
Penetration Tester
About the role
Penetration Tester / Red Teamer
Leet Cyber Security · St. Petersburg, FL · Hybrid or in person · Full-time (part-time possible)
I don't care how many years of experience you have.
I don't care if your resume isn't polished.
I don't care if you're not great at interviews.
I care that you're scrappy, sharp, and fired up.
• Scrappy: you push through the uncomfortable parts and don't quit until you've found the way in.
• Sharp: you pick things up fast and connect them: the tech, the people, the business.
• Fired up: you love hacking and breaking security, and you don't wait for anyone to push you.
And I care that you want to get better every single week.
WHY WE EXIST
You can't defend against an adversary you've never faced. We're our clients' cyber sparring partners. We attack them the way real criminals would, show them exactly where they'd break, then stay in their corner all year.
YOUR MISSION
Think like the adversary, break in like the adversary, then help clients fix what actually matters to their business.
WHAT SUCCESS LOOKS LIKE
• First 90 days: you're running internal and external tests on your own.
• First 6 months: you've led a red team or social engineering engagement end to end.
• First year: you're running ongoing adversary simulation for a set of clients and helping build our AI powered offensive tooling.
WHAT IT'S LIKE HERE
• You get a goal, not a playbook. If you want step by step direction, this isn't your place.
• Small team, real clients from day one, new challenges every week.
• Direct and honest. If you think we're wrong, tell us.
• We take the work seriously and we don't burn people out.
PAY: $60K to $80K full-time, $25 to $35/hr part-time. START: ASAP.
HOW TO APPLY
Fill out our 5 minute application here: https://wkf.ms/47BuCAb
Upload your resume (polished or not), link us to something that shows you can hack, and answer two short questions. Don't overthink it.
Start your answer to the first question with the word "anchor" so we know you read this far.