Teaching Strategies, LLC

• Design, build, test, and maintain full stack product capabilities for family billing and related back-office workflows, including invoices, payments, billing accounts, center administration, billing solution management, reporting, and operational support tooling. • Develop backend services, APIs, task processing, and business logic primarily in Python, following existing application patterns for authorization, data access, transactions, deferred work, and service boundaries. • Build and improve web application experiences using the existing frontend stack, with attention to usability, performance, accessibility, and maintainable client-side code. • Make pragmatic, informed decisions about technical debt, refactoring, sequencing, and tradeoffs, especially in areas where billing accuracy, data integrity, and customer trust matter. • Partner with product, design, QA, customer-facing teams, and non-technical stakeholders to shape solutions that are technically sound and aligned with center and family needs. • Use AI-assisted development throughout the delivery lifecycle, including requirements analysis, technical planning, implementation, testing, debugging, code review preparation, documentation, and release readiness. • Apply CLI-based prompt and guided AI workflows, and use fully agentic flows where appropriate, while maintaining strong engineering judgment, security awareness, and accountability for the final output. • Help define, evaluate, and improve team practices for effective AI use, including where AI should accelerate work, where human review is essential, and how the team should share reusable prompts, workflows, and lessons learned. • Seek input from architecture, design, security, infrastructure, or specialized domain experts when needed, and incorporate that guidance into practical delivery plans. • Improve quality and reliability through automated tests, clear monitoring signals, careful rollout practices, and thoughtful handling of edge cases in billing and payment flows. • Build cross-product and cross-service technical knowledge so billing and back-office capabilities integrate cleanly with family engagement, center administration, account, admin, and reporting workflows. • Participate in team planning, estimation, incident response, production support, and continuous improvement of engineering practices.

• Improve collaboration and execution across Product and Engineering for complex, cross-team initiatives • Operate as an organizational leader for technical delivery • Influence leaders without direct authority • Create clarity amid organizational ambiguity • Implement AI-enabled improvements to SDLC or engineering operations • Leverage AI to improve software delivery, engineering workflows, planning, reporting, decision-making, and product development processes • Own end-to-end delivery for large, cross-team initiatives, ensuring alignment from planning through release • Manage cross-team dependencies, identify execution risks early, and drive mitigation plans • Deliver concise executive updates focused on decisions, tradeoffs, and business impact • Provide recommendations and not just status reports • Engage with engineering teams to understand system architecture, constraints, and tradeoffs and challenge technical assumptions while respecting engineering ownership • Translate technical complexity into clear insights for stakeholders and leadership • Escalate issues at the appropriate time with context and actionable recommendations • Support planning processes including roadmap alignment and execution planning • Identify gaps in execution and drive improvements in delivery processes

• 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.

• Supports and/or manages the full sales cycle for assigned accounts and programs, from prospecting and discovery through product demonstrations, proposals, negotiations, and closing. • Builds and maintains strong relationships with existing and prospective customers, including educators, administrators, and program leaders, to understand their needs and provide tailored solutions. • Engages marketing-generated leads, qualifies opportunities, and executes strategic outreach campaigns to generate pipeline and drive bookings. • Builds and expands customer relationships by understanding customer needs, identifying solution opportunities, and delivering tailored recommendations that support customer success. • Identifies opportunities to cross-sell Teaching Strategies' products and services to existing and former customers through proactive outreach, product demonstrations, and relationship building, enhancing the customer experience while driving additional revenue. • Conducts outreach to schedule and lead discovery calls, product demonstrations, and sales meetings for assigned accounts and opportunities. • Meets and exceeds individual sales targets while contributing to overall team bookings and revenue goals. • Develops a deep understanding of Teaching Strategies' product offerings and effectively communicates their value to customers. • Utilizes CRM tools to track customer interactions, sales activities, pipeline, and campaign performance while maintaining accurate account records. • Occasional domestic travel.

• 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.

• Oversee the daily administration of the company's health and welfare programs, including medical, dental, vision, life insurance, short-term disability, long-term disability, flexible spending accounts (FSA), health savings accounts (HSA), and retirement programs. • Serve as the primary operational owner of employee benefit programs and ensure efficient and compliant program administration. • Partner with brokers, carriers, vendors, and internal stakeholders to maintain competitive and effective benefit offerings. • Act as the primary escalation point for complex employee benefit questions and issue resolution. • Ensure compliance with applicable federal, state, and local regulations, including ERISA, ACA, COBRA, HIPAA, and other benefits-related requirements. • Monitor regulatory changes, assess organizational impact, recommend actions, and implement necessary updates. • Manage monthly benefit billing, reconciliations, audits, and vendor reporting. • Lead benefit plan renewals, annual open enrollment activities, employee communications, and implementation of new benefit programs. • Configure and maintain benefit plans within the HRIS system. • Partner with brokers and vendors to review utilization, claims, and program performance and provide recommendations for continuous improvement. • Support budget planning by providing benefits data, analysis, and insights. • Support the organizations compensation programs by conducting market pricing and benchmarks to ensure compensation remains competitive and aligned with business objectives. • Support the overall administration and continuous improvement of People Operations programs, processes, and systems. • Serve as a key administrator for the company's HRIS platform, ensuring data integrity, system accuracy, and efficient workflows. • Partner with Payroll and Finance to support employee lifecycle transactions and payroll-related processes. • Develop and maintain standard operating procedures, documentation, and process improvements. • Identify opportunities to streamline and automate People Operations processes to improve efficiency and employee experience. • Provide guidance and support to People Operations team members on complex employee issues, policies, and procedures. • Develop and maintain People Operations dashboards, reports, and workforce metrics. • Track and analyze key people metrics, including headcount, turnover, retention, recruiting activity, benefits utilization, compensation, and employee demographics. • Translate workforce data into meaningful insights and recommendations for People Team and business leaders. • Support monthly, quarterly, and annual reporting requirements. • Assist with workforce planning, budgeting, and organizational reporting initiatives. • Ensure accuracy and integrity of employee and organizational data. • Manage relationships with benefit providers, brokers, retirement vendors, and People Operations partners. • Coordinate vendor implementations, renewals, audits, and ongoing performance reviews. • Support internal and external audit requests related to benefits, HRIS, and employee data. • Maintain compliance documentation and ensure operational readiness for audits and regulatory reviews. • Provide day-to-day leadership, coaching, and support to direct reports. • Establish goals and priorities for the People Operations team. • Foster a culture of accountability, service excellence, continuous improvement, and collaboration. • Support professional development and growth opportunities for team members.

• Must reside in Florida, preferably North Central Florida, as the territory is Central Florida through the Panhandle • Develops territory plan designed to build diversified and meaningful pipeline and to achieve monthly, quarterly, and annual revenue goals • Achieves monthly, quarterly, and annual revenue goals for the assigned territory • Builds, maintains, and develops knowledge to become an expert on Teaching Strategies' solutions as well as the competitive landscape for early childhood development • Responsible for the full cycle of the sales process; balances time effectively with the right mix of prospecting, planning, presenting, negotiating, and closing • Accurately manages sales pipeline in Salesforce.com while providing sales opportunities to reflect product, dollar amount and estimated close dates • Utilizes Salesforce.com to track all sales activity and customer/prospect correspondence for given territory • Provides monthly forecast and sales projections to Sales Team Director • Maintains existing relationships with customers and channel customer feedback appropriately • Hosts online presentations and demonstrations as well as face-to-face meetings • Communicates on a regular scheduled basis with major clients within the territory; timely follow up to all phone and email communications regarding potential sales opportunities • Represents Teaching Strategies at exhibits, conferences, events in territory • Increases market leadership capacity and ensures the development of long-term customer partnerships • Works across departments to establish shared goals and cross-functional initiatives in support of sales and company priorities

• Supports the development and submission of strategic proposal opportunities for state agencies, districts, and other prospective customers. • Coordinates proposal schedules, work plans, milestones, and internal review processes to ensure timely completion of proposal deliverables. • Reviews solicitation documents, identifies proposal requirements, and assists in the development of proposal outlines, compliance matrices, and submission plans. • Reads and understands RFPs and other forms of competitive opportunities from clients and prospective clients. • Maintains proposal action item lists and follows up to ensure assignments are completed and deadlines are met. • Works with the Sr. Director of RFPs and subject matter experts to gather, organize, and develop proposal content. • Assists with proposal writing, editing, proofreading, and formatting to ensure consistency, compliance, accuracy, and quality throughout the proposal lifecycle. • Organizes proposal content and information in the format requested in solicitations and in accordance with company standards. • Coordinates with internal stakeholders across Sales, Product, Marketing, Finance, Customer Success, Legal, and other departments to collect proposal inputs and supporting documentation. • Supports cross-functional collaboration through the use of project management software and data analysis tools. • Arranges delivery and submission of proposals. • Maintains electronic files, proposal content, status trackers, submission records, and supporting documentation related to Public Policy and RFP activities. • Identifies contracting opportunities and participates in the screening and prioritization process for bid/no-bid decisions. • Supports special projects and strategic initiatives as assigned. • Provides administrative support for Legal activities that support customer contracting, vendor onboarding, and proposal processes. • Assists with the collection, organization, tracking, and maintenance of legal, contractual, and company records, files, trackers, and supporting documentation. • Assists with coordination of internal stakeholders to gather information and support documentation requests as needed. • Supports special projects and other administrative activities as assigned.

• Develops territory plan designed to build diversified and meaningful pipeline and to achieve monthly, quarterly, and annual revenue goals • Achieves monthly, quarterly, and annual revenue goals for the assigned territory • Builds, maintains, and develops knowledge to become an expert on Teaching Strategies' solutions as well as the competitive landscape for early childhood development • Responsible for the full cycle of the sales process; balances time effectively with the right mix of prospecting, planning, presenting, negotiating, and closing • Accurately manages sales pipeline in Salesforce.com while providing sales opportunities to reflect product, dollar amount and estimated close dates • Utilizes Salesforce.com to track all sales activity and customer/prospect correspondence for given territory • Provides monthly forecast and sales projections to Sales Team Director • Maintains existing relationships with customers and channels customer feedback appropriately • Hosts online presentations and demonstrations as well as face-to-face meetings • Communicates on a regular scheduled basis with major clients within the territory; timely follow up to all phone and email communications regarding potential sales opportunities • Represents Teaching Strategies at exhibits, conferences, events in territory • Increases market leadership capacity and ensures the development of long-term customer partnerships • Works across departments to establish shared goals and cross-functional initiatives in support of sales and company priorities

• 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