Full-time

Head of Customer Service

Posted on 17 April 26 by Virtual Work World

  • $3200 - $4000 per Month
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Job Description

Role: Head of Customer Service
Contract: Full-time Remote Contractor (40 hours weekly / 160 hours monthly)
Business Hours: Monday to Friday, Flexible from 9 AM - 8 PM PST
  • Schedule may vary based on business needs and seasonality
  • Expected to maintain flexibility, including availability for check-ins and having a plan in place for after-hours coverage as needed
Rate: $20 - $25 USD hourly / $3,200 - $4,000 USD monthly (salary is negotiable based on experience and location)
Preferred Hiring Location: LATAM
Availability to Start: Immediately

Client's Profile
Founded in 2018, this US-based small business offers 30-minute outdoor photo sessions that are free to book, with customers only paying for the photos they love. It efficiently connects local demand for portrait photography with top-tier professional photographers, handling all marketing, scheduling, and sales to streamline the process. The company operates in over 600 locations across over 60 cities and maintains a 4.9-star rating on platforms like Google, Facebook, and TripAdvisor.

What You'll Do
As the Head of Customer Service, you’ll own support operations and act as a strategic partner to leadership while shaping the end-to-end customer experience. You’ll manage a seasonal team, ensure high-quality support across all touchpoints, and handle complex or sensitive inquiries with strong emotional intelligence and cultural awareness. This role combines strategy and execution, focusing on transforming processes into a data-driven, automated function and building a scalable, efficient support system. Your responsibilities will include:
  • Customer Success Operational Ownership & Team Leadership
    • Own the end-to-end Customer Support experience, including team performance, systems, processes, customer satisfaction, and operational outcomes.
    • Own the performance, development, and accountability of a team of 6–10 remote agents. Shift the team from an agent-led environment to a structured, business-needs-driven operation with clear expectations, coverage, and performance standards.
    • Evaluate agent performance, identify skill gaps, and provide performance coaching to ensure agents can independently resolve complex tickets.
    • Own workforce planning and scheduling to ensure optimal coverage during peak demand, seasonal fluctuations, and business-critical hours, proactively adjusting staffing to meet SLAs.
    • Own the cadence and structure of all CS team meetings, including onboardings, daily/weekly check-ins, performance reviews, and training sessions.
    • Drive a culture of accountability and visibility by regularly reviewing metrics, sharing insights, and aligning the team to business priorities.
    • Manage coordination with Photographers to optimize on-the-ground operations, proactively resolving issues to ensure a smooth end-to-end customer experience.
    • Act as the primary CS liaison for other departments, including Logistics and Operations, to streamline cross-functional workflows and ensure organizational alignment.
  • Service Quality, KPIs & Customer Experience Ownership
    • Own all core Customer Support KPIs, including CSAT, first response time (FRT), resolution time (TTR), backlog health, and ticket quality.
    • Ensure consistent adoption of brand voice, tone, and CS culture across all interactions.
    • Continuously monitor performance and take proactive action to improve against defined benchmarks, ensuring the team consistently meets or exceeds SLAs and customer satisfaction goals.
    • Own the overall customer journey and experience across all support channels.
    • Act as the final escalation point for high-risk or sensitive customer issues, using sound judgment and emotional intelligence to protect the brand reputation and avoid leadership involvement.
  • CS Process, SOP & Escalation Ownership
    • Own the creation, maintenance, and continuous improvement of all SOPs, workflows, and escalation frameworks.
    • Own escalation management structure, including clear pathways, response expectations, and resolution standards.
    • Ensure all processes are documented, scalable, and consistently followed across the team.
    • Manage task tracking and departmental goals using Monday.com to ensure full operational transparency.
  • CRM Optimization, Automation & Data Strategy
    • Take full admin ownership of the Freshdesk environment, implementing advanced features such as automated ticket assignment, macros, workflows, and sentiment tracking.
    • Build and maintain a robust knowledge base and automation framework to increase efficiency and reduce manual workload.
    • Optimize AI chatbots to handle one-touch inquiries, allowing agents to focus on high-value, complex customer issues. Continuously refine systems to improve resolution time, knowledge base accuracy, and overall customer experience.
    • Own all CS reporting, transitioning the function into a fully data-driven operation. Track and analyze KPIs, including ticket volume, response/resolution times, CSAT, and sentiment trends.
    • Own delivery of clear, actionable insights to leadership, proactively identifying risks, inefficiencies, and opportunities for improvement.

What You Should Have
Must-haves:
  • At least 7 years of experience in a high-level Customer Service Leadership or Account Management role, preferably within a startup environment.
  • At least 3 years of experience in a Management or Director-level role within Customer Service, managing a global, remote team in a fast-growing environment.
  • At least 3 years of experience in a global remote environment with a company based in North America.
  • Excellent English verbal and written communication skills, with the ability to understand subtle emotional cues and navigate multi-layered complaints from native speakers.
  • Advanced proficiency in Freshdesk (or similar CRM), with a proven track record of implementing automated ticket assignments, sentiment tracking, and knowledge base systems.
  • Highly comfortable using Monday.com to manage task tracking, operational workflows, and maintain full organizational visibility.
  • Demonstrated ability to build, document, and scale Customer Success SOPs and escalation frameworks from scratch.
  • Ability to translate qualitative feedback into structured, quantitative reporting on ticket trends, team performance, and customer experience metrics.
  • Proven ability to handle highly irate customers directly, using strong judgment and escalation management skills to resolve issues independently.
  • Experience developing and enforcing shift schedules based on business demand, ensuring optimal coverage during peak and seasonal periods.
  • Proven experience operating in a fast-paced startup environment, demonstrating adaptability, resilience, and full ownership of outcomes during periods of growth and operational pressure.
  • Experience providing structured, real-time operational visibility to leadership through clear updates, reporting, and task tracking.
  • Maintain strong responsiveness and communication with leadership, ensuring alignment and visibility on critical decisions and escalations.
  • Technology Specifications:
    • Minimum 100 Mbps Internet Speed
    • Windows 11 or MacOS 15 Sequoia
    • Minimum Intel i5 8th gen with 8GB RAM or Apple M1 chip with 8GB RAM
    • Webcam and Headset
    • Designated Quiet Office Space
Nice-to-haves:
  • Experience implementing third-party AI integrations or advanced sentiment tracking tools within the Freshdesk ecosystem.
  • Previous experience working within a photography, startup, or highly seasonal service-based business.

Who You Are
We are hoping you are someone who:
  • Takes full ownership of the Customer Support function, with a proactive mindset focused on performance and outcomes.
  • Navigates complex customer concerns with confidence, ensuring even the most challenging interactions are resolved thoughtfully and effectively.
  • Maintains a high level of accuracy when documenting processes, managing schedules, and reviewing team output.
  • Exercises strong judgment by offering clear solutions and recommendations, acting as a reliable point of support for leadership.
  • Stays flexible and composed during peak periods, maintaining professionalism even in high-demand situations.
  • Handles sensitive information with discretion, ensuring confidentiality in both customer and internal matters.

Job Information

Rate / Salary

$3200 - $4000 per Month

Sector

Entertainment

Category

Customer Service & Support Leadership, Operations & Process Management, Data Analytics & Customer Experience Strategy

Skills / Experience

Customer Service, Leadership, Automation, Analytics, Communication, Organization

Benefits

Not Specified

Our Reference

JOB-1167

Job Location