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Posted Mar 5, 2026

Night‑Shift Customer Support Team Lead – Remote Canada – Coaching, Live‑Chat Operations, Performance Metrics & Cross‑Functional Collaboration

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About arenaflex – Pioneering Customer‑Centric Excellence At arenaflex, we believe that exceptional customer experiences are the cornerstone of sustainable business growth. As a global leader in digital solutions, we empower brands to thrive in an ever‑evolving online landscape. Our commitment to innovation, transparency, and people‑first culture has earned us glowing reviews on independent platforms and a reputation for turning challenges into opportunities. Joining arenaflex means becoming part of a dynamic, remote‑first workforce that values diversity, continuous learning, and the relentless pursuit of service excellence. Position Overview We are seeking a seasoned Customer Support Team Lead to steer our Night‑Shift support operations across Canada. In this pivotal role, you will partner directly with the Senior Manager of Customer Support to nurture a high‑performing team of chat specialists, champion best‑in‑class communication standards, and drive key performance indicators that reflect our unwavering dedication to customer satisfaction. Why This Role Is Critical - Shape the night‑time voice of arenaflex, ensuring 24/7 coverage for our international client base. - Lead a team that directly impacts brand reputation, renewal rates, and upsell opportunities. - Influence product and process enhancements by feeding real‑time customer insights back to product, sales, and marketing teams. - Enjoy a fully remote work environment with flexible scheduling, competitive compensation, and a culture that celebrates autonomy. Key Responsibilities - Team Leadership & Coaching – Mentor a group of 8‑12 Customer Support agents, focusing on conversation quality, tone, accuracy, and efficiency in live‑chat interactions. - Performance Management – Monitor and improve metrics such as first‑response time, resolution time, CSAT scores, and adherence to service level agreements. - Cultural Stewardship – Foster a collaborative, inclusive, and high‑energy atmosphere where achievements are celebrated and challenges are tackled together. - Onboarding & Training – Design and deliver comprehensive onboarding experiences and ongoing training programs that accelerate new‑hire productivity and reinforce continuous skill development. - Cross‑Functional Collaboration – Build strong relationships with Product, Engineering, Marketing, and Sales leaders to streamline processes, share customer feedback, and align on strategic initiatives. - Goal Alignment – Contribute to quarterly OKRs, ensuring the night‑shift team meets or exceeds targets related to response times, customer satisfaction, and escalation resolution. - Live‑Chat Optimization – Evaluate the current chat platform, propose enhancements, and pilot new features that elevate the customer experience. - One‑on‑One Coaching Sessions – Conduct weekly 1:1 meetings to provide personalized feedback, career guidance, and wellness support. - Documentation Oversight – Partner with the Documentation Manager to maintain accurate internal knowledge bases and assist in creating external help‑center content. - Process Adherence – Ensure consistent application of policies and quality standards across all regions, collaborating with other Team Leads and senior leadership. Essential Qualifications - 3–5+ years of hands‑on leadership experience within a fast‑growing Customer Support environment. - Proven track record managing text‑based live‑chat teams, preferably in a SaaS or digital‑marketing context. - Demonstrated expertise in coaching agents on communication style, empathy, and efficiency. - Exceptional written and verbal communication skills, with a keen eye for grammar, tone, and brand voice. - High technical aptitude – comfortable navigating CRM, ticketing, and analytics tools. - Strong emotional intelligence and a people‑first mindset, able to inspire, motivate, and resolve conflict. - Data‑driven problem‑solving ability; comfortable extracting insights from dashboards and shaping action plans. - Experience working cross‑functionally to align support initiatives with broader business objectives. Preferred (But Not Mandatory) Qualifications - Bachelor’s degree in Business, Communications, Computer Science, or a related field. - Background in digital‑marketing agencies, SEO, or paid‑media channels. - Exposure to Customer Success initiatives, including onboarding, renewal, and upsell strategies. - Copywriting, editing, or content‑creation experience that enhances documentation quality. Core Skills & Competencies for Success - Leadership Agility – Ability to pivot quickly, make decisive decisions, and influence outcomes in a remote setting. - Analytical Acumen – Proficiency with data visualization tools (e.g., Looker, Tableau) to track performance trends. - Customer Empathy – Deep understanding of user journeys and the capacity to translate feedback into actionable improvement. - Process Optimization – Experience designing scalable SOPs, automations, and knowledge‑base articles. - Technology Fluency – Familiarity with chat platforms (e.g., Intercom, Zendesk Chat), ticketing systems, and CRM integrations. - Collaboration & Influence – Strong stakeholder management skills, capable of driving consensus across diverse teams. - Time Management – Effective at prioritizing tasks during night‑shift hours while maintaining work‑life balance. Career Growth & Learning Opportunities at arenaflex At arenaflex, your professional development is a strategic priority. As a Night‑Shift Team Lead, you will have access to: - Leadership development programs, including mentorship from senior executives. - Sponsored certifications in customer experience, analytics, or project management. - Opportunities to transition into senior manager or director‑level roles within the Customer Success organization. - Cross‑departmental rotations to broaden your understanding of product, marketing, and engineering workflows. - Quarterly “Innovation Days” where you can propose and prototype new support initiatives. Work Environment & Culture arenaflex embraces a fully remote, flexible work model that empowers employees to design their own workspace. Our culture is built on four pillars: - Trust & Autonomy – We trust you to manage your schedule, deliver results, and own your growth. - Inclusivity & Belonging – Diverse perspectives are celebrated; we foster an environment where every voice matters. - Continuous Learning – Knowledge‑sharing sessions, lunch‑and‑learn webinars, and a robust internal library keep you ahead of industry trends. - Well‑Being – Comprehensive mental‑health resources, virtual fitness classes, and generous paid‑time‑off policies support a healthy work‑life balance. Compensation, Perks & Benefits We offer a competitive salary range of CAD $69,600 – $104,300 per year, calibrated based on market data, experience, and internal equity. In addition to base pay, you may be eligible for performance‑based bonuses and variable compensation. - Health, dental, and vision coverage for you and eligible dependents. - Retirement savings plan with company matching contributions. - Generous paid vacation, sick leave, and personal days. - Employer‑paid life and disability insurance. - Technology stipend for home‑office equipment and high‑speed internet. - Professional development budget to attend conferences, workshops, or pursue certifications. - Employee assistance program (EAP) for confidential counseling and support. - Annual wellness allowance for fitness, mindfulness, or ergonomic upgrades. How to Apply If you are passionate about leading high‑performing support teams, thrive in a night‑shift environment, and want to make a tangible impact at a fast‑growing company, we would love to hear from you. Click the link below to submit your application through our secure portal. Apply Now – Join arenaflex Join the arenaflex Team Today At arenaflex, you’ll be part of a visionary organization that values every interaction, both with customers and within the team. Your leadership will shape the night‑time experience for thousands of users, driving satisfaction, loyalty, and long‑term growth. Take the next step in your career—apply today and become a catalyst for excellence.