Scheduling Lead

2020 Companies•Tampa, FL

7d•Remote

About The Position

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.

Requirements

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
Basic to intermediate computer proficiency
Experience or willingness to learn systems such as: Dialpad, Salesforce, Airtable, Workday, Microsoft Office Suite (Outlook, Excel, Teams)
Previous experience in scheduling, dispatch, workforce coordination, or administrative support
Experience supporting remote or field-based teams
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

Nice To Haves

Familiarity with high-volume scheduling environments is a plus
Ability to work from home independently and reliably

Responsibilities

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
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
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
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
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