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.
About the Rol
eWe are seeking a highly skilled Senior Cloud Security Penetration Tester with strong AWS expertise to join our Threat & Attack Simulation team. In this role, you will lead cloud penetration testing engagements, focusing on network penetration testing and assumed breach scenarios to validate real-world risks in cloud environments. You will work as part of a supportive 3-person project structure, serving as either the lead consultant (primary performer) or providing technical oversight, depending on the engagement. The ideal candidate will combine technical excellence with outstanding communication skills and demonstrate initiative in driving security improvement efforts
.
Key Responsibiliti
- esLead cloud penetration testing engagements with a focus on AWS environmen
- tsPerform network penetration testing and assumed breach scenarios to validate security ris
- ksExecute real-world attack simulations to demonstrate the impact of cloud misconfiguratio
- nsDevelop and implement sophisticated testing methodologies for cloud environments using tools like ScoutSuite, Prowler, CloudMapper, and Pa
- cuAuthor comprehensive client deliverables including executive summaries, detailed technical reports, and remediation recommendatio
- nsPresent findings and recommendations to technical and non-technical stakeholde
- rsStay current with emerging cloud security threats, attack vectors, and defensive strategi
- esCollaborate with internal teams and peers to continually improve testing methodologies and tooli
ng
Required Qualificati
- ons3-5 years of experience in cloud security penetration testing, with strong emphasis on AWS environme
- ntsDemonstrated expertise in network penetration testing and assumed breach methodolog
- iesIn-depth understanding of cloud architecture, security controls, and attack vect
- orsExperience with cloud-specific security testing tools (ScoutSuite, Prowler, CloudMapper, Pa
- cu)Experience in writing clear, actionable security reports for both technical and executive audien
- cesExcellent verbal communication skills for client presentations and stakeholder interacti
- onsStrong initiative and self-direction, with ability to lead complex security engageme
- ntsOSCP certification or equivalent demonstrable penetration testing experie
nce
Preferred Qualificat
- ionsAWS security certifications (AWS Certified Security - Specialty, e
- tc.)Experience with multi-cloud environments (AWS, Azure,
- GCP)Knowledge of containerization technologies and serverless security tes
- tingFamiliarity with compliance frameworks (SOC2, PCI-DSS, HIPAA, e
- tc.)Familiarity with LLM/Agentic tools to improve effici
- encyExperience developing custom tools or scripts for cloud security tes
- tingBackground in red teaming or adversary simula
tion
What We
- Offer100% remote work with minimal travel require
- mentsOpportunity to work with diverse, high-profile clients including Fortune 500 companies and government age
- nciesOpportunity to lead high-impact security engagements across various indus
- triesCollaborative environment working alongside cloud security experts within our Threat & Attack Simulation
- teamClear progression opportunities serving as both lead consultant and technical oversight
- rolesContinuous learning and professional development opportun
ities
Team Str
uctureYou'll report to a team lead and work within our proven 3-person engagement model that includes a lead consultant (primary performer), technical oversight consultant, and managing consultant for escalation support. This structure ensures quality delivery while providing mentorship opportunities and collaborative problem-so
lving.This role requires a dynamic security professional who can independently drive engagements while delivering exceptional client value through practical, real-world security testing and clear communication of fin
dings.
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 appli
cation.
Why Gui
dePoint?
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 1000 employees, established strategic partnerships with leading security vendors, and serves as a trusted advisor to more than 4,200 c
ustomers.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 opp
ortunity.This is a unique and rare opportunity to grow your career along with one of the fastest growing companies in th
e nation.
Some add
- ed 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) and GPS will contribute in one lump sum: ($500 per EE annually / $1000 per family annually (includes spouse/children/famil
- y options)Group Dental Insurance: GuidePoint pays 100% of the premium for employees and 75% of fa
- mily plans12 corporate holidays and a Flexible Time Off (FT
- O) programHealthy mobile phone and home internet
- allowanceEligibility for retirement plan after 2 months at open
- enrollmentPet Bene
fit Option
