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Consider general liability, technology errors and omissions (E&O), cyber liability, commercial property, workers’ compensation, and directors and officers. Start with the coverages tied to your day-to-day operations, then use the situations and buying questions below to compare your options.
Customers or other visitors come to your workspace, or your team performs work at a customer site.
Compare the quoted commercial general liability (CGL) terms for premises, products, and completed operations with your locations and work. Check exclusions, aggregates, and separate limits.[1]
Which entity, premises, operations, products, and completed work are included? What exclusions, aggregates, or separate limits change the response to the scenario we described?
A software, hosted service, integration, or implementation error could cause a customer financial loss.
Chubb’s DigiTech summary describes technology E&O for third-party financial injury tied to its insured’s products and services. Ask how your quote defines your software work.[3]
How does this quote define our technology services and covered financial injury? What exclusions, claim triggers, defense-cost terms, and limits apply to a missed deliverable or service error?
Your company holds customer or employee data, depends on its network, or could incur costs after a cyber incident.
FTC lists costs your company may face, such as forensics, data recovery, and notification, separately from third-party liability claims. Compare those scenarios with quoted terms, limits, and exclusions.[2]
Do the quoted terms address our data, cloud vendors, response vendors, interruption, customer claims, waiting periods, exclusions, and separate sublimits?
You sign a lease, keep equipment or inventory at a site, or hold property belonging to someone else.
List owned or leased business buildings, business property, and property of others separately. California CDI ties property business-interruption examples to direct loss from a covered peril to business property; a cloud outage alone does not meet that example.[1]
Which site, tenant improvements, equipment, inventory, and property of others are listed, at what values? What covered-peril trigger, valuation, deductible, and business-interruption terms apply?
You hire an employee who works remotely or in a state where the company has not operated before.
California DWC says employers with one or more employees must meet the state’s workers’ compensation requirement. Out-of-state employers may need California coverage if employees regularly work there or a contract of employment is entered there. Check each work state.[8][9]
Which employee work locations, payroll, and duties are included in the application and policy? For each state, what local rule or coverage detail needs checking?
A financing discussion, board change, or investor request raises questions about claims alleging management decisions.
Chubb lists D&O among the coverage highlights of its ForeFront Portfolio 3.0 for private companies. Treat this as one carrier’s product example, not a statement that your startup needs or qualifies for it.[4]
Who would qualify as an insured person or entity? Which management claims, defense costs, exclusions, limits, and application statements are included in the proposed form?
Before requesting a quote, list your products and services, customer work, data, cloud and other key vendors, leased sites, equipment, employee work states, and any customer insurance clause.[1]
Update the brief when a contract, product, office, or hire changes. Send the exact clause and ask which quote, limit, entity, or policy document addresses each request. For California employees, check DWC guidance; check each other work state separately.[1][8][9]
Separate cyber incidents, physical property damage, and software or provider outages when comparing downtime. FTC lists cyber-cost examples; California CDI ties property business interruption to direct covered loss. Chubb’s cyber summary also describes interruption tied to insured systems and outsourced technology providers.[2][1][3]
Run one realistic event through the quote: what triggers coverage, whose systems count, whether vendor outages qualify, which waiting periods or sublimits apply, and how customer claims are treated.[3][2]
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Review business insurance when you add a customer, product, lease, asset, or employee. Compare likely losses with what the startup could afford to pay itself.[1]
Read the Full AnswerUse the customer’s exact clause as a checklist: entity, coverage, limits, dates, and requested document. Ask the broker to match each item to the quote and policy documents before you say the request is met.[1]
Read the Full AnswerCompare proposed cyber terms for incident response costs with the terms for a software error that causes customer financial loss. Chubb’s DigiTech summary describes technology E&O for third-party financial injury from its insured products and services.[2][3]
Read the Full AnswerCompare cyber recovery and lost income, physical damage to business property, and interruption at an insured system or provider. Chubb’s summary is one cyber product example; California CDI’s property-interruption example requires direct loss from a covered peril.[2][3][1]
Read the Full AnswerFor a California quote, list owned or leased business buildings, business property, and property of others separately from CGL. Compare the lease’s insurance wording with that inventory.[1]
Read the Full AnswerFundraising alone does not settle the D&O decision. Check the actual investor, board, or financing wording and ask the broker to compare it with the proposed form.[4]
Read the Full AnswerHealthCare.gov says a person running an income-producing business without employees is self-employed and can buy individual Marketplace coverage. Losing job-based coverage qualifies for a Special Enrollment Period. This is health coverage guidance, not a rule for commercial liability or worker classification.[5]
Read the Full AnswerWhen hiring, compare group plans with your budget and hiring plans. In California, eligible employers can choose plan tiers and contributions through Covered California for Small Business; employees choose among offered plans. This is separate from commercial liability.[6]
Read the Full AnswerCheck where each employee works, not only where the startup formed. California DWC says employers with one or more employees in California must meet the state’s workers’ compensation requirement. An out-of-state employer may need California coverage if employees regularly work there or a contract of employment is entered there.[8][9]
Read the Full AnswerCompare quotes for the same entity, operations, locations, policy period, limits, deductibles or retentions, and exclusions. Different assumptions can make a lower premium a poor comparison.[1]
Read the Full AnswerCalifornia guide to commercial property, general liability, business interruption, and quote-rating factors.
FTC small-business examples for first-party and third-party cyber coverage; compare them with the actual quote.
Chubb-attributed technology E&O and cyber interruption examples; product summaries are not the buyer’s policy wording.
Chubb’s private-company coverage highlights include D&O; this does not establish a universal fundraising requirement.
Current federal Marketplace guidance for founders with no employees and loss of job-based coverage.
California group-health plan choices and the individual-plan route for self-employed people with no W-2 employees.
IRS explanation of prior-year full-time and FTE counting, aggregation, seasonal workers, and new-employer rules.
California-specific workers’ compensation employer guidance, including employee and business-structure questions.
California DWC example for out-of-state employers with employees who work in California.
Spot, a product of Tools for Enlightenment, publishes this guide and works in the commercial insurance market. This is general buyer education; policy terms and state-specific obligations determine coverage and requirements.
Updated 2026-09-28. Editorial Policy
Get help buying coverage and managing renewals, with less paperwork for your team. Start with a free consultation.