HappyCo - Level 2 Support Representative
Requirements
• 2–5+ years in a technical customer support or SaaS support operations role • Demonstrated experience resolving complex, escalated support issues independently • Strong technical troubleshooting skills across integrated SaaS platforms, including data flow, system permissions, and third-party integrations • Proficiency with Zendesk or a similar ticketing platform; ability to configure views, macros, and triage workflows • Experience interpreting customer-facing issues using logs, metrics dashboards, or internal tooling • Excellent communication skills, with the ability to distill technical concepts into simple, customer-friendly explanations • Highly organized, with experience using G-Suite, Slack, and support documentation systems • Comfortable operating in a fast-paced, collaborative, and continuously evolving environment • Experience in property management or PropTech environments • Familiarity with tools like Jira, Notion and Gainsight • Experience contributing to internal knowledge bases, agent enablement, or support automation • Experience working in or alongside BPO or distributed support teams • Understanding of SLA-based triage workflows, ticket prioritization, and escalation handling • Exposure to APIs, system logs, or backend-to-UI debugging concepts • How you’ll be measured • Resolution time, accuracy, and quality of escalated ticket handling • Depth and clarity of root cause investigations and documentation • Contribution to L1 enablement and knowledge documentation • Internal QA scores and peer/stakeholder feedback • Participation in process improvement and proactive support initiatives • Keys to optimum happiness at HappyCo • Thrives in ambiguity and proactively builds clarity • Focuses on long-term impact over quick wins • Enables others through systems, not mandates • Leverages technology and AI to empower people and simplify complexity • Embraces the challenges and rewards of growing in a scaleup environment
Responsibilities
• Act as a product and workflow expert for L1 agents and internal teams • Host live troubleshooting and screen-share calls with customers to resolve complex issues faster, reduce back-and-forth, and build trust through real-time connection • Receive, investigate, and resolve escalated support tickets via Zendesk, phone, and email – bringing urgency, accuracy, and empathy to every interaction • Troubleshoot complex platform issues involving integrations, data flow, permissions, and user access across multiple systems • Use diagnostic tools (e.g. Zendesk Explore, logging dashboards, internal admin tools) to reproduce issues, document root causes, and inform cross-functional follow-up • Collaborate with L3, Product, and Engineering teams during escalations, contributing investigation summaries, context, and customer impact assessments • Partner with Support leadership to identify ticket trends and recommend workflow, documentation, or product improvements • Own and maintain internal documentation, macros, and training content to support L1 enablement and onboarding • Contribute to support QA efforts and participate in calibration sessions to ensure consistency and quality • Track and analyze ticket trends (e.g. FCR, resolution time, escalation types), surfacing actionable insights • Proactively participate in retros, process feedback loops, and support experiments that raise our service bar • Deliver a customer experience that reflects HappyCo’s values – clear, timely, helpful, and thoughtful • What we think you need to be successful
Benefits
• Work from anywhere supported by a flexible company culture • Opportunity to work for one of the fastest-growing technology companies in the PropTech industry • Unlimited vacation time • Generous paid parental leave • Competitive and equitable pay • Monthly stipends to support Wellness and Home Office expenses • Find out more about our US Employee Benefits. • We believe in supporting people to do their best work and thrive, and building a diverse, equitable, and inclusive company is core to our mission. Our goal is to ensure that HappyCo upholds an inclusive environment where all people feel that they are equally respected and valued, whether they are applying for an open position or working at the company. We welcome applicants of any educational background, gender identity and expression, sexual orientation, religion, ethnicity, age, citizenship, socioeconomic status, disability, and veteran status. HappyCo is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. • A note to recruitment agencies • Please don’t reach out to us about our roles — we’ve got it covered. We don’t accept unsolicited agency resumes, and HappyCo is not responsible for any fees related to unsolicited resumes. • A note on hiring scams • All legitimate communication from HappyCo about this role – including interview scheduling, offer letters, and any request for personal information – will come from an @happy.co email address. We will never conduct interviews over chat-only platforms (e.g., Telegram, WhatsApp, Skype) or ask you to pay for equipment, training, or background checks. If you receive an offer or interview request from any other domain, please don’t respond, and report it to us at [email protected] • We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.
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