Senior Manager, Agentic Strategy & Operations
Gusto
Senior Manager, Agentic Strategy & Operations
We are building AI-powered, agentic workflows to transform how service operations scale, resolve customer needs, and maintain quality in high-stakes environments. At Gusto, that means designing systems that can earn the trust of small business owners where a wrong answer or a missed escalation has real consequences.
As an AI Solutions Architect, you will own the end-to-end design and performance of these workflows in production where models, tools, data, and human judgment come together to deliver outcomes. This is not a traditional architecture role. You will design, prototype, deploy, and continuously improve AI-driven systems that directly impact customer experience and operational efficiency. You will also play a key role in shaping the evolution of our AI platform by identifying capability gaps, prototyping solutions, and informing the primitives required to scale agentic systems effectively.
You will report into the Service Transformation org and work at the intersection of AI governance, service quality, and operational transformation operating as the connective tissue between Engineering, CX, Legal, and Compliance as Gus, Gusto's AI assistant, scales.
Here's what you'll do day-to-day:
- Architect, prototype, and own end-to-end agentic service workflow frameworks, from scoping through production deployment and iteration including solve and assist targets, HITL protocols, override logic, and downstream quality safeguards
- Analyze SOPs, operational metrics and interaction data to identify and prioritize high-impact automation opportunities based on volume, risk, and customer impact
- Design and implement multi-agent orchestration patterns across tools, data sources, and decision steps within a single end-to-end workflow
- Apply and influence AI platform capabilities in partnership with CoreX (Gusto's AI Platform team) including orchestration, retrieval, and evaluation helping define what needs to be built to support production workflows at scale
- Identify platform gaps, prototype workflow-level solutions, and partner with engineering to shape the primitives required for reliable, scalable AI systems
- Serve as the primary CX voice in Legal, Security, Compliance, and CoreX forums translating CX quality stakes and workflow risk into terms each audience acts on, and ensuring governance requirements are embedded in design, not retrofitted after launch
- Strengthen evaluation frameworks and feedback loops to ensure quality, compliance, and continuous improvement; contribute to Gusto's human evaluation programs and AI governance practices through deep partnership with our internal CX Labs team
- Partner with Data teams to define and track workflow performance including solve and assist rate, AHT, rework rate, and customer effort score clearly distinguishing between model-level, workflow-level, and operational drivers
- Build ROI models to quantify workflow impact across efficiency, quality, and cost before and after deployment
- Represent workflow performance and risk to senior stakeholders with appropriate precision and brevity; communicate in a way that drives action, not overwhelm
- Lead through ambiguity and rapid change: the function is still being defined, and you will help define it
Here's what we're looking for:
- 8+ years in operations, product, or AI roles with at least 2 years designing and deploying AI-assisted or agentic workflows
- Strong fluency with LLM systems, including prompt design, evaluation, and production behavior at scale
- Hands-on experience with agentic tooling, orchestration frameworks, or MCP-style integrations conceptual familiarity is not sufficient at this level
- Experience designing human-in-the-loop (HITL) systems with clear escalation logic, override controls, and compliance-aware checkpoints
- Working knowledge of multi-agent systems and tool coordination
- Strong operational judgment: able to define and diagnose workflow metrics
- Proven track record influencing cross-functional stakeholders including Product, Engineering, Legal, Security, and Compliance in writing, in design reviews, and in high-stakes forums
- Familiarity with Responsible AI practices, governance, and risk management in production environments
- Proven ability to operate in high ambiguity, create clarity, and drive alignment across technical and non-technical audiences
- Strong systems thinking with a bias toward execution and measurable outcomes
- Deep empathy for small business customers and the employees who serve them
$133.47k - $173.51k
...: We are building AI-powered, agentic workflows to transform how service operations scale, resolve customer needs, and... ...workflow performance and risk to senior stakeholders with appropriate... ...practices, governance, and risk management in production environments ~ Proven...OperationsSeniorFull timeWork at officeLocal area2 days per week3 days per week$140k
...are the benchmarks of our success. POSITION TITLE: Senior Strategic Program Manager CLASSIFICATION: Exempt POSITION OVERVIEW: ADB... ...Leads the change order process; collaborates with internal operations team and PMO team to provide a presentation to the...OperationsSeniorFull timeWork at officeLocal area- ...who will lead Pricing Operations while driving the... ...direction and architecture strategy across Google Cloud,... ...Science Modeling, Agentic AI, Software Engineering... ...strategy working with senior technical client team... ...analysts. Drive change management and adoption across...OperationsSeniorLocal area
$145k - $195k
...them to accelerate growth, optimize operations across channels, scale product offerings... ...and business outcomes. As a Senior Strategic Program Manager you are responsible for leading execution... ...operations, consulting, corporate strategy, corporate development, PMO, or related...OperationsSeniorRemote work- ...Senior Director, Brand & Product Marketing Strategy Department: Marketing Reports To: Head ofGrowth Employment... ...into owned content. Build and operate this function Track owned... ...–8 years leading teams including managers, with a track record of building...OperationsSeniorFull timeWork at office
$180k - $248k
...are looking for builders and owners who operate with speed and urgency and execute with... ...ideation and execution of corporate strategy, M&A, technology partnerships, external... ...Corporate Development initiatives. As a Senior Manager, M&A Integration & Strategic Programs,...OperationsSeniorLocal areaFlexible hours$145k - $180k
...seeking a highly motivated and strategic Senior Manager, Financial Planning & Analysis (FP&A)... ...teams, including Commercial, Operations, Supply Chain, Regulatory, Quality, and... ...senior leadership on long-term growth strategies and portfolio optimization. Reporting...OperationsSeniorMinimum wageFull timeTemporary workLocal areaFlexible hours- ...Senior Director, Healthcare Procurement & Contract Strategy About the Company Reputable provider of health benefits... ...Strategy. This role is pivotal in managing all activities related to... ...Functions Medical Care/Hospital Administration Operations ConfidentialOperationsSeniorContract work
- ...Senior Manager, Financial Planning & Analysis A global fintech leader, Acrisure empowers... ...for translating complex financial and operational data into actionable insights, influencing... ...enterprise priorities and business strategies. Own and continuously enhance...OperationsSeniorImmediate startFlexible hours
- ...seeking an accomplished and visionary Senior Director, Global Commercial Strategy to lead the development and... ...customer plans, finance targets and operational execution – including quarterly... ...score card development Launch, manage, and evaluate strategic account programs...OperationsSeniorFull timeContract workWork at office
$124.2k - $186.4k
...role will play a critical part in Sales & Operations Planning (S&OP), driving alignment... ...mid- to long-term capacity and supply strategies to support growth and mitigate risks Partner... ..., production planning, or supply chain management Proven experience in S&OP / IBP...OperationsSeniorTemporary workWork at officeLocal areaFlexible hours$225k - $338k
...The Senior Director, Market Strategy & Research provides critical leadership in proactive regulatory risk assessment and the development... ...)Work closely with the head of Surveillance Operations and the senior management team to effectively conduct continuous qualitative...OperationsSeniorFull timeTemporary workPart timeLocal areaImmediate start$142k - $177k
...Sr. Technical Product Manager, ideally with a background... ...partner directly with senior business leaders, and... ...execute the product strategy and multi-year roadmap... ...Treasury business operations and strategic initiatives... ...Familiarity with AI/ML, agentic AI, or advanced...OperationsSeniorFull timeLocal areaImmediate start$130k - $190k
...logistics software to support their core operations. Logistics Service Providers — freight... ...re building product, serving customers, managing people, or running operations, AI is a tool... ...work. Nice to Have Experience with agentic AI systems — context feeding, prompt engineering...OperationsSeniorFull timeWork at officeLocal areaVisa sponsorship3 days per week$146.2k - $243.6k
...line distributor with operations primarily in North America... ...support and inventory management. In the Endless... ...Details We're seeking a Senior Technical Product... ...set the product vision, strategy, and roadmap. Partner... ...: exposure to GenAI/agentic patterns and modern ML...OperationsSeniorFull timeH1bLocal areaWorldwide$130k - $190k
...logistics software to support their core operations. Logistics Service Providers — freight... ...re building product, serving customers, managing people, or running operations, AI is a tool... ...Experience designing or working with agentic AI systems — multi-step or autonomous LLM...OperationsSeniorFull timeWork at officeLocal areaVisa sponsorship3 days per week$184.5k
...Behaviors-Traveler First, Think Big, Operate with Excellence, Ownership... ...for travelers everywhere. Senior AI Engineer Introduction to... ...in Generative AI, Agentic AI, and intelligent automation... ..., and enterprise AI adoption strategies Experience leading AI transformation...OperationsSeniorFull time- ...Manager, Account Strategy & Planning Hybrid / Chicago | Full-Time | Up to 25% Travel Turn Strategic... ...processes, tools, scorecards, and operating rhythm used across our global... ...planning capability. Work directly with senior Sales and business leaders. Connect...OperationsFull timeWork at office
- ...exceptional talent and our agentic marketing platform,... ...and success. As a Senior Account Executive,... ...Partner closely with hiring managers to understand talent... ...develop recruitment strategies. Source, screen, assess... .... Recruiting Operations & Innovation Manage...OperationsSeniorRemote jobFull timeLocal area
- ...exceptional talent and our agentic marketing platform,... ...a Human Resources Senior Associate to play a key... ...coordination, and day-to-day operations. This is an exciting... ..., onboarding template management, scheduling... ...support the global Burson strategy through people business...OperationsSeniorFull timeSummer workInternshipSummer internshipWork at officeRemote work
$235k - $255k
...SCIEX, one of Danaher’s 15+ operating companies, our work saves lives... ...and executing pricing strategies that drive significant business... ...stakeholders such as Product Managers and Directors to optimize business... ...This position reports to the Senior Vice President, Commercial...OperationsSeniorFull timePart timeRemote workWork from homeFlexible hoursNight shift$110k - $160k
...What You'll Do Develop and manage the product roadmap for the Order... ..., design, commercial, and operations teams to drive the planning,... ...and work on everything from strategy to execution. Experience building... ...vision for incorporating an agentic-first approach into product...OperationsSenior$155k - $233k
...valued, you’re empowered to do your best work. The GTM Strategy & Execution Senior Manager (individual contributor) plays a dual role: owning... ...as the connective tissue across Corporate Finance, GTM Operations, and GTM leadership - ensuring that targets, coverage,...OperationsSeniorFull timeWork at officeAfternoon shift$140k - $170k
...We are looking for a Senior Site Reliability Engineer to... ...role is about building and operating reliable cloud ‑ based... ...reusable modules/patterns and managing changes through review and automation... ...~ Familiarity with AI agentic development tools (e.g., Claude...OperationsSeniorWork experience placementFlexible hours- PwC is seeking a Senior Manager for its Asset & Wealth Management team in Chicago. This role focuses on tax planning and compliance, advising clients on complex tax regulations. Candidates should have a Bachelor's degree and at least 6 years of experience in tax compliance...Senior
- ...career in Advisory. KPMG is currently seeking a Manager in M&A Services for our KPMG Strategy practice. Responsibilities : Lead engagements... ...as part of a corporate development team with operational exposure across primary corporate functions (e.g. HR,...OperationsOdd jobH1bLocal area
- ...infrastructure is built for the Agentic AI Era. We’re the... ...teams provision, operate, and adapt infrastructure... ...Upbound is hiring a Senior Software Engineer to... ...multiple control plane management software at the heart... ...shape the systems and strategies that drive predictable...OperationsSeniorRemote jobWorldwide
$135k - $160k
...designers, strategists, producers, operations pros and more to deliver real... ...join us! Role Overview The Senior Director, Media Analytics & Strategy leads the planning, execution, and... ...customer and audience analytics, data management, and cross-channel performance...OperationsSeniorRemote workFlexible hours$60k - $140k
...powered by exceptional talent and our agentic marketing platform, WPP Open, to... ...highly tactical, detail-oriented Senior Manager, Commerce (Amazon Operations) to join our retail execution team... ...with our internal Media and Strategy teams to ensure ASINs are retail-ready...OperationsSeniorWork at officeImmediate start- ...A prominent government service provider in Chicago is seeking a Senior Billing Specialist to oversee e-billing processes and manage a team. The ideal candidate will have five years of legal billing experience, strong organizational and communication skills, and the ability...OperationsSenior
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Senior Manager, Agentic Strategy & Operations. Be the first to apply!
- manager strategic sourcing Chicago, IL
- planning supervisor Chicago, IL
- strategic initiatives manager Chicago, IL
- business strategy manager Chicago, IL
- workforce planning manager Chicago, IL
- strategic account manager Chicago, IL
- strategic finance manager Chicago, IL
- associate strategy director Chicago, IL
- strategic director Chicago, IL
- global planning manager Chicago, IL








