Head of Software Development, Realityworks AI

RealityworksEau Claire, WI
$159,000 - $238,000Remote

About The Position

Realityworks AI is seeking a Head of Software Development to lead the technical vision, strategy, and delivery of an innovative software portfolio across Realityworks, CreXo, and Realityworks AI. This leadership role will shape the future of AI-powered learning and workforce solutions by integrating cloud applications, embedded systems, physical products, and simulation technologies. The Head of Software Development will drive software architecture, AI strategy, engineering excellence, and product delivery, leading the Quality & Validation, Simulation Systems, and Embedded Design teams, and guiding engineering partners. The role requires balancing innovation with execution to create meaningful customer impact.

Requirements

  • Bachelor’s degree in Computer Science, Software Engineering, Computer Engineering, Electrical Engineering, or a related technical discipline; an equivalent combination of education and progressively responsible software engineering experience will also be considered
  • 8+ years of software engineering experience
  • Demonstrated experience directing outsourced/offshored engineering teams at scale
  • Experience with SaaS platforms and cloud architectures
  • Strong understanding of modern AI/LLM technologies

Nice To Haves

  • Medical simulation, healthcare technology, EdTech, or training systems experience
  • Experience with conversational AI, speech technologies, or local AI deployments
  • Familiarity with hardware/software integration environments
  • Experience scaling products from prototype to commercial deployment

Responsibilities

  • Owns the technical architecture, platform roadmap, and engineering standards across cloud applications, embedded systems, physical products, and simulation technologies
  • Defines and executes the organization's AI software strategy, including LLMs, SLMs, speech technologies, computer vision, and intelligent agents
  • Leads software delivery and release execution across all product lines, ensuring alignment with business priorities and product roadmaps
  • Builds and protects the company's differentiated technical IP, including patient-state modeling, grading engines, clinical scenario modeling, and AI training-data pipelines
  • Directs and optimizes an elastic network of outsourced engineering partners across product management, software engineering, AI/ML, QA, and DevOps functions
  • Provides leadership and oversight to the Quality & Validation, Simulation Systems, and Embedded Design teams
  • Establishes scalable engineering processes, development standards, platform strategies, and technology roadmaps that support long-term growth
  • Partners with product, clinical, hardware, AI, and customer-facing teams to evaluate opportunities, prioritize investments, and deliver innovative customer solutions
  • Performs other duties as assigned

Benefits

  • Employee Stock Ownership Plan (ESOP): 100% company-funded and designed to grow in value as we succeed together
  • Health, Dental, and Life Insurance: Comprehensive coverage to support your well-being
  • 401(k) Retirement Plan: With company match up to 6%
  • Generous Paid Time Off: Over 20 days annually, plus 10 paid holidays
  • Wellness Incentives: Gym reimbursement and healthy living rewards
  • Family-Friendly Benefits: Paid maternity, paternity, and adoption leave
  • Flexible Spending Accounts: Including dependent care coverage
  • Disability Coverage: Long-term and short-term
  • Education Support: Tuition assistance for continued learning
  • Community Engagement: Paid volunteer time and donation matching
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