Escalation Support Specialist Tier 2 | Canada

Apply Description About the Role We are seeking an experienced and emotionally intelligent Escalation Tier II Support Specialist to manage complex, sensitive, and high-risk member cases via phone and email. This role serves as a higher-level escalation point and requires excellent verbal and written communication, sound judgment, and the ability to navigate nuanced, emotionally charged conversations in real time. The ideal candidate is calm, decisive, and empathetic, with confidence handling live phone conversations and strong professional email communication skills. They will support Escalation Tier I Representatives and Team Leads, collaborate with internal partners to resolve challenging cases, and be comfortable navigating situations that may involve legal, medical, financial, political, or reputational considerations. Key Responsibilities Handle complex, sensitive, and high-risk member cases via phone and email. De-escalate emotionally charged situations with empathy, professionalism, and sound judgment. Investigate and resolve member disputes, payment-related escalations, critical incidents, and other reputation-sensitive concerns. Provide timely guidance to Escalation Tier I Representatives and Team Leads on complex cases, policies, and exception requests. Review and respond to designated public reviews, including feedback on Trustpilot and the Better Business Bureau (BBB). Collaborate with internal teams and cross-functional partners when additional review or approval is needed. Document interactions and decisions clearly and flag recurring trends or operational concerns internally. Support other high-priority member inquiries or business needs as required. Work from Home PLUS Peak Support offers all the convenience of working from home, with the benefits of working for an established organization with an exceptional team and tremendous opportunities for growth. Peak Support has been 100% remote since day one, so we have built a culture and a set of processes that support the success of our remote team members. When we can, we get together in person. We believe that building offline relationships is critical to successful online work. At Peak Support, we stay true to our commitment to support not just the client but also our team members. We are looking for someone who strongly represents Peak Support's core values, and who cares deeply about Peak Support's vision and mission. Requirements What We’re Looking For Experience in Tier II or escalation-level member support, trust and safety, risk management, or a similar role. Excellent verbal and written communication skills, including a calm and confident phone presence. Strong judgment, discretion, and problem-solving skills when handling sensitive or confidential matters. Ability to de-escalate emotionally charged situations while remaining empathetic and professional. Strong investigation, documentation, and organizational skills. Experience with e-commerce, payment disputes, public reviews, or reputation management is an asset. Comfort working independently and collaboratively in a remote environment. Based in Canada and available to work Wednesday to Sunday, 12:00 PM to 8:00 PM EST, with weekend coverage occasionally rotating with other Escalation Tier II team members to allow for periodic weekends off.