Property and Casualty

Top 5 Insurance Surprises Businesses Face in Q4 — and How to Prevent Them

October 30, 2025

People in an office

As year-end approaches, many organizations focus on closing out financials and planning for the year ahead. It’s also the time when insurance programs often reveal unexpected challenges, some avoidable, others the result of shifting market conditions or overlooked details.

Below are five common “surprises” businesses encounter in the fourth quarter—or any time your renewal may occur—and practical ways to prevent them.

1. Higher-Than-Expected Premium Increases

Renewals late in the year can bring unwelcome news about premium adjustments. Market volatility, inflation and claim activity all play a role in these changes.

Prevent it: Be aware of renewal timelines and be ready to start discussions early. In preparation for your renewal, your broker will review loss trends and exposure changes with you to allow for better forecasting and budgeting. 

 

2. Workers’ Compensation Audit Adjustments

Year-end audits often reveal payroll discrepancies or misclassified employees, leading to unexpected bills or refunds. Businesses that grew or changed staffing midyear are particularly vulnerable.

Prevent it: Conduct an internal payroll review and subcontractor documentation before audit season. Confirm that your current payroll estimates are appropriate and be prepared to discuss with your broker any changes in operations or job duties.

 

3. Contract Requirements That Don’t Match Coverage

When contracts renew or new projects launch, partners often request updated certificates of insurance. Occasionally, these reveal missing limits, outdated endorsements or coverage not aligned with the agreement.

Prevent it: Review key contracts before renewal. Align insurance requirements with policy terms to avoid last-minute amendments or delays in execution.

 

4. Complex Cyber Questionnaires

Cyber insurers have tightened underwriting standards. Many now require detailed questionnaires covering security controls, employee training and data protection.

Prevent it: Keep cybersecurity documentation current throughout the year. Maintain records of employee training, MFA implementation and incident response plans to streamline renewal reviews.

 

5. Missed Renewal Deadlines

Competing priorities in Q4 can push insurance renewals down the list, leading to rushed reviews and reduced negotiating time.

Prevent it: Prioritize meetings with your broker 90 to 120 days before your renewal dates. Early preparation provides room to evaluate options, negotiate terms and confirm coverage accuracy. Also, consider moving your insurance anniversary dates to earlier in the year when other priorities may be less likely to interfere with the insurance renewal process.

 

The Bottom Line

Insurance surprises at year-end can often be traced back to timing and preparation. By incorporating insurance planning into your broader year-end review, you can reduce administrative stress, improve cost predictability and ensure your business enters the new year well protected. Connect with your Alera Group Account Executive if you have any questions about your own renewal.

About the author

P: (312) 867-7359

 

Chris Breck began working with the team in 1989, and today he manages the day-to-day insurance and business needs of many of the firm's largest and most established clients. Chris acts as a risk manager for his clients, with an emphasis on working to control both risks and overall risk management costs.

His primary responsibility involves the design, marketing and implementation of commercial property and casualty insurance programs. He specializes in delivering alternative risk solutions, including captive insurance programs.

Chris maintains a broad industry focus, which includes manufacturing, service, retail, healthcare, private equity, and nonprofit companies.

Chris graduated from Illinois State University with a B.S. in Marketing/Business Administration. He has been a licensed insurance producer since 1992, has maintained his status as a Certified Insurance Counselor since 1996, and as a Certified Risk Manager since 2010.

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