Episodes 15
Avg. Duration 7m
Activity Sporadic
Since Sep 2025
Latest Episode Mar 2026

Publishing Details

Schedule
Every 2 Weeks
Format
Episodic
Consistency
61%
Hosting
rss.buzzsprout.com

About This Podcast

Insurance doesn’t have to be dull — and Jessica Villarreal is here to prove it. Every Friday, she takes you inside the high-stakes world of business, risk, and claims with unapologetic energy and fearless insight. From behind-the-scenes war stories to real-world strategies that keep businesses alive when things go sideways, this podcast is equal parts bold, fun, and just a little dangerous. If you came for boring, you’re in the wrong place.

Podcasting 2.0 Features

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Recent Episodes

S2E2 Covered Or Denied: The Hottest Gameshow in Insurance!

Mar 07, 2026 9m Transcript

Send us Fan MailWe play “Covered or Denied” with real claims and translate the jargon into plain English. From coinsurance penalties to flood exclusions and subrogation, we show how coverage turns on…

S2E1 New Year, No Chill. Assuming Coverage is NOT a Strategy!

Jan 24, 2026 4m Transcript

Send us Fan MailPause the multitasking. This story starts with a routine choice, a trusted employee, and a well-run company—and ends with a six-figure bill sitting in the gray space between general…

A Christmas Eve Claim Shows Why Insurance Only Works When You Plan

Dec 25, 2025 4m Transcript

Send us Fan MailA quiet Christmas Eve, a building full of smoke, and a hard lesson about what insurance pays for when holiday décor meets hot-running equipment. We open the door on a real seasonal…

Cannabis, Caramels, And A Christmas Claim Gone Sideways

Dec 12, 2025 5m Transcript

Send us Fan MailPeppermint-scented chaos, a late-night shortcut, and a claims maze no one wants for Christmas. We unpack how a boutique cannabis brand turned a blockbuster holiday promo into an…

S1E12 How Leaders Turn Turbulent Layoffs Into Risk-Ready Strategy

Nov 21, 2025 7m Transcript

Send us Fan MailThe headlines say “realignment,” but we call it what it is: a new wave of layoffs reshaping tech, AI startups, logistics, and professional services. We pull back the curtain on how…

S1E10 How A Government Shutdown Becomes Your Biggest Operational Risk

Nov 13, 2025 7m Transcript

Send us Fan MailThe news says “shutdown,” but what you feel on the ground is a standstill: flights slowed to a crawl, terminals half empty, permits paused, containers waiting for clearance, and a…

S1E9 Inside A Festival Firestorm: How One Leaky Valve Exposed Event Insurance Gaps

Nov 01, 2025 10m Transcript

Send us Fan MailThe flames weren’t part of the show. One desert gust, one misfiring valve, and Ghost Light Canyon lit up for all the wrong reasons—phones out, tents airborne, and a festival team…

The Brewery Seance: The Spirits Didn’t Knock Them Out, the CO2 Did

Oct 24, 2025 12m Transcript

Send us Fan MailCandles flickered, fog curled across the floor, and the crowd leaned into the mystery—until the room leaned back. A Halloween brewery show aimed for supernatural and bumped straight…

S1E7 Haunted Risk, Real Liability: When a Cocktail Party at a Haunted Hotel in New Orleans Takes a Fall

Oct 17, 2025 10m Transcript

Send us Fan MailThe room glowed with candlelight, the jazz was perfect, and the staircase looked like a movie set—until one selfie turned a black tie gala into a trending hashtag. We take you to the…

S1E6 The Cyber Heist: How Cyber Insurance Can Save You From AI Voice Clones and Fake Invoices — and What Insurance Actually Covers

Oct 10, 2025 10m Transcript

Send us Fan MailThe heist doesn’t kick in a door—it slips into your inbox, borrows your boss’s voice, and asks you to hurry. We walk through a Texas family business that lost $150K to a “new wiring…

The Floating Ferrari Fiasco: When A Hurricane Hits Miami, Who Pays for the Bugatti in Biscayne Bay?

Oct 03, 2025 6m Transcript

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S1E4 Bubble Trouble: An LA Influencer Causes a $20 Million Hotel Bath Bomb Disaster

Sep 25, 2025 6m Transcript

Send us Fan MailWhat happens when influencer culture collides with luxury hospitality? A catastrophic pink flood, $20 million in damages, and a masterclass in modern risk management.Dive into the…

S1E3 Teeing Up Your Coverage: Who Pays When The Fairway Becomes Unfair & Golf Balls Slice?

Sep 19, 2025 6m Transcript

Send us Fan MailEver wondered what happens when a peaceful Saturday walk to brunch near a country club is interrupted by a rogue golf ball traveling at 150 mph? The aftermath isn't just about a…

S1E2 The Silent Killer: How One Broken Sensor Destroyed Millions in Liquid Gold

Sep 12, 2025 4m Transcript

Send us Fan MailPop the cork on luxury disasters! Jessica Villarreal dives into a spectacular champagne warehouse catastrophe that transforms from a climate control mishap into a multimillion-dollar…

S1E1 Forklift Fiasco: Joe Destroyed Your Warehouse, But Your Lack of Insurance Might Destroy Your Business

Sep 06, 2025 5m Transcript

Send us Fan MailWhat happens when a single forklift accident triggers a $10 million catastrophe? More importantly, what happens when that accident occurs in a bonded warehouse? The story of Joe, our…

Frequently Asked Questions

How many episodes does Jessica's Risky Business have?

Jessica's Risky Business has published 15 episodes since September 2025, covering topics in Business, Entrepreneurship.

Is Jessica's Risky Business still active?

Jessica's Risky Business is currently sporadic with new episodes every 2 weeks. Average episode length is 7m.

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