Insurance & Financial Security

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Insurance is one of those industries where the business of managing risk is itself risky and the stories behind insurance companies, brokerages, and financial security providers reflect that reality. This category covers independent insurance agents, specialty coverage firms, insurtech startups, financial planning practices, and risk management consultants. Stories explore how insurance professionals build books of business, navigate commission structures, and keep clients through life events that change their coverage needs. You’ll also find candid accounts from startup founders disrupting traditional insurance models, brokerage owners who built multi-generational practices, and financial security professionals serving middle-market clients who often fall between the cracks of mass-market products and private wealth services.

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