Founding Operator

Job Description

Job Description

Our client, a fast-growing AI startup transforming the $1.5T insurance brokerage industry, is hiring a Founding Operator to work hand-in-hand with leadership on the hardest, most ambiguous problems in the business. You'll put structure to chaos, ship outcomes in days not quarters, and own whatever matters most.

What you'll do

• Own unstructured, high-stakes strategic problems — pricing, commercial strategy, board materials, and executive narratives
• Run deep-dive analyses on account health, retention, expansion, and pipeline to inform GTM and customer strategy
• Support enterprise deployments and onboarding alongside customer success for the largest brokerages
• Build and operationalize GTM workflows, outbound automations, renewal motions, and internal reporting infrastructure
• Build internal AI workflows, agents, and prompts that compress weeks of work into hours using frontier models

Requirements

• 1–4 years at MBB (McKinsey strongly preferred — SBA, tenured analyst, or early associate) or an elite boutique / bulge-bracket investment bank (M&A or ECM seat; Evercore, Jefferies, etc.)
• Bachelor's degree from a top-tier university (e.g., CMU, Ivey, or comparable program)
• Partner-level financial modeling, pricing analysis, and board-quality deliverables
• Strong executive presence — able to hold your own with senior leadership, customers, and investors
• Analytical rigor and a high quality bar across modeling, written work, and verbal communication
• AI-native by default — a daily user of frontier models (GPT, Claude) who has already restructured personal workflows around them and can speak fluently to model capabilities
• High-agency IC who imposes structure on ambiguity and ships without direction

Nice to have

• Prior internship or stint at a high-growth startup or tech company (e.g., AI lab–acquired startup)
• Exposure to technology, AI, FIG, or PE verticals in consulting/banking
• Has built AI agents, internal tools, or side projects independently
• Genuinely committed to startups/tech — ideally aspires to be a founder

Benefits

• Salary & equity
• Relocation assistance
• NO sponsorship