Skip to content
WonderschoolWonderschoolSan Francisco, CA

AI Product Support Lead

Build and lead AI-powered support systems for Wonderschool's childcare products. Handle tickets directly, automate workflows with AI agents, convert support insights into product fixes, and lead a small team while reporting to the CEO.

Salary not listed
On-siteCustomer Support

About the role

What You'll Do

Support

  • Handle tickets and phone support directly in Zendesk across all Wonderschool products
  • Own aggressive SLAs and hold the line on them
  • Monitor needs surfaced by our OpenClaw and Hermes AI agents and make sure nothing falls through
  • Own CSAT and NPS as personal scorecards

AI systems

  • Build and operate AI-powered support workflows using Lorikeet, OpenClaw, and Hermes
  • Automate what should be automated; make the human interactions better because of it
  • Design self-service paths that resolve issues before they reach the queue

Product

  • Turn support volume into product requirements
  • Write clear briefs, join engineering reviews, and ship fixes that reduce tickets at the source
  • Be the most credible voice of the customer in every product conversation

Team

  • Lead a team of two; set the standard and develop the person alongside you
  • Influence engineering, product, and operations through the quality of what you surface
  • Deliver white-glove service for government and enterprise customers

What Good Looks Like

  • Support that never stacks up: SLAs are tight and consistently met; every open ticket has a clear owner and next action; CSAT and NPS move in the right direction quarter over quarter
  • AI doing the right work: Tier-1 volume is substantially automated; agents surface the right signals at the right time; you are continuously evaluating and improving, not just maintaining
  • Support reducing the need for itself: recurring issues become product requirements, not permanent fixtures; ticket volume per active user trends down over time; engineering knows exactly what to build next because you told them clearly
  • Taste and precision: every customer communication is clear, warm, and fast; documentation is clean enough that anyone could pick up a task mid-flight; nothing slips and you notice before anyone else does

Who You Are

  • Systems builder first: you do not just manage a queue, you redesign it
  • Track record using AI to run or transform a support function
  • Strong product instincts: you identify root causes and write requirements, not just escalate
  • Genuinely close to the customer: you love talking to users, not just reading about them
  • Nothing slips, and that is personal, not performative
  • Comfortable picking up the phone when that is what it takes
  • Might have come from product, engineering, support, or founding: we are open if you are exceptional
  • Product management experience is not required

Skills

ZendeskAi Workflow AutomationLorikeetOpenclawHermesCsatNpsSla ManagementProduct Requirements WritingCustomer Support Operations
Justworks

Customer Support Specialist, Benefits

JustworksNew York, NY

Serve as the primary point of contact for customer benefits inquiries and issues across medical, dental, retirement, HSA/FSA and other perks. Troubleshoot, resolve cases via phone/ticket/chat, ensure regulatory compliance, and act as a subject matter expert on Justworks benefits tools while collaborating on product improvements.

67k – 81k
Hybrid6+ YOECustomer Support
Justworks

Senior Manager, Customer Support

JustworksTampa, FL

Lead and develop managers of a 24/7 customer support team for admin and worksite employees. Scale operations using AI/automation, data insights, and cross-functional partnerships while maintaining SLAs in a distributed environment. Requires 5+ years leading support teams and managing managers.

122k – 158k
Hybrid5+ YOECustomer Support
Justworks

Senior Manager, Customer Support

JustworksNew York, NY

Lead and scale a 24/7 distributed customer support team of managers and advocates at Justworks. Requires 5+ years leading support teams in SaaS/fast-paced environments, experience managing managers, strong operational skills, and comfort with AI/automation tooling to drive performance, SLAs, and customer experience.

131k – 169k
Hybrid5+ YOECustomer Support
Checkr

Senior Enterprise and Strategic Account Specialist

CheckrDenver, CO +1

Senior customer support specialist managing complex inquiries, issue resolution, and stakeholder relationships for Checkr's Enterprise and Strategic accounts. Requires 3+ years customer-facing experience, strong analytical/problem-solving skills, and FCRA familiarity.

20 – 28
Hybrid3+ YOECustomer Support
Lyft

Senior Manager, Support Excellence

LyftNashville, TN

Leads enablement functions (Knowledge, Quality, Learning, Tooling) to scale Lyft's AI-native support operations. Sets vision, drives execution, and partners cross-functionally while managing 4-6 direct reports.

128k – 160k
Hybrid8+ YOECustomer Support