The Skyscraper BLOG

February Wrap-Up: Are You Positioned for Q2?

As the final days of February 2026 wind down, many business owners are finally catching their breath after the “New...

February 27, 2026

Careers / Life at Skyscrapers, Commercial P&C Insurance, Commercial P&C Insurance, Grocery / Supermarkets

Property Valuations After Inflation Adjustments: Why Replacement Costs Still Lag Reality

Property insurance valuations have been under intense pressure over the past few years. Even after multiple inflation adjustments, many buildings...

Harry Baker/

February 4, 2026

Commercial P&C Insurance, Commercial P&C Insurance, Construction, COVID-19

Post-Renewal Coverage Checks Matter More Than You Think

Once a Workers Compensation policy renews, most businesses assume the work is done. Premiums are set, certificates are issued, and...

Harry Baker/

January 28, 2026

Multifamily Insurance, Personal Insurance, Real Estate

Holiday Message: Protecting What Matters Most

As the holiday season arrives, it’s a natural time to pause, reflect, and appreciate what truly matters. For businesses, families,...

Harry Baker/

January 16, 2026

Cyber Liability, Homeowner's Insurance, Personal Insurance

Professional Liability: Claims Trends to Watch as We Move Forward

Professional Liability, often referred to as Errors & Omissions (E&O) insurance, continues to evolve as services become more complex and...

Harry Baker/

January 13, 2026

Claims, Commercial P&C Insurance, Crisis Management

PEO vs Traditional Benefits at Year-End: Why Timing Matters

As the year comes to a close, many employers review payroll, benefits, compliance obligations, and plans for growth in the...

Harry Baker/

January 1, 2026

Business, Commercial P&C Insurance, Crisis Management

AI, Automation & Job Redesign: How Work Is Changing Workers Comp

Artificial intelligence and automation are not just changing how work is done—they are redefining job roles entirely. As responsibilities shift...

Harry Baker/

December 29, 2025

Flood, Homeowner's Insurance, Multifamily Insurance, Personal Insurance, Public Entities

Umbrella Coverage Before Year-End: Is Increasing Limits a Smart Move?

As the year comes to a close, many businesses and individuals consider increasing umbrella liability limits. With rising verdicts, expanding...

Harry Baker/

December 26, 2025

Commercial P&C Insurance, Hiring, Travel

Property Valuations: Why Inflation Creates a Hidden Coverage Gap

Inflation has quietly reshaped property insurance risk. Rising construction costs, labor shortages, and material price volatility have pushed replacement values...

Harry Baker/

December 23, 2025

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