AI Native Chief of Staff, Seso

• A product or engineering background you can lean on — you've built and shipped things and you understand how systems get wired together
• Demonstrated fluency with modern AI tools — LLMs, agentic frameworks, automation platforms (Zapier, Make, n8n, Retool, and similar) — and the ability to prototype solutions that actually work in production
• Strong business acumen. Comfortable reading a P&L, understanding gross margin levers, and translating operational metrics into priorities
• High agency and a bias to ship. You see a problem, scope it, build the first version, and measure the impact
• Excellent communication and stakeholder management. You can sit with a Sales leader in the morning, an engineer at lunch, and a finance manager in the afternoon and add value to all three conversations
• Comfort with ambiguity. Much of the role is deciding what to do, not just doing what's assigned
• Track record of impact in high-growth environments, ideally vertical SaaS, fintech, ops-tech, or an adjacent category

Desirable

• We're hiring a Chief of Staff to work directly with our CEO on one of the highest-leverage initiatives in the company: rewiring how Seso operates so we can drive gross margin improvements and ship AI-native products to our customers
• This is a deeply cross-functional role with a strong technical lean
• You'll need to understand how every part of the business works: Sales, Marketing, Post-Sales, Operations, Finance, Product, Engineering, and you'll need to be comfortable getting under the hood to connect our internal systems to the latest AI tools
• You'll partner with the CEO on two interlocking mandates:
• Drive gross margin improvements across the company by identifying, designing, and implementing automation across every function
• Identify AI-native product opportunities that Seso can bring to the farm
• This is not a traditional Chief of Staff role
• You'll spend more time prototyping integrations, wiring up automations, and shipping than running calendars or board prep
• If you've ever wanted to combine an operator role with deep technical work and CEO-level strategic exposure, this is that job
• Partner with the CEO to identify, prioritize, and execute against the highest-leverage automation and AI opportunities across the company
• Map current workflows in each business function, surface inefficiencies, and design end-to-end solutions that combine internal tooling with AI
• Build prototypes and ship lightweight integrations connecting Seso's internal systems (CRM, payroll platform, comms tools, data warehouse) to AI services and APIs
• Quantify and track gross margin improvements driven by your work — close the loop between the change shipped and the metric moved
• Identify, scope, and pressure-test AI product opportunities Seso can package and offer to our farm customers
• Operate as a thought partner to the CEO on strategic priorities, special projects, and cross-functional initiatives that don't yet have a clear owner
• Translate fluently between functions — make engineering legible to operators and operations legible to engineers