Teaching Strategies, LLC

• Partner with platform leadership to evolve the internal developer platform toward an AI-first model • Translate strategic direction into practical, scalable implementations • Help shape platform capabilities through hands-on engineering and technical input • Design and implement self-service infrastructure systems that abstract away cloud complexity • Build APIs, CLIs, and developer-facing tools that enable infrastructure provisioning without requiring deep cloud expertise • Introduce AI-assisted interfaces (CLI, chat, UI) for provisioning, debugging, and operations • Design, build, and operate secure, multi-tenant Amazon EKS clusters • Contribute to platform architecture, scalability, cost optimization, and reliability • Implement policy, networking, and workload isolation best practices • Build systems that interpret infrastructure signals (logs, metrics, events) and provide actionable insights • Develop AI-assisted workflows for incident triage, root cause analysis, and runbook generation/execution • Enable human-in-the-loop automation for safe and controlled remediation • Build platform SDKs, CLIs, and service templates that standardize infrastructure consumption • Contribute to AI-powered copilots and assistants that improve developer productivity • Enable natural language interaction with platform services where appropriate • Implement reusable infrastructure patterns and opinionated defaults • Encode security, scalability, and compliance into platform tooling • Extend Infrastructure as Code practices (e.g., OpenTofu) with abstraction and validation layers • Implement logging, metrics, and tracing across platform systems • Leverage AI to detect anomalies, summarize system behavior, and surface actionable insights • Contribute to systems that move from visibility to guided action • Contribute to platform instrumentation and feedback loops • Use data and developer feedback to improve usability, performance, and adoption • Continuously refine platform capabilities based on real-world usage • Work closely with application teams, SREs, and security engineers • Support platform adoption through strong technical partnership • Provide mentorship and guidance to engineers where needed

• Serve as the primary owner of macOS management through JAMF Pro, including enrollment, configuration profiles, policies, and patching. • Manage iOS/iPadOS fleets using Apple Business Manager and JAMF/Intune with automated deployment and supervision workflows. • Administer Windows endpoints through Intune, managing configuration profiles, compliance policies, updates, and provisioning. • Use Intune and JAMF to package, deploy, update, and monitor applications such as Slack, Microsoft 365, Zoom, SentinelOne, Chrome, Firefox, Edge, Safari, and other business software. • Maintain a structured application lifecycle and ensure timely patching aligned with security and compliance requirements. • Automate routine or repetitive tasks using platform-native tools and scripting. • Implement and maintain device compliance policies, encryption standards, threat protection settings, and endpoint security baselines. • Work closely with Information Security to ensure alignment with corporate standards and respond to endpoint-related risks. • Act as the senior escalation point for complex endpoint issues across macOS, Windows, and mobile platforms. • Collaborate with Helpdesk, IT, and InfoSec teams to solve configuration challenges and improve fleet reliability and security. • Maintain accurate device inventory, automated provisioning workflows, and documentation for configurations and procedures. • Identify and implement improvements to endpoint reliability, automation, and user experience.

• Provide "White Glove" customer service to ensure that we're providing customers with an excellent Onboarding experience • Manage implementation and onboarding of all new and renewing partners • Understand and anticipate customer's needs • Identify decision makers, stakeholders, and users for the customer • Deliver engaging, comprehensive trainings to customers and ensure customer readiness to go live • Develop product knowledge expertise in order to guide customers to realize value quickly • Project manage new client implementations via email, phone, and web-based tools • Track implementation tasks against a schedule and coordinate with internal staff to ensure goals are met on a timely basis • Take a proactive data driven approach by ensuring that customer adoption and usage metrics track with expectations. • Identify churn risks and develop proactive plans to increase customer retention. • Conduct onboarding webinars for multiple customers with expert presentation skills. • Performance will be measured by overall customer satisfaction metrics as well as retention rates. • Work closely with our sales team to manage the life of our accounts post-sale through renewal- Answer or delegate ongoing questions from clients. • Provide ongoing feedback to the Implementation team lead and department head on ways to improve client onboarding and implementation success • Work with the Support and development teams on improving the product based on customer feedback • High level customer support and communication. Must be comfortable answering customer questions and guiding them to answers.

• Lead and support engineering teams delivering scalable, high-quality SaaS products and platform services. • Drive fast, iterative, and customer-focused delivery through close collaboration with Product Managers. • Foster a culture of ownership, accountability, innovation, engineering excellence, and continuous improvement. • Use AI-assisted development and agentic workflows to improve engineering velocity, product quality, operational efficiency, and team effectiveness. • Participate in planning, architecture, technical design, and implementation of new software solutions and platform capabilities. • Guide teams in building scalable, secure, and resilient systems that perform reliably under high traffic and operational load. • Mentor and grow engineers while helping teams adapt quickly to evolving business and technical priorities. • Collaborate with engineering leadership to improve development processes, delivery practices, and organizational effectiveness.

• Partner with Product, Engineering, and Design to deliver high-impact product features that solve customer problems. • Translate product strategy into clear, actionable user stories, requirements, and acceptance criteria. • Own specific features or workflows end-to-end, from discovery through delivery. • Use AI tools to accelerate product development, including requirements definition, prototyping, and documentation. • Support development and iteration of AI-powered features, including evaluating outputs, gathering feedback, and improving user experience. • Engage customers and internal stakeholders to validate concepts and inform prioritization. • Maintain and prioritize the product backlog, balancing features, bugs, and technical debt. • Define, track, and analyze product metrics to measure impact and guide decisions. • Support experimentation and feature validation using data and user feedback. • Contribute to delivering high-quality product increments quickly in a fast-paced, agile environment. • Communicate product updates and technical concepts clearly to both technical and non-technical audiences. • Coordinate and participate in agile ceremonies, representing the voice of the customer. • Support product discovery through research, competitive analysis, and evaluation of emerging AI capabilities. • Partner with Customer Success and Support to incorporate feedback into continuous improvement • Create knowledge base articles, go-to-market materials and participate in training for customer-facing teams.

• Lead and evolve AI-first quality engineering practices across product and platform teams. • Develop and expand agentic engineering capabilities to automate complex workflows, quality validation, and engineering operations. • Drive shift-left engineering practices including automation, risk-based testing, release validation, and continuous quality feedback. • Remain hands-on with automation, validation strategies, debugging, and delivery workflows. • Build and maintain scalable automated testing frameworks using Playwright across UI and API layers. • Use AI-assisted development and agentic workflows to accelerate testing, validation, defect analysis, and engineering productivity. • Partner closely with engineering, product, and leadership teams to improve release confidence and delivery quality.

• Design, develop, and maintain scalable platform services, UI, APIs, and shared application capabilities • Build modern, performant user experiences using React and Next.js • Develop and optimize backend services using Go and PostgreSQL • Design and implement GraphQL APIs and supporting data models • Collaborate with product, design, and engineering teams to deliver secure, scalable, API-driven applications • Contribute to platform architecture, technical design, and engineering standards • Troubleshoot application issues, identify performance bottlenecks, and implement sustainable solutions • Improve developer experience through tooling, automation, and engineering best practices • Participate in code reviews, technical planning, and architectural discussions • Mentor engineers and promote high standards for code quality, testing, and maintainability • Leverage AI-assisted development tools and agentic workflows to accelerate debugging, validation, automation, and delivery • Stay current with emerging technologies, frameworks, and modern software engineering practices

• Define and execute product strategy, vision, and roadmap aligned to company goals. • Lead and coach an Associate Product Manager, focusing on clear ownership and accountability. • Drive delivery across multiple agile teams, ensuring speed, quality, and alignment. • Implement AI-enabled and agentic development practices (e.g., AI-assisted requirements, prototyping, testing, QA) to improve velocity and quality. • Identify and prioritize AI opportunities within center management workflows (billing, enrollment, staffing, & family engagement) to reduce the administrative burden. • Partner with Engineering and Design to use AI capabilities to deliver intuitive, high-value product experiences. • Own prioritization across features, bugs, technical debt, and AI initiatives. • Use data, analytics, and experimentation to guide decisions and improve product performance. • Engage customers to validate solutions and maintain deep understanding of user needs. • Communicate strategy, progress, risks, and outcomes to executive leadership. • Lead successful product launches with clear market impact and adoption.

• Manage implementation and onboarding of all new and renewing partners • Deliver engaging, comprehensive trainings to customers and ensure customer readiness to go live • Develop product knowledge expertise in order to guide customers to realize value quickly • Project manage new client implementations via email, phone, and web-based tools • Track implementation tasks against a schedule and coordinate with internal staff to ensure goals are met on a timely basis • Take a proactive data driven approach by ensuring that customer adoption and usage metrics track with expectations. • Identify churn risks and develop proactive plans to increase customer retention. • Performance will be measured by overall customer satisfaction metrics as well as retention rates. • Work closely with our sales team to manage the life of our accounts post-sale through renewal- Answer or delegate ongoing questions from clients. • Provide ongoing feedback to the Implementation team lead and department head on ways to improve client onboarding and implementation success • Work with the Support and development teams on improving the product based on customer feedback • High level customer support and communication. Must be comfortable answering customer questions and guiding them to answers. • Adapt to evolving program implementation goals while effectively managing competing priorities and delivering high-quality work within tight timelines

• Leads monthly benefits reconciliations across all benefit plans (medical, dental, vision, FSA/HSA, 401(k), etc.) • Partners with Payroll and Finance to ensure accurate deductions, employer contributions, and vendor billing • Investigates and resolves discrepancies, ensuring timely and accurate corrections • Develops and maintains reconciliation processes, controls, and documentation to support audit readiness • Provides monthly reporting and insights on benefits spend, trends, and variances • Provides support in managing the financial and operational oversight of the company’s self-insured medical plan • Reviews and analyzes claims data, stop-loss coverage, and funding levels • Partners with brokers, TPAs (Third-Party Administrators), and carriers to monitor plan performance and cost drivers • Tracks and reconciles claims funding, administrative fees, and stop-loss reimbursements • Identifies trends and recommends strategies to manage costs and improve plan efficiency • Analyzes benefits utilization, enrollment trends, and cost drivers to inform strategy • Works with the Director of People Operations to build dashboards and reports to provide visibility into benefits performance • Supports forecasting and budgeting processes related to benefits spend • Provides insights and recommendations to People Ops and leadership • Partner with Finance during the monthly and quarterly close process to ensure accurate accounting of benefits-related expenses and liabilities • Prepare and validate journal entries related to benefits costs, including claims funding, stop-loss premiums, and administrative fees • Reconcile benefits-related general ledger accounts and support variance analysis • Monitor and manage claims funding requirements, ensuring appropriate cash flow for self-insured plan obligations • Partner with Finance to track timing of large claims, stop-loss reimbursements, and vendor payments • Provide visibility into short- and long-term funding needs • Serves as a key point of contact for benefits vendors, brokers, and administrators • Ensures vendor invoices align with contractual terms and enrollment data • Supports vendor performance reviews and issue resolution • Assists in annual open enrollment planning and execution • Owns carrier file processes, including testing, data reconciliation, and diagnosing data file issues to drive timely resolution. • Assists in annual open enrollment planning and execution, including carrier implementation, ensuring system readiness, data accuracy, and smooth execution of enrollment processes • Ensures compliance with all applicable regulations (ERISA, ACA, HIPAA, COBRA, etc.) • Supports audits, filings (e.g., Form 5500), and documentation requirements • Maintains accurate plan documentation, controls, and reporting processes