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Position Summary:
Prestige Trucking Insurance is seeking a Senior Automation Engineer (AI, Systems & Infrastructure) to design, build, and own the automation systems that will fundamentally transform how the company operates. This role focuses on eliminating manual, repetitive, and errorprone workflows across insurance operations by implementing robust, scalable automation solutions. This is a seniorlevel role with full ownership over automation strategy and execution. The Senior Automation Engineer will work directly with leadership and internal teams to understand real insurance workflows and replace them with wellengineered automation systems. Automation at Prestige is not a side initiativeit is a critical pillar of how the business will scale. The ideal candidate brings deep technical expertise, strong insurance agency experience, and the ability to independently identify problems, design solutions, and deliver measurable business impact.
Essential Duties and Responsibilities:
• Design and build endtoend automation systems using Python, APIs, AI, and cloud infrastructure
• Replace manual workflows across submissions, quoting, renewals, endorsements, policy servicing, and carrier portals
• Automate workflows involving email ingestion, PDF processing, OCR, document classification, and web portals
• Build multistep, orchestrated automation pipelines rather than oneoff scripts
• Work directly with internal teams to understand existing processes and redesign them for automation
• Develop and maintain a centralized automation platform with logging, monitoring, error handling, and recovery
• Make architecture and tooling decisions that balance speed, scalability, cost, and longterm reliability
• Implement AI and LLM integrations where appropriate to improve efficiency and accuracy (not as a black box)
• Design systems that interface with carrier portals, agency management systems, and internal tools
• Ensure automation solutions are secure, auditable, and resilient
• Translate business workflows into technical systems with clear documentation
• Define timelines, milestones, and execution plans for automation initiatives
• Continuously identify inefficiencies and propose automation opportunities across departments
Knowledge / Skills / Abilities (KSA’s):
Minimum Qualifications:
Required
• 7+ years of experience in software engineering, automation engineering, or systems engineering
• Proven experience designing and building productionquality automation systems
• Strong Python expertise with backend and automation system design
• Experience with API integrations and systemtosystem connectivity
• Experience with web automation (Playwright, Selenium, or equivalent)
• Experience with PDF parsing, OCR, and email processing
• Experience implementing AI or LLMbased automation with strong system understanding
• Experience with cloud platforms (AWS and/or Google Cloud)
• Direct experience working within insurance agencies or insurance operations
• Strong understanding of insurance workflows and carrier interactions
• Ability to work fully onsite in Tamarac, FL
Preferred
• Experience designing centralized automation platforms or internal tooling ecosystems
• Experience building monitoring, logging, and observability into automation systems
• Experience working with sensitive or regulated data environments
• Experience modernizing legacy or highly manual industries
• Experience working closely with business leadership on operational transformation
• Familiarity with workflow engines, task queues, or eventdriven architectures
Physical Demands and Work Environment:
• Onsite role based in Tamarac, FL
• Officebased with standard business hours
• Extended hours may be required during major workflow rollouts or system migrations
• Frequent use of computers and technical tools for system design and development