Welcome to DataAnnotation! We pay smart folks to train AI. We offer a remote, flexible work model- you choose your own hours and get to work when you want, whenever you want. Apply now through our open Job Listings.

Industry: Software Development
Company Size: 5,001-10,000 employees

DataAnnotation

Savvy Admin PROD

Join the DataAnnotation team and contribute to developing cutting-edge AI systems, while enjoying the flexibility of remote work and setting your own schedule.

We are looking for experienced cybersecurity professionals to help advance AI development. Cybersecurity platforms are increasingly powered by AI — but these systems still need practitioners with real-world experience to validate whether the outputs actually hold up in practice. That's where you come in.

As a member of DataAnnotation's team, you'll work closely with state-of-the-art AI models on tasks like evaluating AI-generated security content, solving technical security problems, and providing feedback that directly shapes how these systems reason about real-world threats and defenses. Some team members fit this work alongside a full-time role, while others treat it as their primary focus.

To get started, once you sign up for an account, you'll take a short assessment (this serves as our version of an interview). If you pass, you'll receive an email confirmation and paid work will become available to you through our platform.

**Benefits**

- Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand.

- Flexible schedule: choose which projects you take on and when you work.

- Competitive pay: projects are paid hourly starting at $50-$100+/hr, with bonuses for high-quality and high-volume work.

- Impact: help shape the future of AI technologies built for cybersecurity.

**Responsibilities**

- Evaluate AI-generated cybersecurity content — including threat analysis, vulnerability assessments, and offensive security techniques — for real-world accuracy and validity.

- Design and solve security-focused technical problems used to train AI systems.

- Write clear technical explanations and security-relevant code.

- Provide feedback that directly shapes the next generation of AI security models.

**Qualifications**

- 2+ years of hands-on experience in a cybersecurity role — such as penetration testing, red teaming, incident response, detection engineering, DFIR, malware analysis, threat intelligence, or adjacent fields, including government or military cyber operations.

- Some coding experience required; comfort navigating and patching a codebase is key.

- Fluency in English (native or bilingual level) with strong writing skills.

- A bachelor's degree is preferred.

- Cybersecurity certifications are a plus (e.g., OSCP, CRTO, GREM, GCFA, CEH, and similar).

Note: Payment is made via PayPal. We will never ask for any money from you. This job is only available to those in the US, Canada, UK, Ireland, Australia, and New Zealand.

#cybersecurity

Security Analyst

Formerly, CUNA Mutual Group, we are bringing together almost a century of experience within our family of brands under the TruStage™ name.  

TruStage is a financially strong insurance, investment and technology provider, built on the philosophy of people helping people. We believe a brighter financial future should be accessible to everyone, and our products and solutions help people confidently make financial decisions that work for them at every stage of life. With a culture rooted and focused on creating a more equitable society and financial system, we are deeply committed to giving back to our communities to help improve the lives of those we serve.  

In 2022, we pledged $4.9 million dollars to our communities we serve.

Follow our TruStage | Investments, TruStage | Insurance, TruStage Ventures, and TruStage |Technology showcase pages to learn more about our integrated products, solutions and intuitive experiences. 

For more information, visit www.trustage.com. 

Please read and abide by our Community Guidelines. Copy and paste this link into your browser: https://bit.ly/3IgyD0O

Disclosure for header: TruStage™ is the marketing name for TruStage Financial Group, Inc. Its subsidiaries and affiliates. Insurance products are issued by CMFG Life Insurance Company, MEMBERS Life Insurance Company, CUMIS Insurance Society Inc., CUMIS Specialty Insurance Company Inc., American Memorial Life Insurance Company, and Union Security Insurance Company.

Industry: Financial Services
Company Size: 1,001-5,000 employees

TruStage

At TruStage, we’re on a mission to make a brighter financial future accessible to everyone. We put people first, and work hand in hand with employees and customers to create a diverse and inclusive environment. Passionate about building insurance and financial services solutions, we push the boundaries of what’s possible. We need you to help us shape what’s next. You’ll be encouraged to share your experiences, ideas and skills to help others take control of their financial future.

Join a team that has received numerous awards for being a top place to work: TruStage awards and recognition

**Job Responsibilities**

The Cybersecurity Analyst III will be responsible for the following duties:

- Continuously monitor the internal and external landscape for relevant events, risks, and threats related to malicious code, vulnerabilities, and potential attacks in alignment with the MITRE ATT&CK framework.

- Remain current with emerging threats and share knowledge with colleagues to improve incident response processes.

- Help coordinate and ensure cybersecurity-related alerts and incidents are prioritized and responded to at all hours of the day.

- Act as a technology, service or process owner as appropriate, ensuring appropriate documentation, configuration, maintenance and access reviews of technologies, vended services and processes.

- Participate in the coordination, consultation, and assessment efforts to track and remediate events and alerts, directs response to related incidents, internal or external audits, and / or control assessments.

- Collaborate with other Enterprise Information & Technology (EI&T) teams to protect data from compliance, privacy or security compromises.

- Participate in the creation and execution of tabletop, purple team, and attack simulation exercises designed to identify gaps, improve skills, enhance communication and engage with key stakeholders.

- Review findings from tabletop exercises, vulnerability scans and penetration testing to identify weaknesses or gaps in existing security controls and assist in providing recommendations where appropriate.

- Review and evaluate third-party security posture, helping to identify risks, document findings, and support remediation efforts to ensure vendors and partners meet organizational security standards.

- Participate in the identification of risks throughout the organization, reporting and monitoring formats on risk management issues and developing methodologies for the assessment of risks throughout the organization.

- Contributes to the development, tracking, and reporting of security metrics and KPIs for team activities, using insights to drive continuous improvement, reduce security risk and/or inform other security education opportunities.

- Contribute to the strategic direction of the Cybersecurity team to develop new capabilities, process efficiencies and goals.

- Assist in the development, review, ongoing maintenance and development of security policies, standards, processes, procedures and requirements to facilitate the establishment of common administrative controls for the delivery of security capabilities.

- Develop content for organization wide and targeted security awareness training. Present relevant cybersecurity topics through a variety of forums depending on the audience.

- Support leadership with all aspects of the cybersecurity enterprise-wide risk management program, with minimal supervision. Responsibilities include facilitating the identification of risks throughout the organization, reporting and monitoring formats on risk management issues and developing methodologies for the assessment of risks throughout the organization.

- Participate in various security assessments in support of compliance, privacy or security requirements for the enterprise. Lead localized assessments where appropriate.

- Participate in the development, review, ongoing maintenance and development of security policies, standards, processes, procedures and requirements to facilitate the establishment of common administrative controls for the delivery of security capabilities. Provide cybersecurity guidance as appropriate

- Escalate issues as deemed appropriate.

The above statement of duties is not intended to be all inclusive and other duties will be assigned from time to time.

**Job Requirements**

- Bachelor’s degree in computer science, information systems, or related field, or equivalent combination of education and/or related professional work experience.

- 3+ years of demonstrated proficiency with an cybersecurity audit, assessment, engineering or architecture focus or comparable professional experience.

- Knowledge of cybersecurity regulations, guidance and policies (e.g., PCI-DSS, NYDFS, CCPA, etc.).

- Knowledge of general security concepts and methods such as vulnerability assessments, privacy assessments, intrusion detection, incident response, security policy creation, enterprise security strategies, and governance.

- Proven ability to clearly and effectively communicate business and technical information, both verbally and in writing.

- Basic leadership and teaming skills as well as demonstrated integrity within a professional environment.

- Proven ability to clearly and effectively communicate business and technical information, both verbally and in writing.

- Aptitude for speaking or communicating to varied groups of business and technical professionals.

- Experience in presenting technical material to a nontechnical audience and to senior management.

- Experience in the review and development of security policies, standards or other governance practices.

- Demonstrated relationship management and consulting skills, including ability to effectively influence and negotiate.

- Proven ability to provide high quality customer service.

- Preferred: Financial Services industry experience.

If you’re ready to help make a difference, apply today. A resume is required to apply. TruStage may process applicant information using an Artificial Intelligence (AI) tool. This tool automatically generates a screening score based on how well applicant information matches the requirements and qualifications for the position. TruStage recruiters use the screening score as a guide to further evaluate candidates; the score is one component of an application review and does not automatically determine whether a candidate moves forward. Candidates may choose to opt out of this process.

Compensation may vary based on the job level, your geographic work location, position incentive plan and exemption status.

**Base Salary Range**

$95,000.00 - $142,500.00

At TruStage, we believe a sound, inclusive benefits program is of vital importance, along with a flexible workplace that allows for work-life balance, career growth and retirement assistance. In addition to your base pay, your position may be eligible for an annual incentive (bonus) plan. Additional benefits available to eligible employees include medical, dental, vision, employee assistance program, life insurance, disability plans, parental leave, paid time off, 401k, and tuition reimbursement, just to name a few. Beyond pay and benefits, we also recognize that flexibility, including working in a place you prefer, is essential to caring for our employees. We will continue to strive to offer flexibility and invest in technology and other tools that will make hybrid working normal rather than an exception, so that when “life happens,” you can focus on what’s most important.

**Accommodation request**

TruStage is a place where everyone can bring their best self and thrive. If you need application or interview process accommodations, please contact the accessibility department.

Cybersecurity Analyst III

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