What Most Insurance Agents Don’t Want Contractors to Know

If You Knew What I Know — You’d Shop Very Differently

  1. “Independent” Doesn’t Mean Full Access — Most agents only work with a few carriers, even if they say they’re “independent.”

  2. Cheap Quotes Are Easy to Manufacture — They just cut subs, tools, limits, or endorsements.

  3. Your Insurance History is Public — Every switch, every limit, every late pay — tracked like credit.

  4. Underwriters Trust Some Agents More Than Others — Same contractor, different agent = totally different pricing.

  5. Big Agencies Don’t Prioritize Smaller Accounts — If you’re under $20k premium, you’re often stuck with junior reps.

  6. Claims Reputation Matters More Than Premium — Some carriers pay clean and quick. Others delay and deny.

  7. Agents Won’t Explain Unless You Push — If you say “just the cheapest,” that’s all you’ll get.

  8. GC Requirements Aren’t Real Protection — You can be compliant and still totally exposed.

  9. Most Agents Prefer You Stay in the Dark — Less you know = easier to sell a cookie-cutter policy.

  10. Default Programs Are Overpriced and Underpowered — Especially for work comp, auto, and tools.

Quick Win: Ask Your Agent These 5 Questions

  • What companies do you actually have access to?

  • What was cut to make this quote cheaper?

  • What does my file look like to underwriters?

  • Who handles my account — you or a rep?

  • Which carrier would you pick if this was your business?

Why I Care?
I’ve seen what happens when contractors are left in the dark. The right agent doesn’t just quote — they protect.

Bottom Line Ask better questions. Know what’s really going on. And work with someone who plays the long game with you.

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