Gusto, Inc.
StrategicOperationsLead
“Strategic Operations Lead at Gusto, Inc.. Skills: AI-native builder, Systems thinker, Cross-functional leader. Operate and improve system governing operational change. Own intake and triage AI-powered system”
What You'll Achieve.
Create a system that can run many pilots in parallel with high quality and minimal manual intervention; Measured by leverage: how much work the system can handle without you; Measured by speed: how quickly the organization can test and scale changes; Measured by clarity: how clearly leadership can make decisions based on evidence
Industry & Context.
Identify root causes at the process level; Solve systemic problems in how operational change moves through the organization; Convert repeatable problems into scalable, AI-powered workflows
What They're Looking For.
Must Have
4+ years in operations, program management, or business operations in a SaaS, technology, or operationally complex environment, AI-native builder: designed and deployed AI agents, automations, or workflows that execute multi-step work, and measured the leverage created, Systems thinker: identify root causes at the process level and build solutions that scale, Data fluency: structure problems, define success metrics, and turn data into clear, decision-driving narratives, Operator + coach: raise the quality of work around you through direct feedback, clear standards, and accountability, Cross-functional leader: led initiatives across product, engineering, and operations and can drive alignment without direct authority, Comfort with ambiguity: create structure where none exists and move work forward without perfect information
Nice to Have
Experience in benefits, insurance, or brokerage operations, Experience working with operational metrics (e.g., cycle time, quality, throughput), Direct experience building or managing AI agents in a production or operational context
What You'll Do.
Operate and improve system governing operational change
Own intake and triage AI-powered system
Run pilot governance with clear success metrics
Raise design quality and pressure-test hypotheses
Build and improve system across Labs lifecycle
Solve systemic problems in operational change
Drive decision-making with evidence-based narratives
Lead cross-functional work across teams
Create clarity in ambiguity and complex topics
Produce leadership-ready outputs and recommendations
Shape future of Labs operating model
Raise bar for others on AI-powered work
How You'll Work.
Team & Collaboration
Coordinate across product, engineering, operations, enablement, and business partners; Align stakeholders and deliver measurable outcomes; Partner closely with org leadership, product, engineering, and transformation teams
Communication Scope
Develop analytical approaches and produce clear, evidence-based narratives; Lead discussions on complex operational and product topics; Produce structured readouts, post-mortems, and recommendations
Process & Methodology
Program management
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