Educate 360 LLC
Senior Penetration Tester (Contract)
Remote USA
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hirly's read of this role
- Seniority
- Senior
- Country
- US
- Work mode
- Remote-friendly
- First seen by hirly
- 26 Sept 2026
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the posting
Description
Classification: Independent Contractor (1099)
Brand: TCM Security
About Educate 360
Educate 360 is a family of specialized training brands with a joint mission: to help individuals and organizations gain the skills needed to thrive in today’s technology-led and innovation-driven economy. Educate 360 develops integrated solutions across brands to achieve enterprise customers’ learning & development goals in Management & Leadership, Data Science, and IT skills —through instructor-led training, coaching, consulting, and certification preparation .
Role Summary
TCM Security is hiring several contractors to help grow our penetration testing practice. Candidate experience may range from mid-level penetration testers to senior or principal-level candidates. The ideal candidate should be a self-starter with a passion for offensive security and experience across multiple project types. This role has the potential for conversion to a full-time position
Requirements
Have at least 3 years of penetration testing experience, including but not limited to:
- External penetration testing (preferred)
- Internal penetration testing (preferred)
- Web application penetration testing
- Cloud security assessments
- Social engineering
- Mobile application penetration testing
- Red team engagements
- Hold industry standard penetration testing certifications such as PNPT, OSCP, CREST CRT, CPTS or other related certifications.
- Enjoy working with new clients weekly and interacting with clients daily, serving as a Subject Matter Expert (SME) in offensive security remediations and attack vectors. Strong preference is given to candidates with extensive experience conducting debriefs and managing client interactions.
- Love learning and sharing new attack vectors and knowledge about the fields of offensive security and information security.
- Work well with a high degree of autonomy to conduct assessments and write reports with minimal oversight.
- Must be US-based
Why Educate 360?
We believe that great ideas emerge when people collaborate in an environment where thoughts and perspectives can be freely shared. Effective teamwork happens when every member feels empowered, valued, and respected. We are committed to fostering a culture where everyone is accepted, included, and encouraged to contribute in meaningful ways.
Equal Opportunity Employer: Educate 360 is committed to providing equal employment opportunity for all persons regardless of race, color, religion, sex, age, marital status, national origin, citizenship status, disability, or veteran status.
Listed on hirly, a job board. hirly is not the employer: Educate 360 LLC is hiring for this role.
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