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President

Chicago, IL, US💼 Full-time💰 $425,000–$425,000🗓 2026-09-24 → 2026-09-25

Core

Lead the full P&L, strategy, and operations of Insureon, the largest digital insurance agency for small businesses in the US.

Role type

President (C-Suite)

Builds

Digital insurance platform, commercial insurance products, and agency operations for small business owners.

Domain

Insurance / Insurtech / Small Business

Deliverable

production ML models | product features | dashboards & analysis | client delivery | infrastructure

Required skills

P&L ownership, strategic planning, digital distribution, eCommerce, carrier relationship management, organizational development, cross-functional leadership, financial forecasting, IT governance

Preferred skills

API-based distribution platforms, insurtech models, industry organization involvement (IIABA, NAPSLO/TMPAA, IICF)

Technologies

Digital platforms, AI platforms, API-based distribution

Responsibilities

Oversee five core functions (Strategy, Customer Acquisition, Product, Technology, Agency Operations), accelerate digital customer acquisition and eCommerce capabilities, develop and expand partnerships with carriers and technology platforms, lead annual and long-range strategic planning, oversee internal IT operations and vendor relationships, represent the company at the executive level with stakeholders

Seniority

C-Suite, full P&L ownership

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