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Skylight

Skylight

via Remote Rocketship

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Customer Support Team Supervisor – Calendar

Anywhere
Full-time
Posted 2/19/2026
Verified Source
Key Skills:
Customer Support
CRM (Salesforce)
Troubleshooting
Team Collaboration
Communication

Compensation

Salary Range

$60K - 80K a year

Responsibilities

Lead quality assurance, coaching, hiring, onboarding, and cross-functional partnership to maintain high customer support standards.

Requirements

Requires 3+ years customer support with leadership experience, CRM and social media support skills, and strong communication and organizational abilities.

Full Description

Job Description: - Drive Team Quality and Performance:**Maintain high standards across all customer communication channels (chat, email, social, etc.), ensuring KPIs — including schedule compliance — are consistently met. Provide regular coaching and feedback to support agent growth and performance. Partner with Team Leads to identify coaching needs, performance trends, and opportunities for improvement.- Oversee Quality Assurance:** Lead quality assurance efforts for Zendesk tickets, live chat, and social media responses. Use QA insights to drive training, refine workflows, and reinforce best practices across the team.- Lead Hiring, Onboarding, and Training:** Own the full lifecycle of hiring, onboarding, and training for new Concierge team agents. Delegate day-to-day training responsibilities as appropriate while maintaining ownership of the overall structure, content, and quality of the onboarding experience. Ensure agents ramp quickly, feel supported, and are set up for long-term success.- Manage Customer-Facing Programs:** Own and evolve customer-facing initiatives and programs that help the Concierge team better serve our users. Ensure content is clear, helpful, on-brand, and that participation and scheduling align with broader team goals.- Act as a Cross-Functional Partner:** Serve as a key partner across teams, staying aligned with evolving product, operations, and support initiatives. Represent the Concierge team in cross-functional conversations, advocating for both customer and agent needs.Support Peak Season Coverage and Engagement:** Lead planning and execution of team coverage during high-volume periods such as Q4 and Mother’s Day. Ensure the team stays engaged, well-supported, and aligned to meet increased customer demand with high-quality care. Requirements: - 3+ years of experience in customer support, with demonstrated leadership or supervisory experience- Strong written and verbal communication skills, with an eye for tone and detail- Experience with CRM support platforms such as Zendesk- Experience providing direct support to customers via Social Media platforms such as Reddit and Meta- Proven ability to coach, train, and support team members in a fast-paced environment- Highly organized, self-motivated, and comfortable managing multiple priorities- Collaborative and empathetic leader, committed to helping others succeed Benefits: • *Our competitive compensation package includes:**- Competitive Salary + Equity Package- 401K matching- Wellness, learning, and home-office budgets- Health, Dental & Vision Medical Plans- Tremendous autonomy to set the direction of your work- Unlimited PTO- Company holidays on the first Friday of every month (Excluding November, December, and January)

This job posting was last updated on 2/27/2026

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