Top Remote Jobs in Milwaukee, WI

Design and build production agentic AI systems and internal automation workflows across business functions. Responsibilities include prioritizing high-impact automation, developing multi-step and multi-agent workflows, integrating agent platforms, implementing human-in-the-loop controls, improving reliability and observability, evaluating performance, and shaping reusable AI engineering patterns. The role requires collaboration with nontechnical stakeholders and ownership of ambiguous problems from definition through measurable business impact.

Leads end-to-end business analysis for U.S. Department of Veterans Affairs systems, including requirements elicitation, documentation, user stories, process models, acceptance criteria, and traceability. Serves as the liaison between business stakeholders and technical teams, supports Agile ceremonies, manages Jira backlogs, performs impact analysis, supports testing and UAT, and mentors other analysts. Ensures solutions comply with VA security, accessibility, privacy, and delivery standards.

Senior software engineering individual contributor responsible for owning systems or feature areas, making customer- and business-focused technical decisions, improving an agentic AI development framework, managing automated quality and defect reduction, leading design discussions, mentoring engineers, and driving cross-pod technical initiatives. The role requires hands-on software engineering leadership without direct people management, with emphasis on AI-assisted development, testing, safety, and organizational technical strategy.

Secure AI/ML models, data pipelines, and AI-enabled applications by conducting vulnerability assessments, threat modeling, incident response, and security reviews. Build guardrails, monitoring, detection, access controls, encryption, and data-segmentation measures. Partner with engineering and analytics teams throughout the AI development lifecycle, assess third-party AI tools, document remediation plans, and translate emerging threats such as prompt injection, data poisoning, jailbreaks, and model-supply-chain risks into practical mitigations.

Develop and maintain PHP-based WordPress hosting platforms and products. Own features end to end, diagnose performance across application and infrastructure layers, write automated tests, modernize systems, improve deployment tooling, participate in code reviews, mentor engineers, and document decisions. The role requires deep WordPress and PHP expertise, Linux and hosting-stack knowledge, shell scripting, database and caching performance skills, and the ability to work autonomously on a globally distributed remote team.

Build ngrok’s foundational security engineering program, including security tooling, CI/CD guardrails, secrets scanning, vulnerability tracking, cloud security, risk assessments, AI security policies, detection capabilities, and incident response. Partner with engineering and leadership to establish security controls, automation, metrics, and reusable internal security platforms.

Own product and application security for a multi-tenant insurance platform. Responsibilities include secure SDLC, security-focused code review, application security, tenant isolation, cloud security posture, supply-chain controls, penetration testing, threat modeling, vulnerability management, incident response, and SOC 2 compliance readiness.

Leads product strategy, roadmap, pricing, security product direction, AI governance, integrations, regulatory capabilities, customer discovery, launches, and product team development. Partners with Engineering, Research, Sales, Marketing, Finance, and executives to improve retention, expansion, win rate, margin, and enterprise adoption. Owns detection quality, deployment models, secure-by-design requirements, compliance certifications, competitive positioning, and board-level product communications.

Monitor and coordinate live marketplace operations, ensuring staffing shifts run smoothly and workers receive timely support. Manage worker communications, attendance, clock-in and clock-out accuracy, issue resolution, and customer expectations. Identify process and tooling improvements, support worker vetting and forward-filling, create standard operating procedures, and help workers use the company app. The role requires flexible rotating shifts, including mornings, evenings, weekdays, and weekends.

Lead the architecture, security, and operation of Maestro’s multi-tenant AI platform on private GKE. Build Kubernetes operators, isolated per-user runtimes, identity and credential systems, service-mesh security, Terraform infrastructure, CI/CD, observability, audit pipelines, fleet operations, and human approval guardrails. Partner on safe agent integrations, establish platform and security standards, mentor engineers, and guide infrastructure strategy as the system scales.