Deep Cut — Insurance, Trucks & Trailers for Woodworking Businesses

Today we’re doing something totally different — we’re going DEEP into one of those nerdy behind-the-scenes topics that actually costs you money if you ignore it: INSURANCE — commercial insurance and commercial auto. We’ll talk history, law, jargon, trucks, tools, trailers, work comp, coverage, DOT regs and more — all sprinkled with trivia questions your brain didn’t even know it needed. Let’s go!

Jess Lobdill

2/19/202613 min read

a yellow umbrella with a question mark underneath it
a yellow umbrella with a question mark underneath it

Deep Cut — Insurance, Trucks & Trailers for Woodworking Businesses

Intro

“Today we’re doing something totally different — we’re going DEEP into one of those nerdy behind-the-scenes topics that actually costs you money if you ignore it: INSURANCE — commercial insurance and commercial auto. We’ll talk history, law, jargon, trucks, tools, trailers, work comp, coverage, DOT regs and more — all sprinkled with trivia questions your brain didn’t even know it needed. Let’s go!”

🧠

SEGMENT 1 — The History of Insurance

Insurance isn’t just a thing you pay for and forget — it’s a system with roots in ancient commerce. Merchants in the Mediterranean realized risk long before computers did.

Question #1

In what ancient civilization were contracts resembling insurance policies first recorded?

A) Ancient Egypt

B) Babylonian Empire

C) Han Dynasty China

D) Indus Valley Civilization

Narration

Fast forward: maritime trade exploded risk. Sailors, merchants and investors developed “bottomry” —

Question #2

Bottomry, an early form of maritime insurance, had what unusual defining trait?

A) It was funded by temples

B) Loan repayment was forgiven if the ship was lost at sea

C) Only pirates were allowed to underwrite it

D) It applied only to spices

🚚

SEGMENT 2 — When Modern Commercial Insurance Began

Narration

Modern commercial insurance started to take shape alongside industrialization. Think factories, railroads, and mercantile law.

Question #3

Which city is credited as the birthplace of modern property insurance in the 17th century?

A) Amsterdam

B) London

C) Venice

D) Lisbon

Narration

In the U.S., commercial insurance grew rapidly after the Civil War, especially with railroads and big manufacturing.

Question #4

The first recorded automobile liability insurance policy in the U.S. was written in which decade?

A) 1890s

B) 1900s

C) 1910s

D) 1920s

⚖️

SEGMENT 3 — Insurance Laws: FL, IL & TX

Narration

Insurance is regulated at the state level in the U.S., so Florida, Illinois and Texas have important differences.

Question #5

Which of these states has historically NOT required commercial auto insurance minimums as high as the others?

A) Florida

B) Illinois

C) Texas

D) All have same minimums

Florida Commercial Auto Minimums

Florida’s minimums for commercial vehicles are surprisingly low compared with most other states, but heavier vehicles have higher required limits under state statute:

General commercial auto (light vehicles):

$10,000 Property Damage Liability (PDL)

$10,000 Personal Injury Protection (PIP) (medical coverage)

Note on Bodily Injury:

Florida doesn’t require a minimum bodily injury liability on a standard policy for most commercial vehicles (unless specific use cases apply), but many carriers won’t issue a policy without BI limits because the liability risk is too high.

Commercial trucks by weight (Florida statute minimums):

Commercial vehicle 26,000–34,999 lbs GVW: $50,000 combined liability

35,000–43,999 lbs GVW: $100,000 combined liability

44,000+ lbs GVW: $300,000 combined liability

(These are state statute minimums in addition to other required coverages.)

Texas Commercial Auto Minimums

Texas has state-mandated minimum liability limits that are similar to personal auto requirements but apply to commercial-owned vehicles:

Bodily Injury Liability: $30,000 per person

Bodily Injury Liability: $60,000 per accident

Property Damage Liability: $25,000 per accident

These limits are common split limits (30/60/25). Many commercial operators choose much higher limits because these state minimums are low relative to potential damages in a crash.

Unlike Florida, Texas does not require PIP on commercial auto policies if the insurer offers it — it’s optional.

Illinois Commercial Auto Minimums

Illinois also follows a split limit format for commercial auto liability:

Bodily Injury Liability: $25,000 per person

Bodily Injury Liability: $50,000 per accident

Property Damage Liability: $20,000 per accident

(“25/50/20”)

Illinois also typically requires Uninsured Motorist (UM) and Underinsured Motorist (UIM) coverage in addition to the liability minimums for commercial vehicles — which adds protection if the at-fault driver has insufficient or no insurance.

🚛

Texas Commercial Truck Insurance Minimums

Intrastate (within Texas only):

For commercial trucks under 26,000 lbs hauling household goods: $300,000 liability minimum.

For commercial trucks 26,000 lbs or more hauling household goods: $500,000 liability minimum.

Federal/Interstate (FMCSA requirements if hauling freight across state lines):

$750,000 — minimum for non-hazardous freight hauling.

$1,000,000 — for certain freight (e.g., oil transport).

$5,000,000 — for hazardous materials requiring high levels of protection.

Important Note:

If you’re operating under a DOT number and hauling freight for hire beyond Texas borders (interstate), the FMCSA minimums apply, not just the state minimums.

🚚

Illinois Commercial Truck Insurance Minimums

Intrastate (Illinois only, not crossing state lines):

State DOT liability minimums can vary based on vehicle weight and cargo type — but typical intrastate minimums seen in Illinois include:

$300,000 – $500,000 coverage for non-hazardous freight (vehicles often more than 10,000 lbs).

Interstate / FMCSA (for trucks hauling freight for hire across state lines):

$750,000 minimum liability coverage for general freight — this is the federal minimum carriers must meet and file proof of with the DOT.

Higher limits (e.g., $1,000,000 or more) are often required by shippers or brokers, and for hazardous materials, the federal minimum can be up to $5,000,000.

Stand-alone State Vehicle Insurance Minimums (not necessarily trucking):

If you’re just operating commercial autos and not under DOT authority, Illinois’ basic minimum commercial auto liability is:

$25,000 per person / $50,000 per accident bodily injury + $20,000 property damage liability.

(These are passenger/commercial auto minimums, not the same as trucking carrier liability minimums when hauling freight.)

🧠 Summary

Texas

Intrastate trucking: $300K → $500K depending on GVW & cargo.

Interstate/For-hire freight (FMCSA): $750K → $5M depending on cargo type.

Illinois

Intrastate trucking: roughly $300K–$500K for non-hazardous freight.

Interstate/For-hire freight (FMCSA): $750K minimum, with higher limits frequently required.

🧠

Quick Comparison (State Legal Minimums)

State

BI per person

BI per accident

PD liability

PIP / Other

Florida

Not required at low end

Not required

$10,000

$10,000 PIP required

Texas

$30,000

$60,000

$25,000

PIP optional

Illinois

$25,000

$50,000

$20,000

UM/UIM typically required

(BI = Bodily Injury; PD = Property Damage)

🔍

Important Notes

State minimums are generally not sufficient for most commercial businesses, especially those hauling valuable tools, equipment, lumber, trailers, or employees — one serious wreck can exceed these limits quickly.

If your vehicle operates interstate (crossing state lines) or carries freight of substantial value, federal (FMCSA) minimums often apply, starting at $750,000 liability for vehicles over 10,000 lbs and much higher for hazardous materials.

Commercial carriers with USDOT or MC numbers are subject to those federal thresholds, regardless of state minimums.

Narration

Texas tends to require higher minimum limits for commercial trucking due to interstate volume and large cargo risk.

Question #6

Which state is most likely to require an umbrella liability policy for certain commercial contractors?

A) Illinois

B) Florida

C) Texas

D) None — umbrella is optional everywhere

📘

SEGMENT 4 — Insurance 101: Types & Terms

Narration

Let’s talk policy types you’ll hear — and the weird terms.

Question #7

What does “stacked” mean in insurance?

A) Multiple policies layered for greater limits

B) Covering multiple unrelated businesses

C) A claim filed outside business hours

D) Cancelation due to late payment

Question #8

What kind of coverage is specifically meant to protect your tools and equipment when stolen or damaged?

A) General Liability

B) Inland Marine

C) Workers’ Compensation

D) Property Floater

📑

SEGMENT 5 — What Insurance Your Business Needs

Narration

You make cabinets, furniture, built-ins. You haul trailers. You work jobsites. Here’s the insurance stack that protects you.

Question #9

Which policy covers bodily injury or property damage to third parties resulting from your business operations or products?

A) Workers’ Comp

B) General Liability

C) Commercial Auto

D) Tool Floater

Question #10

Which policy only pays when your employee gets hurt on the job?

A) General Liability

B) Workers’ Compensation

C) Employer’s Liability

D) Disability Income

🚛

SEGMENT 6 — Commercial Auto & DOT

Narration

If you haul lumber, cabinets or tools in trucks and trailers, you’re in the commercial auto and DOT world. Different rules than your personal car.

Question #11

DOT weight regulations start at what gross vehicle weight rating (GVWR)?

A) 8,000 lbs

B) 10,000 lbs

C) 26,001 lbs

D) 33,000 lbs

Question #12

What’s the term for a trailer’s safety inspection requirement under DOT?

A) Annual PCP

B) Periodic Vehicle Inspection

C) Monthly Safety Segment

D) Annual DOT Trailer Certification

🧩

SEGMENT 7 — Coverage Nuances for Trucks & Trailers

Narration

Let’s dive deeper into what’s actually covered when you’re hauling wood, tools, machines, and cabinets.

Question #13

*Which coverage protects you when your hired driver damages someone else’s property with your commercial truck?

A) Comprehensive

B) Collision

C) Liability

D) Cargo

Question #14

What covers damage to your own truck from hitting a pole?

A) Liability

B) Comprehensive

C) Collision

D) Uninsured Motorist

🛠

SEGMENT 8 — Jargon & Weird Words

Narration

Here are some terms a lot of business owners think they know — but don’t.

Question #15

What does aggregate limit refer to?

A) Total number of policies you own

B) Maximum your insurer pays in a year

C) The cost of all deductibles combined

D) Limit per claim

🧾

SEGMENT 9 — Tools, Equipment, and Floater Policies

Narration

Insurance loves lines — and tools are special.

Question #16

Inland marine insurance traces its name back to insurance on what?

A) Submarines

B) Ocean cargo

C) Floating docks

D) Canal boats

🪪

SEGMENT 10 — Advanced Policy Structures

Narration

Let’s go deep on how policies can stack and interact.

Question #17

What’s an umbrella policy actually doing?

A) Adds weather coverage

B) Increases liability limits over underlying policies

C) Extends coverage to family members

D) Reduces premiums

🧾

SEGMENT 11 — Florida Specific

Narration

Florida’s insurance market is quirky due to weather, lawsuits and high claims.

Question #18

In Florida, a “citizen insurer” is a state-created insurer of last resort — originally meant for

A) Flood insurance

B) Homeowners with hurricane risk

C) Commercial trucking fleets

D) Workers’ comp for temps

🧾

SEGMENT 12 — Illinois Specific

Narration

Illinois has unique tort laws and compensation climates.

Question #19

In Illinois, which of these increases premiums more than average?

A) No-fault auto laws

B) Pure comparative negligence

C) Strict liability for tools

D) No umbrella allowed

Pure comparative negligence is a legal rule used in some states (including Illinois) to decide how much money someone can recover after an accident when more than one person is at fault.

🧠 The Simple Idea

Even if you are mostly at fault, you can still recover money — your payout is just reduced by your percentage of fault.

🧾

SEGMENT 13 — Texas Specific

Narration

Texas loves big rigs and open roads — and rules reflect that.

Question #20

Texas requires which unique coverage for commercial auto hauling hazardous materials?

A) Pollution liability

B) Cargo theft only

C) Night-time driving surcharge

D) No special coverage

🧾

SEGMENT 14 — Worker Safety & Comp

Question #21

Which federal act influenced state workers’ compensation laws across the U.S.?

A) Social Security Act

B) Occupational Safety and Health Act

C) Federal Employers’ Liability Act

D) Sherman Antitrust Act

🚛

SEGMENT 15 — Trailers & Commercial Labels

Narration

Your trailer may get a VIN — and that changes insurance and reg streams.

Question #22

A trailer with a GVWR under 10,000 lbs usually is insured as:

A) Commercial auto

B) Personal umbrella

C) Property floater

D) Recreational vehicle

🧩

SEGMENT 16 — Claims Situations You Hope You Never See

Question #23

If a subcontractor damages your tools on a jobsite, which policy could potentially pay?

A) Your general liability

B) Inland marine

C) Subcontractor’s liability

D) All of the above

⚙️

SEGMENT 17 — Policy Limits & Deductibles

Question #24

Higher deductibles usually result in:

A) Higher premiums

B) Lower premiums

C) No change in premiums

D) Free umbrella coverage

🧠

SEGMENT 18 — Commercial Auto Endorsements

Question #25

An “endorsement” is:

A) A celebrity quote on your policy

B) A change/addition to basic coverage

C) A total policy rewrite

D) The same as a rider

🧠

SEGMENT 19 — Loss Runs & Audits

Question #26

A loss run report shows:

A) Your fastest shavings

B) Your claim history

C) Your insurance credit score

D) Only losses over $10k

🎉

BONUS — Ultra Advanced Insurance Trivia

Bonus Q1

Which of these is a true condition of most commercial insurance contracts?

A) You must submit to arbitration for disputes

B) You must lock up your tools at night

C) You must paint your vehicles a specific color

D) You must publish your premiums publicly

Extra Detail: Some policies include arbitration clauses to quickly settle disagreements.

Arbitration is a way to settle a dispute without going to court.

Instead of a judge and jury, both sides present their case to a neutral third party called an arbitrator, who makes a decision.

Bonus Q2

In insurance math, the pure premium refers to:

A) Profit the insurer makes

B) Expected losses + loss adjustment expenses

C) Total payroll of the insured

D) Insurer’s marketing cost

Extra Detail: This number helps actuaries price risk before adding administrative load and profit.

Pure premium is an insurance pricing term that means:

The expected cost of claims only — before overhead, profit, or fees are added.

It’s the raw math of risk.

🧠 Breaking It Down

Insurance companies look at data and estimate:

How often claims happen

How expensive those claims usually are

That number = pure premium

🧵

Wrap-Up

“Insurance isn’t sexy — until you need it. But if you know this stuff, you run better, safer and smarter. Thanks for joining our deep cut. If you actually remember one of these questions on a quiz — call us, we’ll pay your premium!”

Trivia Answers

Question #1

In what ancient civilization were contracts resembling insurance policies first recorded?

A) Ancient Egypt

B) Babylonian Empire

C) Han Dynasty China

D) Indus Valley Civilization

Answer: B) Babylonian Empire

Fun Fact: The Code of Hammurabi (circa 1750 BCE) included forms of risk-sharing among merchants — one of the earliest written examples of “if your goods sink or burn, we’ll share the loss.” That’s proto-insurance!

Question #2

Bottomry, an early form of maritime insurance, had what unusual defining trait?

A) It was funded by temples

B) Loan repayment was forgiven if the ship was lost at sea

C) Only pirates were allowed to underwrite it

D) It applied only to spices

Answer: B) Loan repayment was forgiven if the ship was lost at sea

Fun Fact: If the ship made it back, repayment was due. If it didn’t, the loan vanished. Wild, right?

Question #3

Which city is credited as the birthplace of modern property insurance in the 17th century?

A) Amsterdam

B) London

C) Venice

D) Lisbon

Answer: B) London

Fun Fact: After the Great Fire of London (1666), property insurance became a real business instrument, not just a nice idea.

Question #4

The first recorded automobile liability insurance policy in the U.S. was written in which decade?

A) 1890s

B) 1900s

C) 1910s

D) 1920s

Answer: C) 1910s

Fun Fact: Cars were new, roads were rough, and injured people were common — insurers figured they had better write policies fast.

Question #5

Which of these states has historically NOT required commercial auto insurance minimums as high as the others?

A) Florida

B) Illinois

C) Texas

D) All have same minimums

Answer: A) Florida

Fun Fact: Florida’s tort system and no-fault tendencies often keep mandatory minimums lower; the real cost for businesses comes in actual market rates because Florida has high claims frequency.

Here’s a clear breakdown of state minimum commercial auto insurance requirements — specifically for Florida, Texas, and Illinois. Keep in mind these are legal minimums for basic liability — often far below what most agents recommend for a commercial operation hauling trucks, trailers, employees, or equipment.

Question #6

Which state is most likely to require an umbrella liability policy for certain commercial contractors?

A) Illinois

B) Florida

C) Texas

D) None — umbrella is optional everywhere

Answer: A) Illinois

Fun Fact: Unlike FL or TX, Illinois in some municipalities effectively forces umbrella coverage on high-risk contractors through licensing requirements.

Question #7

What does “stacked” mean in insurance?

A) Multiple policies layered for greater limits

B) Covering multiple unrelated businesses

C) A claim filed outside business hours

D) Cancelation due to late payment

Answer: A) Multiple policies layered for greater limits

Fun Fact: Stacking in commercial auto often means combining limits from multiple vehicles to cover a big loss.

Question #8

What kind of coverage is specifically meant to protect your tools and equipment when stolen or damaged?

A) General Liability

B) Inland Marine

C) Workers’ Compensation

D) Property Floater

Answer: B) Inland Marine

Fun Fact: Despite the name, Inland Marine covers tools and equipment on the move — perfect for carpenters.

Question #9

Which policy covers bodily injury or property damage to third parties resulting from your business operations or products?

A) Workers’ Comp

B) General Liability

C) Commercial Auto

D) Tool Floater

Answer: B) General Liability

Fun Fact: This is the foundation of every business policy suite: if your stuff hurts someone else, this pays.

Question #10

Which policy only pays when your employee gets hurt on the job?

A) General Liability

B) Workers’ Compensation

C) Employer’s Liability

D) Disability Income

Answer: B) Workers’ Compensation

Fun Fact: Employer’s Liability is usually bundled with Workers’ Comp — and protects you if an employee sues beyond comp limits.

Question #11

DOT weight regulations start at what gross vehicle weight rating (GVWR)?

A) 8,000 lbs

B) 10,000 lbs

C) 26,001 lbs

D) 33,000 lbs

Answer: C) 26,001 lbs

Fun Fact: Once you hit 26,001 lbs GVWR, you’re in the commercial regime — serious insurance and DOT paperwork.

Question #12

What’s the term for a trailer’s safety inspection requirement under DOT?

A) Annual PCP

B) Periodic Vehicle Inspection

C) Monthly Safety Segment

D) Annual DOT Trailer Certification

Answer: B) Periodic Vehicle Inspection

Fun Fact: Trailers must be mechanically inspected and kept on file — not just trailers, but every commercial piece of equipment.

Question #13

*Which coverage protects you when your hired driver damages someone else’s property with your commercial truck?

A) Comprehensive

B) Collision

C) Liability

D) Cargo

Answer: C) Liability

Fun Fact: This is why minimum limits matter — if your truck smashes a storefront, liability pays.

Question #14

What covers damage to your own truck from hitting a pole?

A) Liability

B) Comprehensive

C) Collision

D) Uninsured Motorist

Answer: C) Collision

Fun Fact: Comprehensive covers non-collision events — theft, vandalism, fire, animals.

Question #15

What does aggregate limit refer to?

A) Total number of policies you own

B) Maximum your insurer pays in a year

C) The cost of all deductibles combined

D) Limit per claim

Answer: B) Maximum your insurer pays in a year

Fun Fact: If you hit your aggregate limit early in the year, subsequent claims might not be paid.

Question #16

Inland marine insurance traces its name back to insurance on what?

A) Submarines

B) Ocean cargo

C) Floating docks

D) Canal boats

Answer: B) Ocean cargo

Fun Fact: Inland marine evolved from ocean cargo policies — it floats from jobsite to jobsite with your tools.

Question #17

What’s an umbrella policy actually doing?

A) Adds weather coverage

B) Increases liability limits over underlying policies

C) Extends coverage to family members

D) Reduces premiums

Answer: B) Increases liability limits

Fun Fact: Umbrella doesn’t replace your base policy — it kicks in only when your liability limits are exhausted.

Question #18

In Florida, a “citizen insurer” is a state-created insurer of last resort — originally meant for

A) Flood insurance

B) Homeowners with hurricane risk

C) Commercial trucking fleets

D) Workers’ comp for temps

Answer: B) Homeowners with hurricane risk

Fun Fact: While mostly for homes, the existence of Citizens affects rates across all commercial lines due to market stress.

Question #19

In Illinois, which of these increases premiums more than average?

A) No-fault auto laws

B) Pure comparative negligence

C) Strict liability for tools

D) No umbrella allowed

Answer: B) Pure comparative negligence

Fun Fact: In pure comparative negligence states like IL, even if you’re partly at fault, you can still collect — but it blows up settlement values.

Question #20

Texas requires which unique coverage for commercial auto hauling hazardous materials?

A) Pollution liability

B) Cargo theft only

C) Night-time driving surcharge

D) No special coverage

Answer: A) Pollution liability

Fun Fact: If you’re hauling any regulated hazmat, Texas mandates extra environmental coverage above standard liability.

Question #21

Which federal act influenced state workers’ compensation laws across the U.S.?

A) Social Security Act

B) Occupational Safety and Health Act

C) Federal Employers’ Liability Act

D) Sherman Antitrust Act

Answer: C) Federal Employers’ Liability Act

Fun Fact: FELA was originally railroad-focused, but its principles pushed state comp laws to expand.

Question #22

A trailer with a GVWR under 10,000 lbs usually is insured as:

A) Commercial auto

B) Personal umbrella

C) Property floater

D) Recreational vehicle

Answer: C) Property floater

Fun Fact: You don’t always need a full commercial auto policy on small trailers — but once you use it commercially everything changes.

Question #23

If a subcontractor damages your tools on a jobsite, which policy could potentially pay?

A) Your general liability

B) Inland marine

C) Subcontractor’s liability

D) All of the above

Answer: D) All of the above

Fun Tip: Depending on contracts and certificates of insurance, multiple parties can be drawn in.

Question #24

Higher deductibles usually result in:

A) Higher premiums

B) Lower premiums

C) No change in premiums

D) Free umbrella coverage

Answer: B) Lower premiums

Fun Tip: It’s the classic trade-off — pay more when you have a loss to pay less every month.

Question #25

An “endorsement” is:

A) A celebrity quote on your policy

B) A change/addition to basic coverage

C) A total policy rewrite

D) The same as a rider

Answer: B) A change/addition to basic coverage

Fun Tip: Endorsements tailor a generic policy to your actual business risk.

Question #26

A loss run report shows:

A) Your fastest shavings

B) Your claim history

C) Your insurance credit score

D) Only losses over $10k

Answer: B) Your claim history

Fun Tip: Underwriters review these closely — a bad loss run = higher renewal premiums.

A loss run report is basically your business’s insurance claim history report card.

Insurance companies use it to see how risky you are to insure.

Bonus Q1

Which of these is a true condition of most commercial insurance contracts?

A) You must submit to arbitration for disputes

B) You must lock up your tools at night

C) You must paint your vehicles a specific color

D) You must publish your premiums publicly

Answer: A) You must submit to arbitration for disputes

Extra Detail: Some policies include arbitration clauses to quickly settle disagreements.

Arbitration is a way to settle a dispute without going to court.

Instead of a judge and jury, both sides present their case to a neutral third party called an arbitrator, who makes a decision.

Bonus Q2

In insurance math, the pure premium refers to:

A) Profit the insurer makes

B) Expected losses + loss adjustment expenses

C) Total payroll of the insured

D) Insurer’s marketing cost

Answer: B) Expected losses + loss adjustment expenses

Extra Detail: This number helps actuaries price risk before adding administrative load and profit.

Pure premium is an insurance pricing term that means:

The expected cost of claims only — before overhead, profit, or fees are added.

It’s the raw math of risk.