Role Description Accepting applications for the 2026-2027 school year. Working from your secure and distraction-free home office, certified Special Education Substitute Teachers will support the learning program for students in Connections Academy schools across the country. Using the telephone, Internet and various curriculum tools, the Special Education Substitute Teacher will consult frequently and regularly with students, Learning Coaches and school personnel to ensure that each child successfully completes his/her instructional program. The Special Education Substitute Teacher will act as teacher of record at various Connections Academy schools during periods of short- or long-term absences or vacancies ranging from, but not limited to, 2-20 weeks, with the average assignment being 8-12 weeks in length. This is a part-time position with no benefits. The duties of a Substitute Teacher include, but are not limited to: - Be online and available to students, parents, and school staff Monday through Friday from 8:00 am to 4:00 pm in the time zone of the school. - Communicate with parents, students and other teachers on a regular basis to develop and update individualized learning plans and schedules, provide feedback on student work, suggest instructional approaches and strategies, monitor completion of assignments, and verify student learning. - Complete all grading, generate progress reports, and conduct parent conferences in a timely manner, as instructed by the school. - Support the instructional program through a combination of synchronous and asynchronous web conferencing sessions (LiveLessons). - Support students and parents with alternate instructional strategies, and assistance with daily assignments and projects. - Keep student records and data up to date, including cumulative files, online student and family information, attendance accounting, and student logs. - Work with counselors and special educators to ensure that individual student needs are met, providing frequent updates on student behaviors and activities in the classroom. - Actively check email to remain informed of upcoming assignments and important Substitute Services updates when not on assignment. - Meet at least monthly with an assigned Substitute Services supervisor via video conferencing software, whether on or off assignment. - Complete required professional learning targeted at individual needs throughout the year. - Maintain active certifications. Qualifications - Highly qualified and certified to teach Special Education in Oregon. - Multiple state certifications are a plus. - Ability to obtain certification in other states as needed. - Bachelor’s degree or higher. - Maintain a dedicated, distraction-free home working environment where all business activities will occur. - Excellent communication skills, both written and oral. - Demonstrated ability to work well in a fast-paced environment that requires significant flexibility, effective prioritization of tasks, self-direction, and creativity. - Understanding of IEP/504 plans and how they can be implemented in a virtual setting. - Excellent attention to detail, and strong time management and organizational skills. - Proven commitment to student achievement. - Strong technology skills (experience with learning management systems, Microsoft Office programs, and Google Apps preferred). - Reliable, high-speed internet access. - Microsoft OS- and Microsoft Office-equipped computer required (PC preferred). - Customer-focused approach and team-player track record. - May not provide care for others during normal school hours while on assignment. Alternative care arrangements must be made. - May not be employed in another job during normal school hours while on assignment. - Complete required orientation and training programs within 30 days of hire, and at the beginning of each school year. - Ability to work occasional evening hours, as needed, to support some families. - Must be able to use a personal electronic device and an email address for two-step authentication.

Role Description Accepting applications for the 2026-2027 school year. Working from your secure and distraction-free home office, certified Substitute Teachers will support the learning program for students in Connections Academy schools across the country. Using the telephone, Internet and various curriculum tools, the Substitute Teacher will consult frequently and regularly with students, Learning Coaches and school personnel to ensure that each child successfully completes his/her instructional program. The Substitute Teacher will act as teacher of record at various Connections Academy schools during periods of short- or long-term absences or vacancies ranging from, but not limited to, 2-20 weeks, with the average assignment being 8-12 weeks in length. This is a part-time position with no benefits. Responsibilities - Be online and available to students, parents, and school staff Monday through Friday from 8:00 am to 4:00 pm in the time zone of the school. - Communicate with parents, students and other teachers to develop and update individualized learning plans and schedules. - Provide feedback on student work, suggest instructional approaches and strategies, monitor completion of assignments, and verify student learning. - Complete all grading, generate progress reports, and conduct parent conferences in a timely manner, as instructed by the school. - Support the instructional program through a combination of synchronous and asynchronous web conferencing sessions (LiveLessons). - Support students and parents with alternate instructional strategies, and assistance with daily assignments and projects. - Keep student records and data up to date, including cumulative files, online student and family information, attendance accounting, and student logs. - Work with counselors and special educators to ensure that individual student needs are met. - Actively check email to remain informed of upcoming assignments and important Substitute Services updates. - Meet at least monthly with an assigned Substitute Services supervisor via video conferencing software. - Complete required professional learning targeted at individual needs throughout the year. - Maintain active certifications. Qualifications - Highly qualified and certified to teach one of the following subjects in Washington: Elementary, Special education, Math, Science, English, Social Studies. - Multiple state certifications are a plus. - Ability to obtain certification in other states as needed. - Bachelor’s degree or higher. - Maintain a dedicated, distraction-free home working environment. - Excellent communication skills, both written and oral. - Demonstrated ability to work well in a fast-paced environment that requires significant flexibility. - Understanding of IEP/504 plans and how they can be implemented in a virtual setting. - Excellent attention to detail, and strong time management and organizational skills. - Proven commitment to student achievement. - Strong technology skills (experience with learning management systems, Microsoft Office programs, and Google Apps preferred). - Reliable, high-speed internet access. - Microsoft OS- and Microsoft Office-equipped computer required (PC preferred). - Customer-focused approach and team-player track record. Requirements - May not provide care for others during normal school hours while on assignment. - May not be employed in another job during normal school hours while on assignment. - Complete required orientation and training programs within 30 days of hire, and at the beginning of each school year. - Ability to work occasional evening hours, as needed, to support some families. - Must be able to use a personal electronic device and an email address for two-step authentication.

Role Description This role is the execution engine for all customer-facing technical training, responsible for delivering training during implementation, supporting customers through the onboarding experience, and producing and maintaining the technical content assets that support learning at every stage of the customer journey. This is a collaborative, customer-facing role that sits at the intersection of product knowledge, instructional delivery, and cross-functional partnership. The right person is comfortable in front of customers, works well across teams, and takes pride in producing clear and accurate technical content. You will work closely with the L&D Manager and operate within an established program structure, standards, and strategy. - Deliver technical product training and facilitate sold training packages to customers, both virtually and in person, adapting delivery to the technical proficiency of each audience. - Produce and maintain Iorad videos, technical product walkthroughs, and develop customer-facing workflow guides and technical documentation. - Partner with Implementation, Customer Success, and Solutions Engineering teams to ensure training is aligned with the customer's onboarding timeline and goals. - Collaborate with the L&D Manager and internal SMEs to translate product releases and changes into updated training experiences and content. - Maintain accuracy, consistency, and quality across all technical production assets in learning platforms like LearnUpon, adhering to established content standards. - Travel 20% for onsite customer classroom sessions and implementation kickoffs. Qualifications - Experience delivering technical or product training to customers or end users in a SaaS environment. - Comfort facilitating live training sessions, both virtually and in person, for varying audience sizes and technical backgrounds. - Experience producing technical content such as Iorad videos, screen recordings, or step-by-step technical walkthroughs. - Strong cross-functional collaboration skills—you know how to work with Implementation, Customer Success, and Product teams without losing momentum. - High attention to detail and ability to follow established content standards consistently. - A strong track record of problem solving and a “roll up your sleeves” mentality. - Actively using AI tools to improve the quality and speed of your work, and can speak to specific ways you've integrated them into how you get things done. Requirements - Nice to have experience in Insurtech or compliance-adjacent industries. - Familiarity with AgentSync or insurance distribution and licensing workflows. - Experience supporting customer implementations or onboarding programs. - Experience working in a lean team or startup environment. Benefits - 💰 $85K-$100K base salary - 💲 Annual company bonus program - ⚖️ Equity in the form of stock options - 🏥 Medical - Cigna plans with 100% employer paid premiums on 2 plan options - 🦷 Dental - 100% paid premium plan for you and your dependents - 👁️ Vision - 100% paid premium plan for you and your dependents - 📔 Employee Assistance Plan - 🏦 401(k) retirement savings plan - 🤒 HSA employer contributions - 🌴 Flexible PTO - 📆 12 paid holidays per year - 🍼 12 weeks parental leave w/generous return to work stipend

• Create, manage, and maintain complex training schedules, records, trackers, dashboards, and reporting within Excel to support daily training operations and leadership visibility • Maintain accurate, current, and audit-ready training documentation, records, and reporting to ensure visibility across trainee progress, compliance requirements, and operational readiness • Build, update, and manage Excel-based reporting tools using formulas, filters, sorting, pivot tables, and data validation to support training operations, reporting accuracy, and decision-making • Prepare, maintain, and communicate weekly and monthly reporting summaries, including training status, trainee progress, performance trends, completion results, and operational risks • Partner with trainers to coordinate new hire onboarding, required training sessions, and trainee progression throughout the full training lifecycle • Track training completion and ensure all sessions, documentation, and required records are completed accurately and on time • Proactively communicate delays, gaps, risks, or operational issues impacting training schedules, reporting, or trainee progression, ensuring leadership has clear visibility and timely resolution • Manage and maintain training documentation and shared resources across Excel-based trackers, reporting tools, dashboards, and SharePoint sites • Support continuous improvement efforts by identifying reporting gaps, improving tracker efficiency, and leveraging automation or AI tools where appropriate to strengthen workflow management and operational accuracy • Support operational accountability across the training team by monitoring and following up on outstanding items to ensure reporting, documentation, and required records remain accurate and up to date • Support additional training operations needs and special projects as assigned