Experienced Seasonal Customer Success Supervisor – Remote Team Leadership and Customer Experience Expert

At arenaflex, we're dedicated to delivering exceptional customer experiences that drive sustainable value for our customers, employees, and partners. As a key member of our Customer Success Department, the Seasonal Customer Success Supervisor will play a vital role in leading a team of remote Customer Service Representatives and driving business growth through exceptional customer support.

About arenaflex

arenaflex is a customer experience (CX) marketplace that partners with top brands and companies to deliver innovative talent solutions. Our mission is to generate thousands of remote job opportunities and improve the financial well-being of military families. With a proven track record of economic impact, we're committed to excellence in customer experience and employee satisfaction.

Job Summary

We're seeking an experienced Seasonal Customer Success Supervisor to lead a team of up to 20 remote Customer Service Representatives. As a key member of our Customer Success Department, you'll be responsible for creating a positive image for arenaflex, enhancing team performance, and driving customer satisfaction. If you're a seasoned customer experience expert with a passion for leadership and team development, we encourage you to apply.

Responsibilities

As a Seasonal Customer Success Supervisor, you'll be responsible for:

• Supervising a team of remote Customer Service Representatives, providing guidance, coaching, and feedback to ensure exceptional customer experiences
• Planning, prioritizing, and assigning work to team members, ensuring proper operational coverage and meeting client expectations
• Conducting quality audits to identify areas of coaching needed within the team
• Providing weekly/monthly status reports on employee performance and monitoring team productivity against client work requirements
• Reviewing and approving timesheets, ensuring accurate and timely payment
• Participating in the development of existing employees, implementing goals and objectives, and ensuring adherence to policies and procedures
• Communicating with other departments and management to resolve problems and expedite work
• Responding to and resolving customer inquiries and complaints, both written correspondence and phone
• Demonstrating knowledge of employee relations to conduct and deal with employee issues in a proactive manner

Requirements

To be successful in this role, you'll need:

• 3+ years of customer service experience, preferably in a leadership role or capacity
• 1+ years of experience in contact center work
• Demonstrated experience in leadership, facilitation, and development of team members to meet or exceed customer experience objectives
• Intermediate knowledge/skills with software tools: MS Office, HubSpot, Zoom, Google Suite, ClickUp, Slack
• Strong interpersonal, organizational, and communication skills, with the ability to communicate with team members, customers, and management
• Excellent time management skills and sensitivity to deadlines
• Flexibility with the ability to adapt to change
• Ability to ask effective questions and present information clearly and concisely
• Understanding of KPI reports and experience in presenting team goals and achievements

Preferred Qualifications

* Prior experience leading remote teams

• Experience in the insurance industry
• Strong operational thought process (Intentional Curiosity)

Competencies

* Service-Oriented (We Serve with Excellence)

• Lead from the front (We take Ownership)
• Communication proficiency (We Communicate Mindfully)
• Time management
• Collaborative
• Flexible (We Embrace Change Daily)
• Tech-savvy
• Fast-paced
• Self-starter
• Strong work ethic, ability to adapt to rapidly changing priorities

Training and Benefits

* 1 week paid training with a nesting period to follow

• Opportunity to work with a dynamic and growing company
• Flexible work schedule, with the ability to work from anywhere
• Competitive pay rate of $50k/year (annualized), prorated based on time worked over the project duration

Supervisory Responsibilities

* Yes, team size up to 20

Location

* Fully remote, with the ability to work from anywhere

Physical Demands

* This job requires computer use

Seasonal Nature of the Position

* This is a temporary, seasonal position from August 2025 to December 2025. While there is a possibility of extension, employment after the seasonal role is not guaranteed.

Equal Employment Opportunity

arenaflex provides equal employment opportunities to all applicants, contractors, and employees without regard to race, color, religion, gender, sexual orientation, gender identity or expression, national origin, age, genetic information, disability, or veteran status.

How to Apply

If you're a motivated and experienced customer experience expert with a passion for leadership and team development, we encourage you to apply. Please submit your application through the link below: Apply Job! Apply to this Job We look forward to hearing from you! Apply for this job