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Chief of Staff @ AI-Commerce Startup
San Francisco, CA
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Role: Chief of Staff

Location: San Francisco, CA (hybrid – 3 days per week in office)

Salary/Compensation: $120,000 – $150,000


Our client is building an AI-first alternative to Shopify, Squarespace, and TikTok Shops. Imagine telling an AI “I’m selling X, Y, Z” and it designs your shop, launches ads, and manages your entire go-to-market motion. They are not just another no-code tool, but rather a marketing specialist in every entrepreneur’s pocket—serving SaaS companies, e-commerce brands, and founders worldwide.


The company has grown from $0 to $6M ARR in just 18 months and serves over 3,000 customers, including Fortune 500 brands like Mars (Skittles, M&Ms). With $8M in seed funding from General Catalyst, Y Combinator, Figma Ventures, and others, they are profitable, cash-efficient, and entering a critical scaling phase. The San Francisco-based team of 18 is expanding rapidly, with a high-performance, “always shipping” culture.


Position Overview:

The Chief of Staff will report directly to the CEO and work closely with the Strategy & BizOps Lead. This role exists because the company is at an inflection point: they’ve proven product-market fit with their V1 Shopify builder ($6M ARR) and just launched their V2 AI-native commerce platform.


This is a high-ownership operator role with unusual access and expanded scope. The incoming Chief of Staff will partner directly with the CEO and influence business functions across product, engineering, and go-to-market.


Key Responsibilities:

  • Process Automation & Workflows
  • Build GTM automation infrastructure: experimentation, campaign optimization, HubSpot integrations, and lead gen systems
  • Redesign and optimize cross-functional workflows and operations systems
  • Approach: see a problem → propose solution in 1–2 days → build
  • Recruiting Ownership
  • Take all initial candidate screening calls and conduct interviews
  • Partner strategically with third-party recruiters
  • Automate and revamp recruiting workflows and outbound pipelines
  • Understand hiring priorities in the context of business needs
  • Financial Modeling & Strategic Analysis
  • Build and maintain financial models for budgeting and growth forecasting
  • Revenue and headcount projections for hiring plans
  • Provide data-driven insights to leadership
  • Cross-Functional Project Management
  • Partner on critical initiatives from concept to completion
  • Manage vendor relationships, legal docs, and operational workflows
  • Own projects like outbound email infrastructure, ETL processes, recruiting revamps, and headcount modeling


Qualifications:

  • 2–3+ years of startup experience in fast-paced, resource-constrained environments
  • San Francisco presence – hybrid Mon/Tue/Thu in-office
  • Experience conducting candidate interviews
  • Technical fluency and light scripting ability (Python, spreadsheets, automation tools like n8n/GPT)
  • Ability to think strategically and execute tactically


What they offer:

  • Base salary: $120K–$150K (flexible for exceptional candidates)
  • Meaningful equity (undiluted cap table)
  • Laptop + $200 WFH stipend
  • $100/month SaaS/book credit
  • Free lunch 3x/week, dinner after 7:30pm, Uber home when working late
  • Healthcare (dental/vision included)
  • 401k (no employer match currently)
  • Unlimited vacation (3–4 weeks/year recommended)
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