CSC Licensed Service Supervisor

Job Summary

At Simply Business, we are a digital insurance brokerage specializing in protecting small businesses. We simplify the insurance-buying process for small businesses by combining technology, data, and insurance knowledge. Our CSC Supervisors lead and inspire our team of Licensed Service Agents to deliver exceptional customer experiences.

What You’ll Be Doing

• Manage individual and team delivery against the service agent performance framework: Contact Delivery, Customer Impact, and CSC Standards.
• Monitor real-time phone behaviors, break thresholds, and after-call wrap times.
• Collaborate and manage performance root cause analysis and action plans to help identify performance gaps.
• Lead, motivate, and evaluate the day-to-day performance at team and individual level.
• Ensure company processes and procedures are adhered to by team and individuals.
• Partner with the quality, operations, product and service support team to ensure compliance requirements are met.
• Collaborate cross-functionally to align day-to-day operational initiatives with the broader customer experience strategy.
• Oversee Zendesk queue management, prioritizing complex requests for internal and external customers.
• Guide the team through automated digital shifts, Gen AI auto-reply rollouts for automated servicing.
• Support skill diversification across both licensed and unlicensed agents to distribute workloads evenly and reduce bottlenecks.
• Support cross-departmental efforts to overall Objective Key Results including effective call routing, IVR re-routes, and chatbot deployment.

Required Skills

• 2+ years’ experience leading teams in a customer service call center environment.
• Experience with ticketing systems such as Zendesk.
• Customer Service experience from a prior role.
• 1+ years’ experience in the insurance industry with an active Property & Casualty license.
• Self-motivated work ethic.
• Proven experience of leading a team to high standards of performance.
• Able to engage and collaborate with cross departmental stakeholders.
• Proven past change management experience with projects varying in size and impact.
• Experience in leading through complex transitions and maintaining engagement during periods of uncertainty.

Preferred Experience

• Proven track record of mentoring high-performing team members while fostering a culture of accountability and professional growth.
• Demonstrated the ability to navigate organizational shifts and change.
• Hands-on experience navigating Calabrio (WFM) and Rippit (QA).
• Familiarity with data tools such as Looker, Google Suite, and knowledge bases like Guru.
• Experience leading blended teams consisting of both licensed and unlicensed personnel.

What’s in It for You?

• Group plan for medical, dental, vision, and prescription drug coverage.
• Short term disability, long term disability, and life insurance coverage.
• Participation in the Company’s bonus program.
• Participation in 401(k) plan with a 5% employer match.
• Commuter benefits to help cut down on parking and public transit costs.
• 25 days of vacation time plus 10 sick days and 10 company holidays.
• A genuine investment in your learning and development.
• Regular team outings and volunteer opportunities.
• An awesome office space.
• A hybrid working model, giving our employees great choice and flexibility to work in a way that’s best for their particular job, their teams, and their lives.