How do I know what insurance I need? w/ Jeff Brewer

Episode OverviewJeff Brewer, CEO of Cornerstone Insurance and a US Coast Guard veteran, breaks down everything you need to know about business insurance for eCommerce companies. With over 25 years of experience and licensed in all 50 states, Jeff explains how to select the right coverage, choose reliable agents, and avoid costly mistakes that could bankrupt your business. This comprehensive guide covers everything from basic liability to cyber insurance, helping entrepreneurs protect their companies without overpaying for unnecessary coverage.Jeff ExplainsWhy business insurance is like a compass - how it pools risk and protects against unintended consequences that could destroy your companyThe 5 essential types of commercial insurance - errors & omissions, cyber liability, employment practices, general liability, and property coverageHow to choose between captive vs. independent agents - and why shopping with 3-5 different agents can save you thousandsThe critical factors that affect insurance pricing - including industry type, revenue size, claims history, and coverage limitsWhen to make a claim vs. paying out of pocket - strategic decisions that impact your future premiums and risk profileRed flags to avoid when selecting insurance partners - how to verify agent credentials and spot inadequate coverageTimestamps00:00 - Introduction and Jeff's Coast Guard background 02:20 - What is insurance and how it works 04:44 - Common insurance terms business owners need to know 07:00 - The bad stuff: events, losses, and claims 09:17 - Types of insurance explained 11:41 - Errors and omissions insurance deep dive 16:12 - Data and cyber liability coverage 21:19 - Employment practices liability insurance (EPLI) 23:39 - Directors and officers insurance (D&O) 25:29 - General liability and property insurance 28:21 - Workers compensation requirements 30:08 - What affects insurance pricing 32:29 - Compliance triggers and requirements 34:52 - How to choose the right insurance partner 42:29 - Captive vs. independent agents explained 46:59 - Tips for avoiding under-insurance 51:38 - Annual policy reviews and relationship building 53:32 - Cornerstone Insurance services overview 56:12 - Contact information and next stepsFollow JeffFollow Jeff Brewer Website: coveredbycornerstone.com LinkedIn: linkedin.com/in/jeffreyabrewerAbout Jeff's CompanyCornerstone Insurance (operating as Integrity First Insurance) is a premier provider of commercial insurance solutions specializing in financial services, fintech, and regulated industries. Founded over 25 years ago, the company serves thousands of clients nationwide with expertise in complex compliance requirements and risk management. Jeff's team offers full market access across 14 different carriers, providing transparent pricing and coverage comparisons to help businesses make informed decisions. For podcast listeners, they offer dedicated agent support through Donna Talbot at [email protected] or 888-846-4192.Services include:Errors & omissions insurance for professional servicesCyber liability coverage for data protectionEmployment practices liability insuranceDirectors and officers insuranceGeneral liability and property coverageWorkers compensation insuranceTransparent pricing across multiple carriersAbout How Do I?The How Do I? Podcast gives you