. At the time, my Twitter handle was “ChrissiTheFroot”, but that quickly changed to the frootware handle that most know me as now.
I started out by following people I knew of from documentaries I had watched (Mikko Hyponnen), and people from the news (MalwareTech). My first interaction was “Notice me senpai” to MWT, which is something I look back on and ask myself why.
Over time I talked to people about the fact I was interested in security, but didn’t know where to start or what I wanted to do in security. Two of the best people I met in those early days were Wesley McGrew and Rox. Through their advice, I started my journey. Wesley initially started by hearing me out about what I was interested in, what interested me within security, and offering advice about wha to look at, as well as giving me some tips on improving my CV. Rox advised me to look for groups local to me on MeetUp.com - a website that offers a range of groups that meet regularly for various interests or just social activities. Through that, I found Manchester Grey Hats, and met some of my early mentors in security.
Communities
As mentioned above, the first security group I joined was Manchester Grey Hats, where I met Jay and Saskia, and several other wonderful people who are kind and encouraging and welcome newcomers as much as they welcome seasoned professionals. They nurtured my interest and gave me the opportunity to try new things within security in a safe environment where I could ask questions (though... I never really did), and a community of friends who could guide me and support me as I figured my way out through this.
I still fondly remember sitting in a speakeasy-styled bar in Manchester with Jay and another member of MGH, outright saying a sentiment that I’ve carried since I started looking at security as a career: “I feel like I’m having to play catch-up with everyone else”. Jay gave me some of the best advice possible in response - It’s impossible to know everything.
That’s never stopped me from trying though.
Through interactions on Twitter, I got the opportunity to talk to Stuart Peck about my weird and wonderful career history - I’ve tried to be an author, a rockstar, a lawyer, and a chef, all before I tried being a hacker. Following that, Stu invited me to The Many Hats Club and I found another home within security very quickly. I spent a lot of my time in the Discord community as a mod there, and I’ve made a wonderful group of friends who stand by me, and I do my best to offer them the same.
Conferences
Sitting in the break room of my helpdesk job in the summer of 2017, waiting for my shift to start, I saw on Twitter something that made me experience FOMO like I never had before: a conference, barely an hour away from where I was. BSides Manchester 2017. Specifically, I was seeing photos of Andy Gill speaking and thought “that’s where I’d rather be right now”.
The following year, 2018, I spent almost all of my paid leave going to conferences. I also maxed my credit card funding that. I sort of regret that small fact, but overall I think it was worth it. Through going to conferences, I met so many wonderful people and learned so much. I took the opportunity to speak to people, ask questions about what they did, and figure out what sounded fun and interesting.
By the end of 2018, I had attended probably 10 conferences. It was a lot of work by the end of that year, and through a combination of Seasonal Affective Disorder and the amount of effort I was exercising in trying to get into security ASAP (I’ve never been good at waiting...), I was burned out. However, I knew what I wanted to do by then. Thanks to Black Hoodie, a women-focused conference dedicated to reverse engineering, I realised that malware analysis was where I wanted to be. I’m still working on getting there, but at least I had the end goal, and could work out the steps I needed to get there.
Career History
When I first wanted to come into security, I was a first-line support analyst in a helpdesk call centre. I tried to get a penetration testing internship, but wasn’t successful due to concerns that my technical skills weren’t quite ready - a fair assessment: the year before I’d sworn off IT completely and was edging my way back in because of my interest in security.
From there, after a short stint at KFC to pay bills, I worked a software engineer for a year. That company and I parted ways recently, as they felt that it would be better to let me focus on finding my way in security rather than keeping me in a role more focused on development, something that has never really been my strong suit. The very first job I saw on LinkedIn was a security role, and I took that as a sign from the universe that, whether I felt ready or not, it was time for me to try entering security.
And now... now I’m officially a “cybersecurity analyst” but more accurately, I’m a SOC Analyst. Through the grace of the universe, and a tweet complaining about a junior role requiring CISSP certification, I’ve broken in. By building myself a network of people who believed in my skills and potential (even more than I did for a long time), I was able to make it.
And I believe you can too. Get stuck in, talk to people. Show people who you are just as much as you show them what you know. Don’t be afraid to say you don’t know something, or ask people to explain what they mean by something. You’ll get there.












