Field Representative Scheduling Lead

Job Type: Regular Work Location: Remote - OK - CST Overview: 2020 Companies is currently looking for a Scheduling Lead to join our Shared Services Team! The Scheduling Lead plays a critical role in supporting daily field operations by coordinating schedules, maintaining coverage, and ensuring clear, accurate communication across teams. This position works closely with Scheduling Coordinators, Team Leads, Market Leads, and internal partners to support field representatives and ensure smooth operations in a fast-paced, dynamic environment. The Scheduling Lead helps maintain workflow continuity, proactively addresses scheduling challenges, and supports overall operational efficiency. This role is ideal for someone who is highly organized, detail-oriented, solutions-focused, and enjoys working with people while managing multiple priorities and moving parts throughout the day. Our Benefits: Receive a competitive hourly rate, paid weekly Work remotely, from home Health/Dental/Vision benefits 401K Program with matching Paid Time Off Paid Holidays $30 Mobile Reimbursement Scholarship opportunities for employees and direct family members Employee Assistance Program Leadership Development Program Employees' special pricing for multiple clients Job Description: Scheduling & Coordination Coordinate and manage daily scheduling of field representatives in collaboration with Scheduling Coordinator, Team Leads, and internal teams Assign, adjust, and maintain schedules to ensure coverage for all required shifts and assignments Monitor staffing levels and identify scheduling gaps or coverage risks Proactively address callouts, availability changes, and last-minute adjustments to minimize disruption to operations Ensure all assigned jobs are scheduled within required timeframes (typically within 48 hours of receipt) Balance workload distribution based on availability, skill set, location, and client requirements. Monitor and maintain accurate schedules in designated systems (e.g., Salesforce, Teams, scheduling platforms) Adjust schedules in real time to accommodate client changes, callouts, reassignments, or urgent requests Work with Lead Scheduling Coordinator and team leads to identify open markets and support coverage planning Support optimization of routes and schedules to reduce travel time and mileage Communication Communicate daily assignments, schedule changes, and updates clearly and promptly to representatives Serve as a point of contact for scheduling-related questions and issues Maintain professional, timely, and accurate communication across all channels Partner closely with Market Leads and Shared Services leadership to align scheduling priorities. Ensure representatives are responsive and have acknowledged assigned jobs Serve as a liaison between scheduling, field teams, and cross-functional partners Systems & Tools Utilize scheduling and workforce management systems, including Dialpad and MS Teams. Salesforce, Airtable, Workday, and Microsoft Office to manage schedules and data Ensure schedule information is accurate, up to date, and properly documented across systems. Support data entry and maintenance related to scheduling and staffing Staffing & Coverage Monitoring Monitor key hiring areas and ongoing staffing needs Identify trends related to scheduling gaps, workload volume, and coverage challenges Escalate recurring staffing issues or risks to leadership as appropriate Identify scheduling inefficiencies, gaps in coverage, or risks and escalate to field leadership with solutions Help develop and maintain standardized scheduling workflows and guidelines Administrative & Reporting Support Provide administrative support related to scheduling, workflow changes, and rep coordination. Assist with scheduling reports, tracking, and updates as requested Support continuous improvement efforts by identifying opportunities to streamline scheduling processes Required Skills & Qualifications Strong organizational and time-management skills with the ability to prioritize effectively. Excellent written and verbal communication skills High attention to detail with a proactive problem-solving mindset Ability to work independently and manage responsibilities in a remote environment Comfort using multiple software platforms and tools simultaneously Technical Skills Basic to intermediate computer proficiency Experience or willingness to learn systems such as: Dialpad Salesforce Airtable Workday Microsoft Office Suite (Outlook, Excel, Teams) Qualifications: Previous experience in scheduling, dispatch, workforce coordination, or administrative support Experience supporting remote or field-based teams Familiarity with high-volume scheduling environments is a plus Ability to work from home independently and reliably Full-time availability, adhering strictly to assigned shift hours Ability to monitor, adjust, and manage schedules based on staffing gaps and operational needs Reliable internet connection and a dedicated workspace What You Can Expect From 2020 Companies We welcome every voice, and we are committed to building a truly inclusive environment where your differences are not just welcomed, they are celebrated. We are always identifying opportunities to encourage our team to be their authentic selves, while working to provide a best-in-class experience for our employees. Whether that’s paid holidays, long-term career pathing options, personal development opportunities or professional stretch assignments, you can expect 2020 Companies to support you. 2020’s Commitment We are committed to creating a diverse and inclusive organization and are proud to be an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, pregnancy, disability, age, veteran status, or other dimensions of identity. Apply To This Job