Realityworks, Inc · 1 month ago
Director of Technology Services Operations
RW Thrive is a growing, employee-owned company focused on innovative educational technology solutions. The Director of Technology Services Operations will lead technology operations, oversee product-focused technology solutions, and drive initiatives to enhance operational excellence and innovation.
FitnessHealth CareInformation Technology
Responsibilities
Leads and scales product technology service operations, including DevOps, Cloud service KPI’s and security/compliance automation, auditing and policy implementation and publishing
Helps lead and support software and solution design organizational structures and frameworks (e.g., Agile, SAFe, Lean) that drive efficiency, quality, and continuous improvement
Intersects and assists with over-seeing software development activities and cloud infrastructure services deployment, to ensure enforcement of standards, and good operating processes through the lifecycle of all tech products
Ensures performance, reliability, security, compliance, and privacy requirements are met and managed proactively
Drives achieving and publishing standards required for software and cloud services consumed by customers, aligned to industry and common frameworks (e.g., ISO27001, SOC2, PCI, HIPAA, GDPR, FERPA, COPPA, WCAG)
Champion agile project management, DevOps automation (CI/CD, infrastructure as code), and standardized SDLC processes to accelerate delivery and maintains budgetary guardrails
Collaborates, leads and mentors high-performing cross functional teams, fostering professional growth and aligning team objectives with organizational goals
Builds and manages budgets, vendor relationships, and strategic partnerships to maximize ROI and operational effectiveness
Participates in establishing cloud services strategies (e.g., Azure, AWS), business continuity, and disaster recovery planning
Establishes and monitors key performance and scaling indicators (KPIs) for operational excellence, customer satisfaction, and product quality
Participates in product technology transformation initiatives; including solution modernization, technical debt reduction, and adoption of emerging technologies (e.g., AI integrations)
Acts as key liaison for escalations and prioritizations of focus around technology enabled product development and operations
Qualification
Required
10+ years of progressive technology leadership experience, including direct oversight of DevOps, IT operations, and software engineering teams
Demonstrated success in scaling solutions and operations in high-growth SaaS and distributed computer solutions
Deep expertise in agile methodologies (Scrum, Kanban, SAFe), DevOps frameworks, and digital transformation
Proven ability to deliver measurable results, such as increased revenue, improved uptime, and successful compliance certifications
Solid understanding in systems architecture, cloud infrastructure, automation, and security best practices
Experience managing budgets, complex projects, and collaborating with cross-functional teams
Excellent communication, coaching, and stakeholder management skills
Hands-on knowledge of modern tech stacks (Java, .NET, JavaScript frameworks, Kubernetes, Ansible, Chef)
Track record of successful vendor and partner management
Preferred
Relevant certifications (e.g., PMP, SAFe Agilist, CSM, CSPO) are highly desirable
Experience with ITIL/ITSM, business intelligence, and performance analytics
Familiarity with regulatory compliance in education, healthcare, or financial services
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