Top Remote Entry Level Jobs in Cleveland, OH

Lead finance transformation advisory work for a major U.S. healthcare and health insurance organization. Facilitate workshops with CFOs and senior finance stakeholders, define a future-state finance operating model and platform architecture, assess processes and controls, connect Finance with Actuarial, Risk, Operations, Data, and Technology, and develop transformation roadmaps incorporating automation, analytics, and AI.

The Analyst / Case Manager serves as the primary client liaison across multiple high-stakes security engagements. Responsibilities include coordinating cyber, physical security, investigative, psychosocial, legal, and crisis-management services; tracking milestones and blockers; maintaining confidential case documentation; managing client communications; escalating risks; and improving operational processes. The role requires empathy, discretion, sound judgment, strong organization, and flexibility to work occasional evenings, weekends, and travel.

Design and scale reinforcement learning environments for cybersecurity tasks using verifiable rewards. Build automated vulnerability verification pipelines, sandboxes, test harnesses, telemetry, and low-level instrumentation. Integrate Bugcrowd Mayhem and vulnerability feeds, support large-scale distributed RL workflows, and evaluate AI agents performing fuzzing, exploitation, remediation, and patch validation. The role requires Python and C development, Linux debugging, reproducible builds, security research, and familiarity with reinforcement learning and benchmark environments.

Fully remote DoD SkillBridge opportunity supporting booking and sales, marketing, special projects, major event operations, roster operations, and IT administration. The role assists with Microsoft 365, Jira, workflow automation, and AI-driven efficiency initiatives. Applicants must meet DoD SkillBridge eligibility requirements, including active-duty service, required service duration, proximity to separation, and unit commander approval.

Own and improve SafetyWing’s AI support agent in Intercom Fin by maintaining product knowledge, refining guidance and handoffs, analyzing performance, testing changes, and identifying expansion opportunities. The role coordinates with policy, Product, Engineering, Compliance, and Customer Care teams; evaluates emerging AI support capabilities; manages workflows and procedures; and reports performance insights to leadership.

Develop and maintain full-stack healthcare applications using Java, Spring Boot, Angular, and TypeScript. Build APIs, data models, user interfaces, and automated testing suites while optimizing data operations for scalability, performance, integrity, and security. Scope and deliver medium-to-large features, reduce technical debt, contribute to system design, and support team members in a remote-first environment.

Respond to customer inquiries through email, chat, and phone; provide accurate updates; track and resolve issues; escalate complex cases; maintain CRM and support records; identify recurring problems; and coordinate internal handoffs. The role emphasizes empathy, professionalism, organization, clear communication, and timely follow-through in a remote environment.

Develop, implement, and deploy scalable machine learning models for healthcare solutions. Collaborate cross-functionally to integrate models, analyze data to improve performance, ensure data quality, and stay current with ML advancements to support patient care and operational efficiency.

Develops, deploys, and optimizes GPT-based tools that improve sales productivity. Responsibilities include building custom GPTs, managing an AI roadmap, creating prompts and workflows, driving adoption through training, measuring impact, prioritizing AI use cases, and integrating solutions with operational systems. The role partners across Sales, Operations, Enablement, IT, and Marketing to reduce manual work and improve revenue-generating capacity.

Conduct remote phone-based premium audits for workers’ compensation and general liability insurance policies. Obtain payroll and accounting records from policyholders, evaluate classifications and exposure amounts, manage assignments through a web-based system, and ensure accurate, compliant, customer-focused audit completion.