Senior Security Engineer II

Hi Marley; Boston (MA); Hybrid; USD 121,000 - 226,000; Full time

Benefits offered by this job

Equity grants for all employees

4% 401(k) matching

Health, dental, vision, disability, &‑

Monthly wellness stipend

Parental leave

Flexible vacation policy

Job summary

Hi Marley is seeking a Senior Security Engineer II to secure our AI across the company, focusing on internal AI environments, tools, agents, and MCP connectors. You’ll threat-model new capabilities, perform adversarial testing, and ensure governance with auditors and leadership.

This role requires hands-on security work and collaboration across teams in a hybrid Boston office setting. You will join a security-first culture that values practical AI risk management, strong Python tooling, and AWS

Qualifications

• 5+ years in security engineering, application security, or infrastructure security with hands-on AI/ML exposure.
• Experience securing or building LLM-based systems, agent frameworks, or ML pipelines in cloud environments.
• Strong knowledge of AI-specific attack surfaces: prompt injection, data leakage, privilege escalation.
• Hands-on familiarity with how AI systems actually work.
• Strong proficiency in Python and security tooling, automation, and testing.
• Strong working knowledge of AWS security, IAM, networking, encryption, and monitoring.

Responsibilities

• Apply AI security design patterns to LLM integrations, agent frameworks, MCP connectors, and data pipelines.
• Lead threat modeling for new AI capabilities and drive mitigations.
• Enforce controls for agent isolation, least-privilege execution, credential scoping, and data boundaries.
• Maintain inventory of AI tools and data flows, access controls, and permissions.
• Run AI risk assessments and manage red-teaming and remediation cadence.
• Operate agent and MCP lifecycle from proposal to retirement.

Skills

Python

AWS security

Threat modeling

LLM security

Vulnerability assessment

Security tooling

Tools

MCP connectors

Agent orchestration

DLP/Observability tools

Job description

Insurance touches people during some of the most challenging moments in their lives. Hi Marley is on a mission to transform how the P&C industry communicates, making those moments faster, easier, and more empathetic for carriers and the customers they serve. We build AI-powered software that keeps everyone in the claims conversation informed and connected. If you believe insurance can combine operational excellence and automation with a human touch, we’d love to meet you.

As we continue to grow, we’re looking for a Senior Security Engineer II.

We’re looking for a Senior Security Engineer II to help secure how we use AI across the company, with a primary focus on Hi Marley’s internal AI environment: the tools, agents, and integrations that power how our teams work. Working within the security architecture and frameworks set by our senior security leadership, you’ll do the hands‑on engineering that makes them real: threat‑modeling new AI capabilities, running adversarial testing, operating the agent and MCP connector review process, and producing the evidence that lets leadership, our teams, and our auditors trust how we use AI. This role is for an experienced security engineer with genuine AI/ML depth who wants to go deep on one of the most important emerging problems in the field. Teamwork and shared enthusiasm are a core part of our culture, which is why this role involves joining us in the Boston office for 3 days each week.

What You’ll Do:

AI Security Engineering & Threat Modeling

• Apply Hi Marley’s AI security design patterns and reference architectures to LLM integrations, agent frameworks, MCP connectors, and data pipelines across the internal environment.
• Lead threat modeling for new AI capabilities before they ship, identifying architectural risks and driving mitigations into the design phase.
• Implement and enforce controls for agent isolation, least‑privilege execution, credential scoping, and data‑boundary enforcement in agentic environments.
• Maintain a current inventory of AI tools and integrations in use across the organization, tracking data flows, permission scopes, and access controls.
• Track emerging AI security research, attack techniques, and defensive tooling, and bring relevant findings into our practices.

AI Security Program Execution

• Run the risk assessment process for internal AI tools, integrations, and third‑party model providers against the established methodology.
• Execute the AI red‑teaming cadence (e.g. a adversarial testing for prompt injection, data exfiltration, model manipulation, and jailbreaking) and drive remediation.
• Operate the agent and MCP connector lifecycle, from proposal through approval, deployment, monitoring, and retirement.
• Own the security evaluation of new AI tool requests, including vendor risk assessments, data‑handing reviews, and baseline configuration; surface unapproved tools and bring them under governance.
• Maintain AI security incident response runbooks and help respond when something goes wrong.
• Track and report AI security metrics that demonstrate program health.

Trust, Compliance & Collaboration

• Produce compliance evidence and documentation for AI systems supporting SOC 2 Type II examinations and ISO 42001 certification.
• Translate technical decisions into clear, auditor‑ready explanations of what we do, how it works, and why it is safe.
• Partner with AI Operations and Corporate IT to embed security into the internal AI platform: access controls for inference APIs, isolation for cloud‑hosted agentic workloads, and endpoint/DLP configuration.
• Contribute employee‑facing guidance on safe AI use.

What We’re Looking For:

Required

• 5+ years in security engineering, application security, or infrastructure security, with hands‑on exposure to AI/ML systems.
• Experience securing or building LLM‑based systems, agentic frameworks, or ML pipelines in cloud environments.
• Solid understanding of AI‑specific attack surfaces: prompt injection, tool‑use exploitation, privilege escalation through inherited access, data poisoning, and model/training‑data leakage.
• Hands‑on familiarity with how AI systems actually work. You’ve built with them, not just read about them.
• Strong proficiency in Python and experience building security tooling, automation, and testing.
• Strong working knowledge of AWS security: IAM, networking, container isolation, encryption, and monitoring.
• Familiarity with compliance frameworks (SOC 2, ISO 27001, ISO 42001, NIST AI RMF) and mapping technical controls to audit requirements.
• Ability to communicate technical risk clearly to engineers, auditors, and stakeholders.

Preferred

• Experience running or contributing to AI red‑teaming or adversarial testing.
• Experience with MCPs, agent orchestration frameworks, or similar agentic infrastructure.
• Background in DLP, monitoring, or observability for AI or cloud workloads.
• Experience at a growth‑stage B2B SaaS company.

Compensation, Benefits & Perks:

At Hi Marley, we are committed to fair and transparent pay practices. The annual base salary for this role is expected to fall within the range of [$121,000–$226,000], depending on experience, skills, qualifications, and location. Offers are determined based on these factors as well as internal peer equity. It’s most common for new hires to start near the midpoint of the range, allowing room for growth as employees develop in their role.

In addition to base pay, we offer a comprehensive total rewards package that supports both your wellbeing and professional growth, including:

• Equity grants for all employees
• A 4% matching 401(k) program
• Medical, dental, vision, disability, and life insurance coverage for employees working 30+ hours per week
• Monthly wellness stipend
• Paid parental leave
• A flexible vacation policy - we all work hard and take time when we need it

Who We Are:

At Hi Marley, our culture is built on three core values that every employee embodies:

• Max Courage – We encourage our team, our customers, and their customers to dream big, try new ideas, and maximize impact by measuring risk.
• Be Humble – We lead with appreciation and promote a culture of humility, compassion, and openness to learn from anyone, anywhere.
• Ubuntu (“I am because we are”) – We believe true success is much bigger than any single individual or company. By aligning our individual aims behind a shared purpose, we can achieve our fullest potential — together.

Life at Hi Marley:

Life at Hi Marley is shaped by collaboration, learning, and genuine connection. We’re proud to foster an environment where people can do their best work, feel supported, and grow alongside a team that celebrates both individuality and shared purpose.

• A fun, lively startup culture that embraces creativity and innovation
• Core values‑based leadership that guides our decision‑making and daily interactions
• A culture of engagement, diversity, inclusion, and belonging — everyone’s voice matters
• Flexible, hybrid work environment that values balance and trust
• Ample opportunities to learn, take on new challenges, and make an impact in a fast‑growing organization
• Meaningful work that directly supports our mission to help people and organizations communicate with empathy and clarity

Hi Marley is proud to be an equal employment opportunity employer. We celebrate diversity and do not discriminate based on gender, sexual orientation, gender identity, religion, race, veteran status, disability status, or any other characteristic protected by applicable law. We are committed to building an inclusive work environment representing a variety of backgrounds, perspectives, and skills, where all employees are encouraged to be their authentic selves.

Hi Marley participates in E-Verify and will provide the federal government with your Form I-9 information to confirm that you are authorized to work in the U.S. For more information, please review the documents under "E-Verify Poster" here: https://e-verify.uscis.gov/web/OnlineResources.aspx