Head of Software Development, RW Thrive

Join Our Team at RW Thrive!

Who We Are
RW Thrive is the parent organization of three innovative companies making an impact through education and technology: Realityworks, known for experiential learning tools used in classrooms worldwide; CreXo, a leader in creative robotics education; and Realityworks AI, focused on developing cutting-edge artificial intelligence solutions and education simulations for learners. While RW Thrive may be new to your radar, our companies are well-established in their respective industries. Together, we are committed to empowering learners, educators, and organizations with the tools, technology, and experiences they need to thrive in an ever-evolving world.

The Opportunity

Are you passionate about building technology that makes a meaningful impact? As the Head of Software Development, you will lead the technical vision, strategy, and delivery of an innovative software portfolio spanning Realityworks, CreXo, and Realityworks AI. In this highly visible leadership role, you'll help shape the future of AI-powered learning and workforce solutions by bringing together cloud applications, embedded systems, physical products, and simulation technologies.

As the organization's senior software engineering leader, you'll drive software architecture, AI strategy, engineering excellence, and product delivery while leading the Quality & Validation, Simulation Systems, and Embedded Design teams and guiding a network of engineering partners. Success in this role requires balancing innovation with execution—determining what should be built, when it should be built, and how it should be built to create meaningful customer impact. 

Bring your vision, leadership, and technical expertise to help shape the future of learning, workforce development, and AI-driven solutions.

Why Join Us?

When you join RW Thrive, you become a co-owner in a company that values your contributions and rewards your success. Our employee-centered culture is built on collaboration, innovation, and shared achievement.
 

We offer a robust benefits package, including:

• 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

Compensation

• The expected base compensation range for this position is $159,000 – $238,000 annually, determined by experience, qualifications, and geographic location. This position is eligible to participate in the company’s annual bonus program. 

Work Location 

• Realityworks headquarters is located in Eau Claire, WI. This is a remote position, working from a home office, with occasional in-person visits to headquarters as business needs require. There is no fixed recurring in-office schedule. Candidates must reside in one of the following states: Florida, Indiana, Kansas, Massachusetts, Minnesota, North Carolina, Pennsylvania, Rhode Island, South Carolina, Texas, Virginia, or Wisconsin

Key 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 

What You’ll Bring

• 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

Desired Qualifications

• 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 
   

Travel Requirements

• Occasional (<10%) domestic and international travel for customer meetings, vendor and partner engagements, and tradeshows

Learn More

• Explore our mission and the impact we’re making in education at www.realityworks.com and crexo.com.

RW Thrive is an Equal Opportunity Employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.