Key Responsibilities:
- Monitor and triage inbound support tickets to surface critical escalations, recurring themes, and potential systemic issues.
- Act as the first point of contact for complex and high-impact customer escalations that exceed standard support channels.
- Own and manage the end-to-end escalation and problem management lifecycle in coordination with Product and Engineering teams, from identification to resolution, ensuring alignment with internal SLAs.
- Ensure escalated items are prioritized and routed appropriately across Support, Engineering, and Product teams.
- Manage customer communications regarding escalated issues through written and verbal channels (email, calls, virtual meetings).
- Serve as a trusted advocate for customers during escalations, preserving customer satisfaction while balancing internal priorities.
- Partner closely with Support Agents, Technical Support Engineers, Engineering, and Product leadership to orchestrate timely and effective resolution of escalations.
- Act as liaison to ensure escalations are visible to and supported by the appropriate resolver teams.
- Establish, document, and enforce escalation standards, including a “fix-forward” policy where relevant.
- Contribute to refining escalation workflows, playbooks, and internal runbooks.
- Analyze trends in escalations and problem occurrence to identify opportunities to reduce recurrence.
- Facilitate and support incident retrospectives, ensuring teams understand root causes, contributing factors, and follow-up actions.
- Guide teams through incident reporting and post-incident processes, helping ensure consistent execution and high-quality outcomes.
- Provide actionable recommendations to improve product usability, support processes, documentation, and customer onboarding, and ensure agreed-upon actions are tracked to completion.
- Manage risk escalation and ensure resolution trajectories minimize customer impact.
- Deliver timely reporting and insights on escalation performance, metrics, and adherence to SLAs, aligned with organizational goals.
Qualifications:
- 3–5+ years in escalation management, technical support, customer success, or related fields.
- Proven experience managing customer-impacting incidents in a production SaaS environment, including use of incident management tooling (such as incident.io) to coordinate responders, manage timelines, and drive post-incident actions.
- Curious and data-driven mindset with experience analyzing trends and reporting on outcomes.
- Strong ability to work with datasets, metrics, and reporting to debug issues, assess customer impact, and drive data-informed escalation and post-incident decisions.
- Familiarity with support platforms and issue tracking tools (e.g., Zendesk and Jira).
- Clear customer and internal communication skills, with the ability to simplify complex technical concepts.
- Excellent prioritization and organizational skills.
- Familiarity with SaaS platforms and cloud-based software solutions.
- Strong understanding of accounting principles and experience with accounting or accounts receivable software.
Benefits and Perks:
- The big-picture value proposition of this role is simple: join us, and you'll be paid competitively to have freedom in solving worthwhile, challenging problems alongside other A-players at a fast growing SaaS startup led by an experienced and successful co-founding team with industry experience.
- Adventure travel stipend - you receive a $1,000 travel reimbursement on your work anniversary each year. We encourage our team to recharge and explore the world beyond their home office walls.
- Remote, work-from-anywhere culture
- Flexible PTO
- World Class health benefits - we believe in fostering flourishing teams by providing benefits that go beyond the usual standards - Health, vision, dental, HSA/FSA, and mental health support.
- Stock options - every Full Time Employee has ownership in Aiwyn's future and success.
- 401(k) matching
Our Values:
- Relentless by Design
- Owners not Renters
- Trust at the Core
Learn more about Aiwyn:
- About us
- YouTube page
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What We Do
Aiwyn helps leading accounting firms automate and optimize critical revenue processes by unlocking client data from existing practice management and CRM systems with our Practice Automation platform.
With Aiwyn's Practice Automation platform, high-value firm executives, partners, and staff are liberated to deliver more value to clients and work at the highest end of their professional expertise.
Benefits of Practice Automation to accounting firms include:
- save time, bill faster
- eliminate tedious back office tasks
- reduce days-in-WIP and days-in-AR,
- speed up client payments
- smooth out cash flow
- protect financial health with predictive insights and controls
- offer a best-in-class experience to both employees and clients









