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Insurance for Entrepreneurs

Contractors Insurance
Insurance Tips and Renewal Negotiation Strategies for Contractors


What Happens After the Fire? What the Kids Choice Sports Center Fire Teaches Us About Commercial Property Insurance
In late May of 2025, I was driving to Richmond when I saw something that made me slow down and do a double take. On the side of the...
Daryl Henry
Jun 165 min read


Why Every Masonry Contractor in Maryland Needs General Liability Insurance
If you’re a masonry contractor in Maryland, your next job could cost you everything— unless you’ve got the right insurance . The hard...
Daryl Henry
Jun 93 min read


How I Used Leverage to Save My Client’s Auto Insurance — Without Shopping the Market
When an insurance company told me they wanted to non-renew the auto policy for one of my structured cabling contractor clients, I didn’t...
Daryl Henry
Jun 34 min read


Essential Insurance Coverage for Flooring Contractors: What You Need to Protect Your Business
If you're starting or running a flooring contractor business, having the right insurance coverage is essential. This guide provides a...
Daryl Henry
Mar 113 min read


Why Is Umbrella Insurance Coverage More Expensive in 2025?
Umbrella insurance coverage is becoming more expensive in 2025. Many of the people buying Business Insurance in Frederick are wondering...
Daryl Henry
Mar 72 min read


What Construction Businesses Should Expect from Insurance in 2025
I finished reading the Zywave Marketplace Report. Most people don’t want to read the 52-page report, so I’ve done it for you. As we...
Daryl Henry
Jan 65 min read
The 4 Greatest Challenges to Running a Non-Profit or a Business
A while back, I asked a Nonprofit leader what he saw as the 4 greatest challenges to running a nonprofit. His answer is the basis for...
Daryl Henry
Jan 54 min read


How do I know I’m getting the best deal on insurance for my business?
What you’re trying to do is maximize your odds of success. You do that by running a great negotiation system.
Daryl Henry
Dec 11, 20244 min read


Electricians Can Save on Workers Compensation Insurance With These 4 Risk Management Strategies:
This blog is about 4 risk management strategies that can help reduce your workers compensation insurance costs. Look, let me tie this in...
Daryl Henry
Dec 10, 20244 min read


What The Heck is Terrorism Coverage?
What is Terrorism Coverage? I usually get this coverage right as a customer is signing the paperwork to buy their policies. Customers...
Daryl Henry
Nov 30, 20244 min read


4 Facts about Independent Contractors That Impact your Risk and Insurance
It doesn’t matter the kind of business that I’m working with, Independent Contractors create confusion. Counseling Organizations will...
Daryl Henry
Nov 30, 20243 min read


Top 8 Most Painful Workers Compensation Audit Surprises
There aren’t many pleasant parts of the insurance transaction. I measure it based on degrees of pain. In my opinion, workers...
Daryl Henry
Nov 30, 20244 min read


Kindness is Free, and it Makes Your Business More Profitable
Lessons from Mastering Civility: A Manifesto for the Workplace by Christine Porath I found this book a couple of years ago when reading...
Daryl Henry
Nov 30, 20245 min read


6 Steps to Building a Repeatable System
There are only 24 hours in a day. Everyone must play by this rule. I’ve tried to cheat this rule every way I know how. Sleep less. Cut...
Daryl Henry
Nov 27, 20245 min read


3 High Profile Cyber Incidents and What You Need to Learn From Them
There are three stores about Cyber hacks that have been a paradigm shift for me. The purpose of this article is to share those...
Daryl Henry
Nov 27, 20243 min read


6 Takeaways from The Ultimate Sales Machine by Chet Holmes and Amanda Holmes
I recently finished reading The Ultimate Sales Machine . I’ve heard it described as “The Red Bible” I picked it up because of Walt...
Daryl Henry
Nov 27, 20244 min read


44 Questions you can use to interview your insurance broker
I know that when I interview a professional service, I find the process overwhelming. Whether it’s a doctor, lawyer, or accountant, I...
Daryl Henry
Nov 27, 20245 min read


5 Essential Characteristics to Look for in Your Organization's Insurance Broker
In today's complex and ever-changing business landscape, having the right insurance coverage is crucial for protecting your organization...
Daryl Henry
Nov 27, 20244 min read


How to Create a Business Continuity Plan
Business interruptions come in all shapes and sizes. Sometimes it’s a fire in a covered facility. Sometimes it’s a war in Ukraine. ...
Daryl Henry
Nov 27, 20247 min read


When the business has no money, and the entrepreneur lends the business its home and car...
When entrepreneurs start a business, the organization has no money. This sounds obvious and reductive. But here is what usually happens...
Daryl Henry
Nov 27, 20242 min read
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