Watch Now

Show Notes

Kyle Elliott, the Founder and Career Coach behind, joins the pod on his quest to transform boring job searches into something fabulous. Kyle specializes in helping job seekers, especially those in technology and cybersecurity, find jobs they love and express the value they bring to potential employers. Need to know the secret to acing your next tech job interview? Look no further than Caffeinated Kyle.


Timecoded Guide:

[00:00] Finding your own definition of fabulous

[06:06] Standing out in a tech job interview

[12:19] Dealing with and learning from job rejection

[16:41] Targeting your dream tech job & telling your career story

[21:33] Breaking into technology the easy way and the hard way


Sponsor Links:

Thank you to our sponsors Axonius and Uptycs for bringing this episode to life!

The Axonius solution correlates asset data from existing solutions to provide an always up-to-date inventory, uncover gaps, and automate action — giving IT and security teams the confidence to control complexity. Learn more at

With Uptycs, modern defenders can prioritize, investigate and respond to threats across the entire attack surface—all from a common solution:


From your perspective, what makes someone fabulous?

Being “fabulous” can sound grandiose to most tech practitioners, but Kyle believes that everyone has the potential to be fabulous, especially when they’re forging their career path. There’s a lot of competition amongst large tech companies to find the employees that close skill gaps and stand out from the massive group of hungry job seekers. To be fabulous, one has to know how to stand out and what sets them apart. 

“When I think of fabulousness, I think: What sets you apart from other people? I work with job seekers, so I think: What sets you apart from other job seekers or other applicants?” 


When you look at standing out in a job interview, what are some of the key components that go into that?

Many job seekers that Kyle works with have the skills, meet the position requirements, show up for the interview, and still struggle with getting a job in tech. While this can happen for a variety of reasons, Kyle explains that a simple mistake job hunters are making is regurgitating their resume without backing up their experience. A strong story about the experiences you had and the value you delivered makes you memorable and explains what you can provide.

“When you're doing this, you want to think in the mind of a hiring manager. How have you added value to the organization? What sets you apart? I didn't just code, I didn't just have cross functional collaboration, here's the value to the organization and what sets me apart.”


How do you coach someone through being able to tell their story in an interview?

Career storytelling skills separate a potential employee from a pack of qualified applicants. However, a lot of technical people aren’t known for their storytelling skills or knack for creativity. Instead, Kyle recommends his clients in tech and cyber practice their storytelling through a more familiar world of spreadsheets. Each spreadsheet helps job seekers break down the value they bring with their skills, so they can tell a story that connects their past experiences to their future position.

“A lot of the people I work with in tech, they're amazing at their job, but they're just not used to practicing storytelling…It feels awkward. It feels different. It feels weird, because that's not something they’re used to.”


From your experience, what have been the easiest and hardest fields in technology to break into?

In Kyle’s opinion, there isn’t one field of the tech industry that’s easier or harder to break into. Instead, breaking into the tech industry relies more on professional experiences, background, and skillset. If the leap to tech feels like too many transitions at once, Kyle recommends slowing down to one transition at a time and building each experience off of one another. Instead of hiding that this may be a new path for you, embrace your past when job searching and explain why a potential employer should hire someone transitioning into the tech world.

“Everyone's like, ‘Kyle, how do I get a job in tech?’ I would start with your background, and I think that's gonna determine what's easiest or hardest for the person. What I always recommend is, try to make the least amount of transitions possible.” 



Keep up with Kyle Elliott on LinkedIn and the Caffeinated Kyle website

Connect with Ron Eddings on LinkedIn and Twitter

Connect with Chris Cochran on LinkedIn and Twitter

Purchase a HVS t-shirt at our shop

Continue the conversation by joining our Discord

Check out Hacker Valley Media and Hacker Valley Studio

Recent Episodes

Jul 9, 2024

What We All Should Be Talking About When It Comes to AI and ...

In this episode, Host Ron Eddings is joined by guests Anirban Banerjee, CEO and Co-Founder at Riscosity, and James Berthoty, Founder and Analyst at Latio Tech. Together they focus on data ...

Jul 2, 2024

Navigating AI as a CISO with Whitney Palacios

In this episode, Host Ron Eddings catches up with one of his colleagues, Whitney Palacios, Vice President and CISO at They explore the challenges and responsibilities of being a CISO ...

Jun 26, 2024

The Power of AppSec, Cyber Education, and Friendship with Tanya ...

In this episode, Host Ron Eddings catches up with longtime friend, Tanya Janca, Head of Education and Community at SemGrep and author of 'Alice and Bob Learn Application Security.' Tanya shares ...

Jun 18, 2024

Networking 2.0: The Future of Decentralized Networking & Access ...

In this episode, Hosts Ron Eddings, and Jen Langdon share takeaways from Ron's RSA conversation with Colin Constable, Co-Founder and CTO at Atsign On this show, they’ll break down Networking 2.0 ...

Jun 11, 2024

How AI and TPRM Makes Security the ‘Dept. of Innovation’ with Paul ...

In this episode, Host Ron Eddings enjoys a reprieve from the hectic RSA conference with guest Paul Valente, CEO of VISO Trust. Paul discusses how he used his extensive experience as a CISO to ...

Jun 4, 2024

A Deep Dive into MSSPs: Understanding the Evolution and Secrets ...

In this episode, Ron Eddings and Jen Langdon explore the origins of MSSPs and the solutions they offer to the cybersecurity industry with insights from Ricardo Nicolini, CTO at Bulletproof. ...

May 28, 2024

Zero Trust Tactics: Preventing Breaches with Ivan Fonseca & Nick ...

In this episode, Host Ron Eddings teams up with Ivan Fonseca and Nick Cottrell, Cybersecurity Engineers at ThreatLocker, as they break down the anatomy of previous breaches and the attacker’s ...

May 21, 2024

Enterprise Browsers: Work’s Natural Next Step

In this episode, Ron Eddings and Jen Langdon talk about the evolution of browsers and how enterprise browsers have entered to change the game for corporations. Special guest Brayden Rogers, ...

May 14, 2024

Building Tech and Adding Value in the Era of AI with Josh Danielson

In this episode, Ron Eddings talks with guest Josh Danielson, CEO at Kustos, about how his journey at a previous organization has led him to build and create new products in the industry. ...

May 7, 2024

Building Fast and Not Breaking Things with Shlomi Matichin

In this episode, Ron Eddings and guest Shlomi Matichin, Co-Founder & CTO at Valence Security, discuss how the hurdles and triumphs in the journey of establishing Valence Security resulted in ...



Are you the best kept secret in cybersecurity? Let's change that by partnering together for podcast ads, social campaigns, and your next event or keynote. Send us your details to get started.