Red Team Penetration Tester - Technical Lead

Freddie Mac

Remote Eligibility

On-site

Domain

Penetration testing

State

Virginia

City

McLean

Job Description

Posted on:

March 10, 2025

Primary NIST Speciality

Protect and Defend

NIST Sub-speciality

Vulnerability Assessment and Management

Seniority

Senior

Salary ($K)

150

224

Summary and company overview

Summary Information about the Role

At Freddie Mac, you will do important work to build a better housing finance system and you’ll be part of a team helping to make homeownership and rental housing more accessible and affordable across the nation.

Position Overview:

The Freddie Mac Red Team is responsible to test the overall strength of our organization’s defenses (the technology, the processes, and the people) by simulating the objectives and actions of an attacker. We are seeking an Information Security Tech Lead to assist the team by providing subject matter expertise in Penetration testing of Infrastructure and Networks, Web Applications, Cloud and Social engineering, and Purple Team. In this role, the candidate will provide enhanced vulnerability analysis and contextual feedback to stakeholders to support the resolution of discovered vulnerabilities and facilitate risk awareness.

Company Overview

Today, Freddie Mac makes home possible for one in four home borrowers and is one of the largest sources of financing for multifamily housing. Join our smart, creative and dedicated team and you’ll do important work for the housing finance system and make a difference in the lives of others.

We are an equal opportunity employer and value diversity and inclusion at our company. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, disability status or any other characteristic protected by applicable law. We will ensure that individuals with differing abilities are provided reasonable accommodation to participate in the job application or interview process, to perform essential job functions, and to receive other benefits and privileges of employment. Please contact us to request accommodation.

A safe and secure environment is critical to Freddie Mac’s business. This includes employee commitment to our acceptable use policy, applying a vigilance-first approach to work, supporting regulatory mandates, and using best practices to protect Freddie Mac from potential threats and risk. Employees exercise this responsibility by executing against policies and procedures and adhering to privacy & security obligations as required via training programs.

Responsibilities

Simulate real-world threat actors targeting the organization’s people, processes, and technology to expose risk within the environment.
Develop custom exploits, tooling, and infrastructure to evade defensive controls and further team objectives.
Go beyond Nessus scanning to lead red team assessments and penetration tests playing a critical role in their success.
Work closely with defensive analysts to update detections and ensure adequate coverage after an operation is complete.
Collaborate with stakeholders to scope prospective engagements and provide thorough out briefings after assessments are complete. Provide guidance on vulnerability remediation and track progress through to completion.
Contribute to the development and improvement of security policies, standards, and guidelines.
Demonstrate a team-oriented mindset adept at learning the latest technologies; train and mentor less experienced team members on penetration tactics and techniques.
Generate innovative ideas and challenge the status quo.
Develop scripts, tools, or methodologies to enhance the Red teaming processes and capabilities.
Participate in and actively support mentoring with other members of the team.
Assist with scoping prospective engagements, leading engagements from kickoff through remediation, and mentoring less experienced staff.

Job Requirements

Required Qualifications

8-10 years of relevant experience performing penetration testing, offensive security assessments, Purple Team engagements.
One or more technical certifications: OSCP, OSWE, OSED, OSEP, OSEE, GPEN, CRTO, GXPN, or similar.
Experience with one or more Object Oriented language (C/C++, C#, Go, etc).
Working knowledge of one or more scripting language (Python, PowerShell, BASH, etc.).
Experience bypassing modern defensive controls such as EDRs, network defenses, email filters, etc.
Experience creating custom tools and modifying existing tools to automate workflows and simulate threat actor activities.
Experience hunting for vulnerabilities and developing exploits.
In-depth knowledge of cloud technologies as it relates to crafting red team infrastructure, and offensive security testing.
Advanced usage of Cobalt Strike or similar C2 framework including creation of Aggressor Scripts, Beacon Object Files (BOF), and associated infrastructure.

Preferred Qualifications

Leadership
Strong communication skills
Ability to work independently, as well as effectively work in teams with individuals with a variety of skills and backgrounds

Additional commentary

Current Freddie Mac employees please apply through the internal career site.

Notice to External Search Firms: Freddie Mac partners with BountyJobs for contingency search business through outside firms. Resumes received outside the BountyJobs system will be considered unsolicited and Freddie Mac will not be obligated to pay a placement fee. If interested in learning more, please visit www.BountyJobs.com and register with our referral code: MAC.

Time-type: Full time

FLSA Status: Exempt

Freddie Mac offers a comprehensive total rewards package to include competitive compensation and market-leading benefit programs. Information on these benefit programs is available on our Careers site.

This position has an annualized market-based salary range of $150,000 - $224,000 and is eligible to participate in the annual incentive program. The final salary offered will generally fall within this range and is dependent on various factors including but not limited to the responsibilities of the position, experience, skill set, internal pay equity and other relevant qualifications of the applicant.