Penetration Tester - Infrastructure & Red Team (Canada)
Sokoni Kwetu Limited
Packetlabs was built by an ethical hacker after seeing vulnerability assessments presented as penetration tests. Our slogan "Identify Risks Before They Become Headlines" drives at the importance of not providing our clients with a false sense of security.
We are a passionate team of highly trained, proactive ethical hackers. We provide expert-level penetration testing services that are thorough and tailored to help foster a safe digital space where everyone has the right to privacy and security. Packetlabs consultants find weaknesses others overlook and continuously learn new ways to evade controls. We hold ourselves to a very high standard.
To do so, weonlyhire individuals with the same drive and passion.
The Ethical Hacker – Infrastructure & Red Team is responsible for planning, executing, and reporting on infrastructure penetration testing, cloud security assessments, Active Directory security assessments, and adversary simulation engagements. The role evaluates the effectiveness of client security controls by identifying, validating, and demonstrating exploitable security vulnerabilities across enterprise infrastructure using industry-recognized offensive security methodologies.
Working independently and collaboratively with other security consultants, the Ethical Hacker performs offensive security assessments across on-premises, hybrid, and cloud environments while contributing to red team operations, purple team exercises, and advanced security testing engagements. The role provides technical guidance to clients through detailed reporting and presentations while contributing to the continuous improvement of Packetlabs' offensive security methodologies, tooling, and service offerings.
Who we are looking for
Bachelor's degree in Cybersecurity, Computer Science, Information Technology, or a related discipline;
equivalent practical experience will be considered.
Minimum of 3 years of professional experience performing infrastructure penetration testing, red teaming, adversary simulation, or offensive security consulting.
Demonstrated experience conducting penetration testing across enterprise infrastructure, including Windows, Linux, Active Directory, Microsoft Entra ID, cloud platforms, and enterprise networking.
Experience performing internal and external network penetration testing, privilege escalation, Active Directory security assessments, and lateral movement testing.
Experience assessing cloud environments, including AWS, Microsoft Azure, or Google Cloud Platform.
Strong understanding of enterprise networking, authentication technologies, identity management, cloud security, and offensive security methodologies.
Experience using industry-standard offensive security frameworks, tools, and tradecraft.
Excellent technical writing, presentation, and communication skills, with the ability to communicate findings to both technical and executive stakeholders.
Industry certifications such as OSCP, OSEP, CRTO, CRTE, CARTP, CARTA, CREST CRT, CREST CCT, PNPT, GPEN, GXPN, or equivalent are considered an asset. OSCP or equivalent demonstrated technical capability is strongly preferred.
Experience participating in Red Team, Purple Team, adversary simulation, or threat emulation engagements is considered an asset.
Customer-first mentality. You are a great communicator with clients, project managers, and teammates. Rapid responses and on time.
You deliver work that you take pride in. Your work is an autograph of your excellence.
You dig deeper into every finding. Doesn't stop until impact is proven.
You are comfortable being uncomfortable. Goes towards obstacles, not away from them. Consulting isn't your typical job and requires adapting to rapidly changing environments.
You are always learning. Cybersecurity is changing every day, and you need to keep up or want to keep up. Be deeply aware of your skillset and be willing to improve.
You are self-motivated and dependable.
You are humble. Egos don't have a place at Packetlabs.
What you’ll be doingInfrastructure Security Assessment
Plan and execute infrastructure penetration testing engagements across on-premises, hybrid, cloud, wireless, and enterprise network environments.
Perform internal and external network penetration testing to identify, validate, and exploit security vulnerabilities using manual testing methodologies and industry-standard offensive security tools.
Assess enterprise technologies including Active Directory, Microsoft Entra ID (Azure AD), Windows and Linux environments, virtualization platforms, cloud services, and supporting infrastructure.
Evaluate cloud environments including AWS, Microsoft Azure, and Google Cloud Platform to identify configuration weaknesses, privilege escalation opportunities, identity risks, and cloud security vulnerabilities.
Assess containerized environments, Kubernetes platforms, CI/CD pipelines, and cloud-native technologies where applicable.
Red Team & Adversary Simulation
Participate in and lead adversary simulation, red team, and objective-based security engagements in accordance with established methodologies and client objectives.
Execute offensive security operations across the attack lifecycle, including reconnaissance, initial access, persistence, privilege escalation, credential access, lateral movement, defense evasion, command and control, and objective execution.
Support purple team engagements by working collaboratively with defensive teams to validate detections, improve monitoring capabilities, and strengthen defensive controls.
Develop and execute attack scenarios that demonstrate realistic business impact while maintaining client system integrity.
Client Delivery & Reporting
Prepare comprehensive technical reports that clearly communicate vulnerabilities, attack paths, business impact, risk ratings, and remediation recommendations.
Present assessment findings to technical teams, executive stakeholders, and client leadership.
Provide technical guidance on remediation strategies, security architecture, and defensive improvements.
Manage assigned engagements while ensuring delivery quality, timelines, and client expectations are achieved.
Technical Leadership & Continuous Improvement
Maintain expertise in offensive security methodologies, infrastructure security, cloud technologies, Active Directory security, and emerging attack techniques.
Contribute to the development and continuous improvement of testing methodologies, internal tooling, technical documentation, and service offerings.
Participate in technical research, automation initiatives, internal training, and knowledge-sharing activities.
Collaborate with consulting teams to strengthen technical quality, consistency, and service delivery across the Offensive Security practice.
Perform other duties as assigned.
How is success defined
Performance in this role is evaluated using a combination of technical, operational, and client-focused measures, including but not limited to:
Successful delivery of infrastructure penetration testing and adversary simulation engagements within established quality, budget, and timeline expectations.
Accuracy, completeness, and technical quality of client reports and deliverables.
Demonstrated expertise across enterprise infrastructure, cloud security, Active Directory, and offensive security methodologies.
Positive client feedback regarding technical expertise, communication, and professionalism.
Contribution to technical research, methodology development, automation, and knowledge-sharing initiatives.
Effective collaboration with Delivery Managers, Project Managers, and consulting team members.
Ongoing professional development through certifications, research, and technical skill advancement.
Why us?
The opportunity to work on high-stakes hardware engagements where your judgment and bench skills genuinely matter
Receive immediate and ongoing offensive security training, mentorship, and professional development to advance your technical capabilities
Play a key role in shaping the growth, direction, and methodology of Packetlabs' expanding hardware practice
A leadership team that values substance, quality, and disciplined execution
Collaboration with a highly skilled team of security professionals who are passionate about technical excellence and raising the bar
Competitive compensation and growth opportunity
GRRSP with corporate matching in Canada
Participation in corporate benefit plans within Canada
Flexible work environment that empowers employees to do their best work
Fully remote within Canada
Originally posted on Himalayas
#J-18808-Ljbffr
We are a passionate team of highly trained, proactive ethical hackers. We provide expert-level penetration testing services that are thorough and tailored to help foster a safe digital space where everyone has the right to privacy and security. Packetlabs consultants find weaknesses others overlook and continuously learn new ways to evade controls. We hold ourselves to a very high standard.
To do so, weonlyhire individuals with the same drive and passion.
The Ethical Hacker – Infrastructure & Red Team is responsible for planning, executing, and reporting on infrastructure penetration testing, cloud security assessments, Active Directory security assessments, and adversary simulation engagements. The role evaluates the effectiveness of client security controls by identifying, validating, and demonstrating exploitable security vulnerabilities across enterprise infrastructure using industry-recognized offensive security methodologies.
Working independently and collaboratively with other security consultants, the Ethical Hacker performs offensive security assessments across on-premises, hybrid, and cloud environments while contributing to red team operations, purple team exercises, and advanced security testing engagements. The role provides technical guidance to clients through detailed reporting and presentations while contributing to the continuous improvement of Packetlabs' offensive security methodologies, tooling, and service offerings.
Who we are looking for
Bachelor's degree in Cybersecurity, Computer Science, Information Technology, or a related discipline;
equivalent practical experience will be considered.
Minimum of 3 years of professional experience performing infrastructure penetration testing, red teaming, adversary simulation, or offensive security consulting.
Demonstrated experience conducting penetration testing across enterprise infrastructure, including Windows, Linux, Active Directory, Microsoft Entra ID, cloud platforms, and enterprise networking.
Experience performing internal and external network penetration testing, privilege escalation, Active Directory security assessments, and lateral movement testing.
Experience assessing cloud environments, including AWS, Microsoft Azure, or Google Cloud Platform.
Strong understanding of enterprise networking, authentication technologies, identity management, cloud security, and offensive security methodologies.
Experience using industry-standard offensive security frameworks, tools, and tradecraft.
Excellent technical writing, presentation, and communication skills, with the ability to communicate findings to both technical and executive stakeholders.
Industry certifications such as OSCP, OSEP, CRTO, CRTE, CARTP, CARTA, CREST CRT, CREST CCT, PNPT, GPEN, GXPN, or equivalent are considered an asset. OSCP or equivalent demonstrated technical capability is strongly preferred.
Experience participating in Red Team, Purple Team, adversary simulation, or threat emulation engagements is considered an asset.
Customer-first mentality. You are a great communicator with clients, project managers, and teammates. Rapid responses and on time.
You deliver work that you take pride in. Your work is an autograph of your excellence.
You dig deeper into every finding. Doesn't stop until impact is proven.
You are comfortable being uncomfortable. Goes towards obstacles, not away from them. Consulting isn't your typical job and requires adapting to rapidly changing environments.
You are always learning. Cybersecurity is changing every day, and you need to keep up or want to keep up. Be deeply aware of your skillset and be willing to improve.
You are self-motivated and dependable.
You are humble. Egos don't have a place at Packetlabs.
What you’ll be doingInfrastructure Security Assessment
Plan and execute infrastructure penetration testing engagements across on-premises, hybrid, cloud, wireless, and enterprise network environments.
Perform internal and external network penetration testing to identify, validate, and exploit security vulnerabilities using manual testing methodologies and industry-standard offensive security tools.
Assess enterprise technologies including Active Directory, Microsoft Entra ID (Azure AD), Windows and Linux environments, virtualization platforms, cloud services, and supporting infrastructure.
Evaluate cloud environments including AWS, Microsoft Azure, and Google Cloud Platform to identify configuration weaknesses, privilege escalation opportunities, identity risks, and cloud security vulnerabilities.
Assess containerized environments, Kubernetes platforms, CI/CD pipelines, and cloud-native technologies where applicable.
Red Team & Adversary Simulation
Participate in and lead adversary simulation, red team, and objective-based security engagements in accordance with established methodologies and client objectives.
Execute offensive security operations across the attack lifecycle, including reconnaissance, initial access, persistence, privilege escalation, credential access, lateral movement, defense evasion, command and control, and objective execution.
Support purple team engagements by working collaboratively with defensive teams to validate detections, improve monitoring capabilities, and strengthen defensive controls.
Develop and execute attack scenarios that demonstrate realistic business impact while maintaining client system integrity.
Client Delivery & Reporting
Prepare comprehensive technical reports that clearly communicate vulnerabilities, attack paths, business impact, risk ratings, and remediation recommendations.
Present assessment findings to technical teams, executive stakeholders, and client leadership.
Provide technical guidance on remediation strategies, security architecture, and defensive improvements.
Manage assigned engagements while ensuring delivery quality, timelines, and client expectations are achieved.
Technical Leadership & Continuous Improvement
Maintain expertise in offensive security methodologies, infrastructure security, cloud technologies, Active Directory security, and emerging attack techniques.
Contribute to the development and continuous improvement of testing methodologies, internal tooling, technical documentation, and service offerings.
Participate in technical research, automation initiatives, internal training, and knowledge-sharing activities.
Collaborate with consulting teams to strengthen technical quality, consistency, and service delivery across the Offensive Security practice.
Perform other duties as assigned.
How is success defined
Performance in this role is evaluated using a combination of technical, operational, and client-focused measures, including but not limited to:
Successful delivery of infrastructure penetration testing and adversary simulation engagements within established quality, budget, and timeline expectations.
Accuracy, completeness, and technical quality of client reports and deliverables.
Demonstrated expertise across enterprise infrastructure, cloud security, Active Directory, and offensive security methodologies.
Positive client feedback regarding technical expertise, communication, and professionalism.
Contribution to technical research, methodology development, automation, and knowledge-sharing initiatives.
Effective collaboration with Delivery Managers, Project Managers, and consulting team members.
Ongoing professional development through certifications, research, and technical skill advancement.
Why us?
The opportunity to work on high-stakes hardware engagements where your judgment and bench skills genuinely matter
Receive immediate and ongoing offensive security training, mentorship, and professional development to advance your technical capabilities
Play a key role in shaping the growth, direction, and methodology of Packetlabs' expanding hardware practice
A leadership team that values substance, quality, and disciplined execution
Collaboration with a highly skilled team of security professionals who are passionate about technical excellence and raising the bar
Competitive compensation and growth opportunity
GRRSP with corporate matching in Canada
Participation in corporate benefit plans within Canada
Flexible work environment that empowers employees to do their best work
Fully remote within Canada
Originally posted on Himalayas
#J-18808-Ljbffr
Vacancy posted 58 minutes ago
Similar jobs that could be interesting for youBased on the Penetration Tester - Infrastructure & Red Team (Canada) in Winnipeg, MB vacancy
- ...Seven Oaks Transmissions is seeking a self-motivated, hard-working Red Seal Automotive Technician. As a specialist shop, the role focuses... ...and providing expert mechanical solutions in a professional team environment. Pay is based on experience. Key Responsibilities...SuggestedRemplacementPart timeApprenticeshipMonday to friday
- Infrastructure penetration testing and red team expertise define this Ethical Hacker role at Packetlabs. Work remotely within Canada across enterprise environments.Packetlabs seeks an Ethical Hacker with at least three years of offensive security experience. You will assess...SuggestedRemote work
$40 - $45 per hour
...modern equipment, advanced diagnostic tools, and a strong support team. You’ll have the opportunity to build your career through ongoing... ...years of practical tractor-trailer maintenance experience ~ Valid Red Seal or applicable provincial trade certification ~ Valid Class...SuggestedPermanent employmentRelocation packageShift workNight shiftWeekend workAfternoon shift- ...Our Red Bull Student Marketeers are part of the most dynamic and empowered brand and product... ...role. Share ideas and collaborate with the team through regular face-to-face and online... ...select applicants for this role. Red Bull Canada is an equal opportunities employer. We believe...SuggestedFull timePart timeLocal areaWeekend workAfternoon shift
- ...strong and motivated Heavy Duty Mechanics to join our maintenance team. In this role, you’ll be responsible for keeping our surface fleet... ...troubleshooting and continuous improvement Requirements (Must-Have) ~ Red Seal / Journeyperson Heavy Duty Mechanic ~3–5 years mining...SuggestedDaily paidRemote workShift work
$122.1k - $162.8k per year
...want to hear from you.About the Role The McKesson Pentest Team is seeking a Lead Penetration Testing Engineer to help scale McKesson's Continuous... ...(United States) ****@*****.*** or (Canada) ****@*****.*** or CVs submitted to this...Long term contractRemote work- Application security and penetration testing define this six-month freelance mission... ...with an offensive security team supporting a major Canadian bank.As a Senior Penetration Tester, you will assess internal applications, infrastructure, and cloud assets end to end. The...Freelance
$25 - $35 per hour
...Licensed Trailer Technician – Red Seal / Journeyman- Winnipeg Staffmax is Hiring! Location: Winnipeg, MB Job Type: Full-Time,... ...quality workmanship. Ability to work independently and as part of a team. Strong safety awareness and ability to work in a fast-paced...Permanent employmentFull timeRelocation packageShift workNight shiftDay shift3 days per week- ...vulnerabilities and security risks. You will conduct penetration tests across cloud systems, apps, APIs, and infrastructure, including Kubernetes and containers.... ...security evaluation workflows, participating in red-team engagements, and documenting findings to help engineering...
- Join Fortinet as a Security Researcher/Penetration Tester and advance your expertise in cloud security... ...adversarial techniques in a supportive team environment. We seek a motivated and experienced... ...• Develop AI scripts for sophisticated red team engagements • Collect and analyze...
- 6-month freelance mission in Montreal, offensive security team of a major Canadian bank.Pentest / Tests d intrusionOSCPOSEPOSWESecurite... ...operations.The mission Run end-to-end application, infrastructure and cloud penetration test engagements on internal assetsDocument...Freelance2 days per week
- ...with release velocity. AI tools will accelerate reconnaissance and reporting within a fast-paced security team. You’ll collaborate with Cloud Security and Penetration Testing engineers to assess web apps, APIs, and container-based architectures, delivering #J-18808-Ljbffr
$20 per hour
Hello! My name is Halima, and I am a home owner in Winnipeg, Manitoba, looking for a reliable housekeeper to help maintain the cleanliness of my home. The primary responsibilities will include cleaning and sanitizing bathrooms, dusting surfaces, vacuuming floors, and ensuring...Hourly payFlexible hours$16.4 per hour
I am a homeowner in Winnipeg, Manitoba, and I am looking to hire a dedicated and reliable housekeeper. If you take pride in your work and have an eye for cleanliness, this might be a great opportunity for you. The main responsibilities include cleaning general rooms and ensuring...Hourly payFlexible hours- ...and clean environment. This Associate will function as part of a team to strategically plan and execute duties based on workload and operational... .... Primary Location… 1001 EMPRESS ST, WINNIPEG, MB R3G 3P8, Canada Are you currently a Walmart associate? Please login to your...Hourly payPermanent employmentPart time
- ...empowering people. That’s why we equip our teams with cutting-edge technology, AI tools,... ...and play a critical role in protecting the infrastructure powering next-generation technology. As a... ...Regular - Full Time Job Location: Canada : Manitoba : Winnipeg Work Arrangement...Full timeWork at officeShift workNight shiftWeekend work3 days per week
- ...Project Delivery Team - Project Manager Winnipeg, MB Manitoba Hydro is consistently recognized as one of Manitoba's Top Employers! We are a leader among energy companies in North America, recognized for providing highly reliable service and exceptional customer satisfaction...Hourly payLong term contractFull timeContract workFor contractorsWork at office
- ...up delicious, homemade eats. We have a focus on local and sustainable food and are looking for friendly, hardworking people to join our team!. Degrees Diner - UMSU is looking for FOH and BOH members to join our team in Winnipeg, MB. Please apply through indeed or send...Full timePart timeCasual workLocal areaMonday to fridayFlexible hours
$55k - $68k per year
...Proudly Canadian. Driven by Purpose. Rooted in Care. Join a national team where people, purpose, and community come first. Western... ...Group was named a 2025 Top Insurance Employer by Insurance Business Canada and is home to more than 2,300 team members supporting over one million...Permanent employmentFull timeWork at office- ...Category: Energy Location: Winnipeg, MB, Canada Join a company that is passionately... ...expertise in mining , energy , and infrastructure , our 10,000 colleagues in 150... ...Substation Lead works within a multi-discipline team to develop efficient and reliable design...Long term contractFor contractorsFor subcontractorLocal areaFlexible hours
- Job Responsibility: Come join our team in the role of Virtual Account Manager! Under the District Leader's supervision, the key job responsibilities... ...for sales support with specific accounts in Western Canada to optimize sales volume and market share of Corteva herbicides,...Full time
- ...Position: Executive Team Member (Remote) Location: Global (Remote) Work Type: Remote – Flexible collaboration across time zones About the Role We are seeking experienced and results-driven professionals to join our growing Executive Team . This is an exciting...Remote jobLong term contractContract workFlexible hours
- ...the perfect place to Get Together. Our success starts with our team. We hire genuine, hardworking people who thrive in a fun, fast-paced... ...Career advancement with a company that owns some of Canada’s most iconic restaurant brands A fun, energetic team environment...Casual workFlexible hoursShift work
- ...compromise on your style or your career, apply today! RCL - Reitmans Canada Limited has been a proudly Canadian company since our founding in... ...RW&CO, and PENN. Penningtons. Job Description As a Team Lead , you will collaborate with the management team to keep...Minimum wagePart timeWork at officeFlexible hoursWeekend workAfternoon shift
$104.7k - $154.7k per year
...gestion financière, de la communication et des résultats intermédiaires. Le candidat peut assumer le rôle de chef d’équipe de données (Data Team Lead, DTL), de chef de programme, de responsable de centre client et/ou un rôle de leadership dans une tâche spécifique relative à la...Full timeContract workPart timeWork at officeLocal areaImmediate startWorldwideDay shift- ...anywhere, whether they are working from home or at the office. Our brand is available in over 85 stores across Canada and online at rw-co.com . We’re powered by a team of creative, passionate individuals who bring our vision to life every day. Want to grow with us as we...Minimum wageFull timeWork at officeWork from homeFlexible hoursWeekend workAfternoon shift
$55k - $70k per year
...About the Role Join our team as a Data Center Technician in Winnipeg, Canada . This is a full-time, on-site position where you'll support critical infrastructure at world-class data center facilities. Compensation & Benefits C$55,000-70,000/year (CAD annual)...Permanent employmentFull timeShift workNight shiftWeekend work- ...Category: Energy Location: Winnipeg, MB, Canada Join a company that is passionately... ...expertise in mining , energy , and infrastructure , our 10,000 colleagues in 150... ...expertise to guide design quality and mentor our team, while also playing a lead role in...Long term contractLocal areaFlexible hours
- ...you do? Work as part of the team assessing and improving the... ...Participate in hands‑on execution of Red and Purple Team Exercises in... ...as Ansible or Puppet, and infrastructure-as-code systems such as... ...network / application layer penetration tests. Ability to analyze...Full timeRemote workFlexible hours
- ...partner is looking for a Senior Security Specialist – Cloud Red Team (Global Security) based in Canada. We are seeking an experienced cloud security... ...This opportunity offers exposure to sophisticated cloud infrastructure, collaboration with skilled cybersecurity experts, and...Remote workFlexible hours
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Penetration Tester - Infrastructure & Red Team (Canada). Be the first to apply!
Related searches



