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Jessica's Risky Business

Hosted by Jessica Villarreal · business · EN-US · 17 episodes

Audience: 2

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.

Pitch Analysis

Required Pod Score for this show. PitchCentric checks your profile against host openness, topical fit, and audience signals before you generate a pitch.

Contact path

Verified email

Booking probability

29%

Guest openness

Selective

Verified email on file
80/100
Required Score

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Questions about Jessica's Risky Business

What is Jessica's Risky Business about?

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.

Who hosts Jessica's Risky Business?

Jessica's Risky Business is hosted by Jessica Villarreal. The show has published 17 episodes to date.

What has Jessica's Risky Business covered recently?

Recent episodes include "High Stakes, Hidden Risks & a Horse Playing Craps: An Interview with Mark Habersack" (19 August 2026, 77 minutes), "Everybody Wants AI, Nobody Wants the Data Center" (30 July 2026, 14 minutes), and "Covered Or Denied: The Hottest Gameshow in Insurance!" (7 March 2026, 10 minutes).

How often does Jessica's Risky Business publish?

Jessica's Risky Business publishes roughly every two weeks, with episodes averaging 12 minutes across 17 episodes.

How hard is it to get booked on Jessica's Risky Business?

Booking probability for Jessica's Risky Business is 29%, and the host is rated Selective on guests. Jessica's Risky Business requires a Pod Score of 80 or higher. Jessica's Risky Business's contact route on record: verified email.

Who should pitch Jessica's Risky Business?

The strongest fits for Jessica's Risky Business are Insurance Agencies & Brokers and Insurance Companies. Jessica's Risky Business has a business audience.

About the host

Jessica Villarreal hosts Jessica's Risky Business, a business show with 17 episodes published.

Verified host email: ████████@████.comSign in to unlock →

Recent episodes

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

  • Jessica's Risky Business

    High Stakes, Hidden Risks & a Horse Playing Craps: An Interview with Mark Habersack

    Aug 19, 20261h 17m

    Send us Fan Mail Vegas runs on spectacle, but spectacle runs on planning. We grab a literal backstage pass at Resorts World Las Vegas with Mark Habersack, Executive Director of Risk Management, and Shannon McCullum, who...

  • Episode #3

    Everybody Wants AI, Nobody Wants the Data Center

    Jul 30, 202614 minS2

    Send us Fan Mail Everyone loves the magic of AI until the machinery behind it wants 200 acres, a new substation, and a steady stream of power and water. We’re digging into the thing we all rely on but rarely understand...

  • Episode #2

    Covered Or Denied: The Hottest Gameshow in Insurance!

    Mar 7, 202610 minS2

    Send us Fan Mail We 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 definitions...

  • Episode #1

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

    Jan 24, 20265 minS2

    Send us Fan Mail Pause 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 liability, faulty...

  • Jessica's Risky Business

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

    Dec 25, 20255 min

    Send us Fan Mail A 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 claim and walk...

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  • Jessica's Risky Business

    Cannabis, Caramels, And A Christmas Claim Gone Sideways

    Dec 12, 20256 min

    Send us Fan Mail Peppermint-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 explosive manufacturing...

  • Episode #12

    How Leaders Turn Turbulent Layoffs Into Risk-Ready Strategy

    Nov 21, 20258 minS1

    Send us Fan Mail The 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 soft language hides...

  • Episode #10

    How A Government Shutdown Becomes Your Biggest Operational Risk

    Nov 13, 20258 minS1

    Send us Fan Mail The 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 payroll timer that...

  • Episode #9

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

    Nov 1, 202511 minS1

    Send us Fan Mail The 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 discovering in real...

  • Jessica's Risky Business

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

    Oct 24, 202513 min

    Send us Fan Mail Candles 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 into physics...

  • Episode #7

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

    Oct 17, 202510 minS1

    Send us Fan Mail The 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 Bourbon Orleans...

  • Episode #6

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

    Oct 10, 202510 minS1

    Send us Fan Mail The 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 instructions” email...

  • Jessica's Risky Business

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

    Oct 3, 20257 min

    Send us Fan Mail

  • Episode #4

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

    Sep 25, 20257 minS1

    Send us Fan Mail What 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 glittery chaos of the...

  • Episode #3

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

    Sep 19, 20257 minS1

    Send us Fan Mail Ever 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 ruined latte and...

  • Episode #2

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

    Sep 12, 20255 minS1

    Send us Fan Mail Pop 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 sticky situation...

  • Episode #1

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

    Sep 6, 20255 minS1

    Send us Fan Mail What 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 cigarette-smoking...

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