Full-Time

Senior Red Team Operator

Updated on 1/17/2025

Sun Life

Sun Life

10,001+ employees

Provides life, health insurance, and financial services

Fintech
Financial Services

Senior

Toronto, ON, Canada

Category
Cybersecurity
IT & Security
Required Skills
PowerShell
Rust
Microsoft Azure
JavaScript
Digital Ocean
C#
AWS
C/C++
Google Cloud Platform
Requirements
  • 5-7 years’ experience in an offensive security / penetration testing role.
  • University degree in computer science, computer engineering or computer security.
  • Strong, demonstrable experience in offensive security programming and automation languages: C, C++, ASM, C#, JavaScript, PowerShell, Rust, Nim etc.
  • Minimum 2 years mentoring junior and mid-level operators on red team tradecraft
  • Minimum 4 years of experience in delivering technical red team reports and briefings
  • A general understanding of information security concepts and security trends and practices
  • Problem solving with creative solutions.
  • Maintain high technical knowledge of systems and solutions.
  • Industry certifications (OSCP/SANS/CEH/CISSP, CPTS) are a strong asset.
  • Understand operation systems (OS), network protocols, application configuration with excellent report-writing skills.
  • Strong communication and presentation skills.
Responsibilities
  • Plan, carry out, and report on Offensive Security (Red Team) assessments, attack simulations and adversary emulation exercises to identify vulnerabilities in critical information systems.
  • Perform network penetration, web and mobile application testing, source code reviews, threat analysis, and social engineering assessments.
  • Develop scripts, tools, and programs for Red Team operations.
  • Manage, maintain, and improve an OPSEC-focused state-of-the-art command-and-control (C2) red team cloud environment (AWS, Azure, GCP, Digital Ocean).
  • Assist with and develop security control evasion and bypass capabilities.
  • Work with other parts of the business to develop a method for testing detection capabilities through Purple Team Exercises and Red Team exercises (e.g., IA scenarios, AB scenarios etc.).
  • Research latest threats and adhere to guidelines on Red Team Frameworks.
  • Assist in the production of weekly/ monthly reports on security vulnerability trending and direction.
Desired Qualifications
  • Experience in leading grey/black hat engagements from start to finish.
  • Network, Application or Mobile Penetration testing experience.
  • Experience in reverse engineering (including x86).
  • Offensive Security tooling experience: Cobalt Strike, EDR Evasion, Social Engineering platforms, Malware techniques, Custom tooling, and pipeline development.
  • Proficient in Active Directory exploitation (On-Prem and Cloud).
  • Related projects in cybersecurity, programming, etc.
  • OSINT (Open-source intelligence gathering).
  • Social engineering techniques and tactics.
  • Défense in depth security concepts including MITRE framework.
  • IaaS and SDN Cloud Environments (AWS, Azure, Digital Ocean).
  • Interpreted languages (Ruby, Python, PHP, etc.).
  • Compiled languages (Java, C, C++, Assembly, etc.).
  • Windows/Linux/UNIX/OSX internals.

Sun Life offers a variety of financial services, including life insurance, health insurance, financial planning, and investment solutions. Their products are designed to help individuals, businesses, and institutions achieve financial security and improve their overall well-being. Sun Life operates in multiple regions, including Canada, the United States, Asia, and Europe, which allows them to serve a diverse client base. The company generates revenue through insurance premiums, fees for financial planning services, and returns from investment products. A key aspect that sets Sun Life apart from its competitors is its commitment to sustainability, with a goal of reaching net zero emissions by 2050.

Company Stage

IPO

Total Funding

N/A

Headquarters

null, null

Founded

1865

Simplify Jobs

Simplify's Take

What believers are saying

  • Growing demand for digital insurance platforms boosts Sun Life's online offerings.
  • Aging population increases need for retirement planning and life insurance products.
  • Rising healthcare costs drive demand for comprehensive health insurance plans.

What critics are saying

  • Increased competition from digital-first insurance companies threatens market share.
  • Rising interest rates may impact profitability of investment products.
  • Climate-related events could lead to higher claims and affect underwriting profitability.

What makes Sun Life unique

  • Sun Life's commitment to net zero emissions by 2050 sets it apart.
  • Strong presence in North America, Asia, and Europe enhances its global reach.
  • Partnerships with fintech companies improve customer experience and streamline operations.

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Benefits

Health Insurance

Life Insurance

Disability Insurance

Paid Vacation

Paid Sick Leave

Parental Leave

401(k) Retirement Plan

401(k) Company Match

Flexible Work Hours

Hybrid Work Options

Wellness Program

Mental Health Support

Company Equity

Stock Options