Penetration Tester (CHECK / CREST)

Company: Oscar

Location:

Posted: May 10th, 2026

Role: Penetration Tester (CHECK / CREST)

Location: Fully Remote, UK (with client site visits as required)

Salary: £55,000 – £90,000 DOE + expenses + overnight bonus for site work

Type: Permanent, Full-Time


Summary:


We are looking for experienced Penetration Testers to join one of the UK's larger dedicated offensive security practices. With a team of around 70 testers split across CHECK and CREST work, this is a well-established consultancy delivering high-quality assessments across a broad client base, with genuine variety in engagement type, sector, and technical depth.


The team is structured across two streams, more commercially-driven engagements through CREST, and deeper, security-led work through CHECK, so there's a clear path whichever direction you want to lean. Multiple roles are available across mid and senior levels, and the company is flexible on starting clearance level (more below).


This role is fully remote with client site visits as required. No two weeks look the same.


Key Responsibilities:



Requirements:



Clearance:


Clearance requirements vary by role, some do not require any clearance, others are looking for SC or DV. The company will put successful candidates through the relevant clearance process where required, so existing clearance is welcomed but not essential across the board.


Benefits:



Role: Penetration Tester (CHECK / CREST)

Location: Fully Remote, UK (with client site visits as required)

Salary: £55,000 – £90,000 DOE

Type: Permanent, Full-Time

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