Senior Security Consultant- Threat & Attack Simulation- Remote (Anywhere in the U.S.)

GuidePoint Security provides trusted cybersecurity expertise, solutions and services that help organizations make better decisions and minimize risk. By taking a three-tiered, holistic approach for evaluating security posture and ecosystems, GuidePoint enables some of the nation’s top organizations, such as Fortune 500 companies and U.S. government agencies, to identify threats, optimize resources and integrate best-fit solutions that mitigate risk.

Location: Remote (United States). Travel up to 25% for onsite assessments, client engagements, and company event attendance

Why GuidePoint TAS Team?

You'll work alongside some of the sharpest offensive security professionals in the industry on diverse, challenging engagements — from red teaming Fortune 500 companies to cloud penetration tests against complex multi-cloud environments and purple team exercises that directly improve client detection capabilities. We invest in your growth through training budgets, certification support, conference sponsorship, and dedicated research time. Your ideas directly shape our service offerings, and your published research and conference talks build your personal brand while advancing the practice.

GuidePoint's Threat & Attack Simulation Practice provides attack-oriented professional services including Red Teaming, Purple Teaming, Network Penetration Testing, Cloud Penetration Testing, Social Engineering, and custom assessments to address unique security concerns for our clients. Our service offerings evolve continuously in response to emerging threats and diverse client needs — your creativity and expertise will help us stay ahead.

About the Role

As a Senior Security Consultant, you will be a technically skilled and reliable team member who delivers exceptional results across the full range of our offensive security offerings. Your primary responsibilities include performing challenging and complex assessments, mentoring less experienced team members, and contributing to the practice's growth and improvement.

What You'll Do

Lead and Execute Offensive Engagements

• Lead and execute assessments including red team operations, purple team exercises, external and internal network penetration tests, cloud penetration tests, application and API security assessments, Active Directory security reviews, wireless security assessments, social engineering campaigns, and custom engagements — with minimal technical oversight
• Map assessment activities to the MITRE ATT&CK framework and align engagements with industry methodologies such as PTES, OWASP, and NIST guidelines
• Perform reconnaissance, exploitation, post-exploitation, lateral movement, and privilege escalation across enterprise environments including on-premises infrastructure, cloud platforms (AWS, Azure, GCP), and hybrid architectures
• Assess cloud-native environments including IAM configurations, serverless functions, container orchestration, and Infrastructure-as-Code deployments
• Conduct application and API penetration testing targeting OWASP Top 10 vulnerabilities, business logic flaws, and authentication/authorization weaknesses
• Evade defensive controls including EDR, NDR, email security gateways, and network segmentation during red team operations

Deliver High-Quality Reporting

• Author comprehensive assessment deliverables tailored to both technical and executive audiences that fully detail technical execution, root-cause deficiencies, business impact, and realistic remediation strategies
• Communicate findings confidently to both technical teams and non-technical leadership, translating complex attack chains into clear business risk

Build and Improve the Practice

• Contribute to marketing and thought leadership through publishing research, speaking at industry conferences, authoring blog articles and whitepapers, hosting webinars, and developing security tools
• Build automation, orchestration, and scripting solutions to reduce manual processes, improve efficiency, and enable new capabilities for evolving client needs
• Develop and improve offensive tooling, custom implants, and C2 infrastructure to support assessment operations
• Assist with practice development including improving existing service offerings, creating new offerings, and identifying emerging assessment areas such as AI/LLM security testing
• Mentor junior and mid-level team members through regular one-on-one and group technical sessions, knowledge sharing, and hands-on guidance during engagements

Foster Client Relationships

• Build strong client relationships by providing interactive, collaborative support and guidance that maximizes the value of every engagement
• Represent GuidePoint professionally during pre-sales calls, scoping discussions, and client debriefs

Career Growth

Senior Security Consultants at GuidePoint have a clear path toward Principal Consultant, Technical Lead, and Practice Leadership roles. We support your development through dedicated training budgets, full certification reimbursement, conference sponsorship, and protected research time. Your contributions to tooling, research, and service development are recognized and rewarded.

Required Qualifications

• OSCP (Offensive Security Certified Professional) certification
• Minimum of 4 years of experience performing offensive security assessments (penetration testing, red teaming, or adversary emulation)
• Minimum of 2 years of experience in an enterprise-level consulting or professional services role
• Intermediate knowledge of and practical experience with Active Directory attack techniques and privilege escalation
• Proficiency in at least one scripting or programming language (Python, PowerShell, Bash, C#, or Go)
• Experience with offensive security toolsets such as Cobalt Strike, Metasploit, Burp Suite, BloodHound, Impacket, or similar commercial and open-source frameworks
• Strong written communication skills with the ability to produce client-ready reports that rarely require significant revision before delivery
• Ability to manage time effectively across concurrent engagements and communicate issues promptly when they arise

Preferred Qualifications

• Internal operational security experience (non-consulting) in an enterprise environment
• 6+ years of combined IT and information security experience
• Hands-on cloud penetration testing experience across AWS, Azure, or GCP, including IAM abuse, serverless exploitation, container breakout, and cloud-native attack paths
• Application and API security testing experience (OWASP Top 10, business logic testing, source code review)
• Experience with AI/LLM security assessments (prompt injection, data exfiltration, model manipulation)
• Practical experience evading modern defensive controls (EDR bypass, NDR evasion, AMSI bypass, ETW patching)
• Experience developing custom offensive tools, loaders, or C2 frameworks
• Active community involvement: conference speaking, blog or whitepaper authoring, open-source tool development, podcast appearances

Certifications (any of the following are a plus):

• OSEP (Offensive Security Experienced Penetration Tester)
• OSED (Offensive Security Exploit Developer)
• OSWE (Offensive Security Web Expert)
• CRTO (Certified Red Team Operator)
• GXPN (GIAC Exploit Researcher and Advanced Penetration Tester)
• GPEN (GIAC Penetration Tester)
• GCIH (GIAC Certified Incident Handler)
• GSE (GIAC Security Expert)
• AWS Security Specialty, Azure Security Engineer, or equivalent cloud security certification

Tools & Frameworks You'll Work With

Cobalt Strike, Mythic, Sliver, Metasploit, Burp Suite Professional, BloodHound / SharpHound, Impacket, NetExec, Rubeus, Certify, Nmap, Nuclei, custom C2 and loader development, MITRE ATT&CK, PTES, OWASP Testing Guide, NIST SP 800-115

What We Offer

• Yearly training budget to support certifications, as it relates to the role
• Conference sponsorship (attendance and speaking)
• Dedicated research and development time
• Remote-first work environment with flexible scheduling

We use Greenhouse Software as our applicant tracking system and Zoom Scheduler for HR screen request scheduling. At times, your email may block our communication with you. Please be sure to check your SPAM folder so that you don't miss updates on your application.

Why GuidePoint?

GuidePoint Security is a rapidly growing, profitable, privately-held value added reseller that focuses exclusively on Information Security. Since its inception in 2011, GuidePoint has grown to over 1,200 employees, established strategic partnerships with leading security vendors, and serves as a trusted advisor to more than 6,200 customers.

Firmly-defined core values drive all aspects of the business, which have been paramount to the company’s success and establishment of an enjoyable workplace atmosphere. At GuidePoint, your colleagues are knowledgeable, skilled, and experienced and will seek to collaborate and provide mentorship and guidance at every opportunity.  

This is a unique and rare opportunity to grow your career along with one of the fastest growing companies in the nation.

Some added perks….

• Remote workforce primarily (U.S. based only, some travel may be required for certain positions, working on-site may be required for Federal positions)
• Group Medical Insurance options: Zero Deductible PPO Plan (GuidePoint pays 90% of the premium for employees and 70% for family plans (spouse/children/family) or High Deductible Health Plan with HSA (GuidePoint pays 100% of the employees premiums and 75% for family plans (spouse/children/family). If you choose the High Deductible / HSA plan, GPS will contribute in 4 equal quarterly installments: ($850 per EE annually / $1750 per family annually (includes spouse/children/family options)
• Group Dental Insurance: GuidePoint pays 100% of the premium for employees and 75% of family plans
• 12 corporate holidays and a Flexible Time Off (FTO) program
• Healthy mobile phone and home internet allowance
• Eligibility for retirement plan after 2 months at open enrollment
• Pet Benefit Option