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# Penetration Tester

- **Company:** Wolf & Company, P.C.
- **Location:** Boston, MA, United States
- **Experience:** Starter
- **Salary:** $90,000 - $135,000
- **Contract:** Permanent contract
- **Skills:** Private Networks, Software System Penetration Testing, Cyber Security, Open Source Technology, Anti-Phishing, Web Applications, Metasploit, Tenable Nessus
- **Published:** November 11, 2026
- **Apply:** https://www.careerbuilder.com/job-details/penetration-tester-boston-ma--c0fe9014-e430-461c-8517-c0c1d70a44d6

## About the Role

Penetration Testing, Protective Services, Penetration Testing, Communication Skills, Testing, Metasploit, Keyboards, Customer Relations, Reporting Skills, Test Plan/Schedule, * Must have 1-2 years of working experience exclusively in penetration testing in a client facing role (this is an absolute must to be considered). This experience must involve testing in corporate production environments

 * Familiarity with standard attack paths and leveraging open-source tools used to target production environments (i.e. Impacket, BloodHound, NetExec, etc.)
 * Be willing to learn from and teach others
 * Good time management skills without the need for "micromanagement"
 * Strong English communication skills (written and oral) - you will be required to present report findings during meetings with C-Suite and upper management roles, * OSCP/OSEP/OSAI/CRTO or other information security certifications that prove "hands on keyboard" knowledge (we value proven technical skills over certifications)
 * Write for or own a technical blog
 * Have ongoing projects that can enhance the team's skill set
 * Having a demonstrated specialty within the offensive security domain which can include but is not limited to maintaining basic testing infrastructure, web application skills, or a proficiency in social engineering

## Description

Wolf is seeking a Penetration Tester to join our growing and well-established national firm. As a Penetration Tester, you will help support the DenSecure team through a variety of tasks related to delivering and enhancing various security services provided to our clients. The successful candidate possesses strong communication skills, has a desire to be challenged in a dynamic work environment, and is looking to find a place to continue their career within a rapidly growing team.

Our testing is primarily manual, hands-on-keyboard work that does not solely rely on commercial scanning tools or automated exploitation. While an important skill, if your previous testing role primarily involved running a scanner combined with Metasploit or another automated tool, this role may be a challenge for you.

DenSecure testers all contribute to the day-to-day operations of the team. A successful candidate will be willing to perform both client and non-client facing tasks, including but not limited to: report writing, testing infrastructure maintenance, setup, distribution to clients, and internal projects that arise that the team needs hands for. This is not a role for candidates that seek to work as individuals that do not have to interface with others daily. Responsibilities:

 * Communicate testing approach, methodology, scope, findings, reports, and other relevant information to clients in a professional manner in both written and spoken form
 * Write penetration test reports and other documents in a professional tone and for the appropriate audience
 * Perform a variety of security assessments, including internal network, external network, and social engineering to include phishing, vishing, and possibly physical testing
 * Maintain knowledge of latest tactics, techniques, and procedures for testing during engagements and maintenance of client security posture