The Greatest Challenges Facing High-Risk Insurance Markets and Agent Classification

The Greatest Challenges Facing High-Risk Insurance Markets and Agent Classification

From The Insurance Guys Podcast by Scott Howell & Bradley Flowers

June 10, 2026 · 30 min

About this episode

Scott Howell and Bradley Flowers discuss the challenges in high-risk insurance markets and the complexities of agent classification.

In this episode of The Insurance Guys, Scott Howell and Bradley Flowers dive into the greatest challenges facing high-risk insurance markets and the complexities of agent classification. Scott kicks things off with a humorous take on insuring strip clubs under a fictional Death Machine Insurance agency built for high-hazard risks, sharing an insightful anecdote about the Las Vegas strip club business model where dancers pay a nightly door fee to work. The conversation then turns serious as Scott recounts his agency's frustrating experiences with 1099 independent contractors in the property and casualty space and why that model often falls short. Bradley breaks down the IRS guidelines for determining 1099 status through behavioral control, financial control, and the type of relationship, while Scott shares how his attempt to revise contractor terms resulted in an immediate departure. The hosts also critique a Vanderbilt University study alleging widespread insurance overcharging, voice concerns about potential federal interference in P&C insurance, and highlight the massive costs of carrier advertising. Responding to a listener question, they address the legal boundaries for using…

People in this episode

Hosts: Scott Howell, Bradley Flowers

Topics covered

  • high-risk insurance markets
  • agent classification
  • 1099 independent contractors
  • insurance overcharging
  • federal interference
  • advertising costs
  • legal boundaries for virtual assistants

Keywords

  • high-risk insurance
  • agent classification
  • 1099 contractors
  • insurance overcharging
  • federal interference
  • virtual assistants
  • Las Vegas strip clubs

Mentioned in this episode

Organizations: Vanderbilt University, IRS, Department of Insurance

Places: Las Vegas, P&C

More episodes of The Insurance Guys Podcast

Explore listener stats, chart rankings, contacts and more on the The Insurance Guys Podcast podcast page.