hirly

Educate 360 LLC

Senior Penetration Tester (Contract)

Remote USA

See how you match this job — and similar ones. Free.

Upload your resume and hirly scores it against this role at Educate 360 LLC first, then against similar open jobs, and shows where you fit and why.

PDF or DOCX, up to 12MB. No sign-up to see your matches.

Get past the screening software and onto a recruiter's desk

hirly rewrites your resume for this job — matching the keywords and skills in the posting, moving your most relevant experience to the top, and writing a cover letter to fit. About 30 seconds.

  • Keywords matched to this posting
  • Fit score before you apply
  • Cover letter included

Matched against 2.7M live jobs from 210,000+ employers in 200+ countries.

Tailor my resume for this job →

Apply from your AI assistant

Connect hirly to Claude or ChatGPT and ask it to apply to this job. hirly tailors your resume, fills the employer’s form and asks before sending.

Some employer sites stop an application at a CAPTCHA or sign-in and hand it back with a link. Applying needs a paid plan. Works with any assistant that supports MCP.

hirly's read of this role

Seniority
Senior
Country
US
Work mode
Remote-friendly
First seen by hirly
26 Sept 2026

Derived automatically from the posting. Upload your resume above to see how the role scores against it.

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.

Original posting on Educate 360 LLC's site ↗

Listed on hirly, a job board. hirly is not the employer: Educate 360 LLC is hiring for this role.

Browse similar roles

Want this one?

Upload your resume and hirly rewrites it for this job and writes the cover letter — in about thirty seconds, before you sign up.

Tailor my resume for this job