Business Insurance
Cyber Risk
Fraud
Personal Insurance
AI
100

This policy helps protect a company if someone claims they were injured or their property was damaged because of the business’s operations.

What is General Liability Insurance?

100

This simple habit is still the #1-way accounts get compromised.

What is weak or reused passwords?

100

This energy company declared bankruptcy in 2001 after a massive accounting fraud Scandal.

What is Enron?

100

If you own a home but rent it out to tenants instead of living in it yourself, it should typically be insured with this type of policy rather than a homeowners policy.

What is a rental dwelling (landlord) policy?

100

A computer system that famously defeated two of the greatest Jeopardy! champions in a televised match.

What is IBM Watson?

200

This coverage protects a business if an employee causes an accident while using their personal vehicle or a rented vehicle for work.

What is Hired and Non-Owned Auto Insurance 

200

Public Wi‑Fi is risky because attackers can do this.

What is intercept or monitor your data?

200

Disgraced financier arrested in 2008 for a $65 billion Ponzi scheme.

Who is Bernie Madoff?

200

This part of your auto policy pays for damage you cause to someone else’s vehicle or property in an accident.

What is personal liability coverage?

200

AI learns from this—but only what humans allow it to access.

What is data?

300

This type of insurance helps pay for costs after a data breach, like notifying affected people and hiring forensic experts.

What is Cyber Liability Insurance?

300

When attackers research you on LinkedIn before emailing, it’s called this.

What is spear phishing

300

An investment scam that pays early investors with money taken from later investors to create an illusion of high profits.

What is a Ponzi Scheme?

300

This homeowners policy coverage protects you if someone is injured on your property and sues you.

What is personal liability coverage?

300

The most important skill in the age of AI is this.

What is critical thinking?

400

This coverage helps pay for medical bills and lost wages if an employee is hurt or gets sick because of their job.

What is Workers’ Compensation Insurance?

400

True or False: Cybercriminals mostly target large corporations.

What is False? (Small businesses and individuals are prime targets.)

400

A type of fraudulent check scheme where funds are non-existent on the date of deposit.

What is Kiting?

400

Many homeowners assume their standard homeowners policy covers water damage from rising water outside the home, but this type of event requires a separate policy.

What is a flood?

400

The biggest risk of AI at work isn’t job loss—it’s this.

What is misuse, over‑trust, or lack of governance?

500

This coverage helps protect a company’s directors and officers if they’re accused of wrongful acts in managing the company (often brought by investors, employees, or regulators).


What is Directors & Officers (D&O) Liability Insurance?

500

Cybersecurity is no longer just IT’s job—it’s this level’s responsibility.

What is leadership / the board / executives?

500

A common, yet critical, control failure where one person handles both recording and depositing cash.

What is a lack of Segregation of Duties?

500

This optional policy provides extra liability protection above your home and auto policies, often in $1 million increments.

What is an umbrella policy?

500

This is why you should never upload confidential client data into public AI tools.

What is data privacy risk?