Risk Raiders

Brent Borgstedte/Jeff Shropshire
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Risk Raiders is a comedic hangout podcast hosted by two Red Raiders, Jeff Shropshire and Brent Borgstedte, who took two different paths out of Lubbock. We didn't overlap at Texas Tech — we met a few years after graduation and have been friends ever since. Every week, we get on the mic to talk about Hot Takes, Wild Stories, Real Risks, and the kind of decisions that make you say "you did WHAT?" Sometimes we sit down with someone interesting and let them walk us through how they got where they are — and the risks they took along the way. Our guests come from everywhere. You'll be surprised who you end up learning from. Somewhere between the laughs and the arguments, you'll pick up a few risk management lessons without even knowing it. New shows typically post at 8am every Tuesday.

  1. 3h ago

    "You Think That's Your Problem. It's Not."

    Every business owner thinks they know what's wrong with their business. Most of them are wrong. That's the message Carey Wallace and Lindsay Sexton — the mother-daughter team behind Agency Focus — deliver over and over again to owners who invite them in to "look at one thing" and end up staring at five bigger things they never saw coming. This week, they sit down with two insurance gurus (that'd be us) to share what they actually see inside hundreds of family businesses: perpetuation, valuation, the messy family stuff nobody wants to talk about, and what happens when AI starts telling everyone exactly what they want to hear. Also covered: • The consultant who told Jeff he had a 5% chance of surviving as a third-generation owner (jury's still out) • Why "buy low, sell high" falls apart when it's YOUR business • The Texas dad who wished he'd been kinder to his own father • The $50 million real estate deal ChatGPT killed • Why you probably shouldn't write your own will • The one number about to matter more than EBITDA • Advisors, not processors — the AI shift every agency is missing Whether you run an insurance agency, a family business, or any company with employees and something worth protecting — grab a coffee. This one gets real. GUESTS Carey Wallace & Lindsay Sexton — Agency Focus Business Refocus Podcast → https://agencyfocus.net or on Youtube- https://www.youtube.com/@agencyfocus CHAPTERS 00:00 A moment for 9/11 00:35 Meet Carey & Lindsay 02:06 "5% chance you make it" 02:40 The mother-daughter origin story 07:30 Everybody has a story worth hearing 08:24 "You think that's your problem. It's not." 13:04 When the business IS the brand 14:10 The daughter who takes notes at mom's speeches 16:22 "I wasn't kind to my dad" 18:00 The identity crisis nobody warns you about 19:07 The mastermind for owners letting go 21:52 Start planning 5 years out. Maybe 10. 26:46 Buy low, sell high (except with your own business) 28:40 The AI question every agent is afraid to ask 31:27 Advisors, not processors 34:06 The $50 million ChatGPT mistake 35:21 Don't write your own will 37:44 Know your numbers. Build your community. 39:02 Where to find Carey & Lindsay ABOUT RISK RAIDERS Two guys. Too many opinions about risk. Occasional wisdom. New episodes every Sunday. ⚠️ Disclaimer:   Risk Raiders is an independent podcast and is not affiliated with, endorsed by, or sponsored by Texas Tech University. All products, services, brands, or businesses mentioned on the show are for entertainment and conversational purposes only. A mention does not imply endorsement, recommendation, or sponsorship — by us of them, or by them of us. Paid sponsorships and partnerships will always be clearly disclosed. Finally, this show is entertainment and industry perspective only, nothing on this show should be considered insurance, legal, financial, or professional advice. Always consult a licensed professional for guidance on your specific situation.    © 2026 Risk Raiders LLC. You’re welcome to share this episode by linking to or embedding the original video. Downloading, re‑uploading, or editing this content without written permission is prohibited.  #RiskRaiders #FamilyBusiness #AIinBusiness #Perpetuation #InsuranceAgency #SuccessionPlanning #BusinessPodcast #SmallBusiness #ChatGPT #FractionalCFO

  2. 14h ago

    Photo Finish of Failure: Tech Survives Houston | Big Game Review

    New- Welcome to a little Risk Raider fun as we chat about the latest Texas Tech game, we call it our "Big Game Review." No. 13 Texas Tech survived No. 22 Houston 28-26 Friday night at Galaxy Stadium, and Jeff and Brent are still catching their breath. In this first Big Game Review, the Risk Raiders recap the "photo finish of failure" — that final-minute 2-point conversion where Conner Weigman came up just inches short — plus the pork-shoulder tailgate that stole the pregame, the C-5 Galaxy flyover that shook Lubbock, and why the crowd stayed on their feet all four quarters. Wins get remembered. This one gets replayed. Big Game Review is the Risk Raiders sub-show for Texas Tech fans — posted right after every game. Subscribe so you don't miss the next one. Shoutouts to Nikki, Joan, Kathy, and to Lauren & Cory for stopping by the tailgate. Guns Up. 🎙️ New Risk Raiders episodes every week — find the main show wherever you get podcasts. Timestamps 0:00 Photo finish of failure — the final minute 1:30 Tailgate + Brent's 14-hour pork shoulder 2:45 C-5 Galaxy flyover and the stadium show 4:00 What Tech has to clean up going forward ⚠️ Disclaimer:   Risk Raiders is an independent podcast and is not affiliated with, endorsed by, or sponsored by Texas Tech University. All products, services, brands, or businesses mentioned on the show are for entertainment and conversational purposes only. A mention does not imply endorsement, recommendation, or sponsorship — by us of them, or by them of us. Paid sponsorships and partnerships will always be clearly disclosed. Finally, this show is entertainment and industry perspective only, nothing on this show should be considered insurance, legal, financial, or professional advice. Always consult a licensed professional for guidance on your specific situation.    © 2026 Risk Raiders LLC. You’re welcome to share this episode by linking to or embedding the original video. Downloading, re‑uploading, or editing this content without written permission is prohibited.     Risk Raiders is an independent production and is not sponsored by, endorsed by, or officially affiliated with Texas Tech University or any of its colleges, departments, or programs. Any references to Texas Tech University are for identification and discussion purposes only.”  #TexasTech #WreckEm #GunsUp #RedRaiders #TexasTechFootball #Big12Football #Big12 #TTUvsHOU #CollegeFootball #Lubbock #GalaxyStadium #RiskRaiders #BigGameReview

    Photo Finish of Failure: Tech Survives Houston | Big Game Review

  3. Sep 13

    The $1 Tahoe: When AI Answers, Customers Walk

    Jeff and Brent raid the risks of AI in customer service — where it belongs (backstage), where it burns you (out front), and the "deductible of time" every customer is quietly running on you. Featuring an airline chatbot lawsuit, the auto dealer that sold a Tahoe for a dollar, why Jeff refuses to turn on voicemail, and some data shows agencies with the heaviest front-end AI adoption are actually growing slower. If your agent sleeps ten hours a night, you need to call somebody else. Drop a comment with where AI is working — or wrecking things — in your world. We're doing more shows on this. Timestamps 0:00 The trigger word that makes AI hand you to a human 2:35 Where AI needs to stop in your business 4:53 The Amazon exception — AI that actually improves service 6:16 The "deductible of time" every customer is running 11:28 The data: heavier AI adoption, slower growth 13:15 When chatbots cost you money — Air Canada & the $1 Tahoe 14:47 Find an agent who doesn't sleep well at night 16:11 Customer service is the delivery of your product #RiskRaiders #AIinBusiness #CustomerService #SmallBusiness #InsuranceAgent #AIFail #CustomerExperience #LocalBusiness #GunsUp #WreckEm ⚠️ Disclaimer:   Risk Raiders is an independent podcast and is not affiliated with, endorsed by, or sponsored by Texas Tech University. All products, services, brands, or businesses mentioned on the show are for entertainment and conversational purposes only. A mention does not imply endorsement, recommendation, or sponsorship — by us of them, or by them of us. Paid sponsorships and partnerships will always be clearly disclosed. Finally, this show is entertainment and industry perspective only, nothing on this show should be considered insurance, legal, financial, or professional advice. Always consult a licensed professional for guidance on your specific situation.    © 2026 Risk Raiders LLC. You’re welcome to share this episode by linking to or embedding the original video. Downloading, re‑uploading, or editing this content without written permission is prohibited.

  4. Sep 6

    Risk Raiders Turn Two, Brent Turns 65 & Red Raider Football Is BACK

    🚨 THE RISK RAIDERS ARE TWO YEARS OLD. 🚨 Football season is back, the Guns are Up, Brent is turning 65, and somewhere there is probably a Medicare card waiting to make an appearance. In this anniversary special, Jeff and Brent celebrate two years of Risk Raiders, 67 episodes of learning as they go, Brent’s 65th birthday, and 40 years of marriage. Then it is all Red Raider football: tailgates, Raider Alley, Friday-night games at the Jones, the Masked Rider, West Texas heat, college football chaos, and why every fan base loses its mind after one loss. They also remember the early bedroom-studio days, explain what makes a real Santa Claus, and pay tribute to the unmatched weirdness and wisdom of Mike Leach. In this episodeRisk Raiders turns twoBrent turns 65—and allegedly has proofForty years of marriage deserves a medalRed Raider football is backTailgate strategy and Raider Alley plansThe Masked Rider needs more screen timeMike Leach, Spike Dykes, and college football charactersWhy injuries and social media can wreck a seasonWest Texas football heat: hydrate or regret itThe real Santa Claus boot test Subscribe for more insurance, risk, football, West Texas nonsense, and conversations that probably should have had an adult in the room. #RiskRaiders #RedRaiderFootball #TexasTech #WreckEm #GunsUp #CollegeFootball #TexasTechFootball #FootballSeason #TailgateSeason #WestTexas ⚠️ Disclaimer:   Risk Raiders is an independent podcast and is not affiliated with, endorsed by, or sponsored by Texas Tech University. All products, services, brands, or businesses mentioned on the show are for entertainment and conversational purposes only. A mention does not imply endorsement, recommendation, or sponsorship — by us of them, or by them of us. Paid sponsorships and partnerships will always be clearly disclosed. Finally, this show is entertainment and industry perspective only, nothing on this show should be considered insurance, legal, financial, or professional advice. Always consult a licensed professional for guidance on your specific situation.    © 2026 Risk Raiders LLC. You’re welcome to share this episode by linking to or embedding the original video. Downloading, re‑uploading, or editing this content without written permission is prohibited.     “Risk Raiders is an independent production and is not sponsored by, endorsed by, or officially affiliated with Texas Tech University or any of its colleges, departments, or programs. Any references to Texas Tech University are for identification and discussion purposes only.”

  5. Aug 30

    Hurricane Kevin & the Flood Policy You Don't Have

    Hurricane season is here and Jeff and Brent have questions. Mainly: is the National Hurricane Center naming these storms after family members they don't like? Aunt Georgia, we're looking at you. Brent — who lives smack in the flood epicenter of Houston — breaks down what your agent isn't telling you about flood insurance, why FEMA policies take forever but always pay, and why an expensive flood quote is not a reason to skip it. It's the reason to buy it. Then Jeff takes us through the life cycle of Hurricane Kevin — a man going through it. Weighted blanket, tribal tattoo, texting his exes at 2 AM. You've met this guy. Plus: the Flappy Windbreaker Awards, why every insurance agent forgets to buy their own policies, and one shovel story that will make you go check your gutters right now. Guns up. Buy the damn flood insurance. — Risk Raiders is Jeff Shropshire and Brent Borgstedte. 70+ years of risk management, zero interest in being boring. 🎧 Listen on Apple, Spotify, YouTube — wherever you get your podcasts. 📩 Got a storm name suggestion? A family member you want retired? Send it to us. 🤠 Follow along: [socials / website] Timestamps 00:00 - Guns up, football's back 00:52 - Today's forecast: flood insurance 01:53 - The hurricane naming conspiracy 03:27 - Every Karen just went into witness protection 04:00 - The Marcus Aurelius hurricane theory 04:41 - Why "it's never flooded here" means nothing 07:29 - FEMA vs. private flood, explained 08:32 - The expensive quote is the whole point 09:40 - The Flappy Windbreaker Awards 11:33 - Trim your trees, clear your drains 12:36 - Brent's shovel story (during Harvey) 13:10 - Why insurance agents are the worst clients 13:58 - The 5 Stages of Hurricane Kevin 18:25 - Kevin's a remnant low now 18:47 - Guns up, we'll see you next week⚠️ Disclaimer:   Risk Raiders is an independent podcast and is not affiliated with, endorsed by, or sponsored by Texas Tech University. All products, services, brands, or businesses mentioned on the show are for entertainment and conversational purposes only. A mention does not imply endorsement, recommendation, or sponsorship — by us of them, or by them of us. Paid sponsorships and partnerships will always be clearly disclosed. Finally, this show is entertainment and industry perspective only, nothing on this show should be considered insurance, legal, financial, or professional advice. Always consult a licensed professional for guidance on your specific situation.    © 2026 Risk Raiders LLC. You’re welcome to share this episode by linking to or embedding the original video. Downloading, re‑uploading, or editing this content without written permission is prohibited.  #RiskRaiders #FloodInsurance #HurricaneSeason #InsurancePodcast #GunsUp #TexasTech #RedRaiders #Podcast #HurricanePrep #InsuranceExplained #SmallBusiness #Homeowners #FEMA #TexasWeather #Comedy

  6. Aug 23

    The Risk of Going to Costco on a Weekend | Risk Raiders

    A weekend trip to a big-box store may look harmless—until you hit the parking lot. In this episode of Risk Raiders, Jeff Shropshire and Brent Borgstedte break down the real risks of Saturday shopping: chaotic parking lots, oversized carts with bad wheels, shoppers with no aisle etiquette, impulse buys, and the mysterious “assumption shopper” who steals Brent’s cart after he does all the hard work. The Risk Raiders takeaway: go in with a plan, know your route, avoid the shiny objects, and make sure you leave with the cart you started with. In this episode: Why weekend big-box parking lots create instant stressCart collisions, aisle traffic, and “bascalation control”The rise of the assumption shopperWhy buying in bulk is risky when you have never tried the productHow stores lead shoppers off their intended pathA simple risk-management plan for surviving Saturday shopping Subscribe to Risk Raiders for smart, funny conversations about the risks we all take—in business and everyday life. Question for the comments: What is the craziest thing you have seen at a big-box store on a Saturday? #RiskRaiders #Costco #BigBoxStore #WeekendShopping #RiskManagement #Insurance #ShoppingFails #CostcoProblems #ParkingLotChaos #ImpulseBuying #RetailTherapy ⚠️ Disclaimer:   Risk Raiders is an independent podcast and is not affiliated with, endorsed by, or sponsored by Texas Tech University. All products, services, brands, or businesses mentioned on the show are for entertainment and conversational purposes only. A mention does not imply endorsement, recommendation, or sponsorship — by us of them, or by them of us. Paid sponsorships and partnerships will always be clearly disclosed. Finally, this show is entertainment and industry perspective only, nothing on this show should be considered insurance, legal, financial, or professional advice. Always consult a licensed professional for guidance on your specific situation.    © 2026 Risk Raiders LLC. You’re welcome to share this episode by linking to or embedding the original video. Downloading, re‑uploading, or editing this content without written permission is prohibited.

  7. Aug 16

    A Risk Raider Takes on Vegas: Smoke, Chaos & Flip-Flops

    Brent goes to Las Vegas for a medical conference and comes back with a full-on Risk Raiders field report. There was The Sphere. There was a cab ride headed in the wrong direction. There was a steakhouse in a casino basement that felt a little too much like a mob movie. And apparently, every indoor smoker in America has relocated to Las Vegas. Jeff and Brent break down the real risks of Vegas: sketchy transportation, 111-degree pool parties, smoke-filled casinos, questionable public-bathroom footwear, people-watching, slot machines, and why a man carrying silver dollars is apparently known as “Jingle Pants.” If you’ve got a Vegas survival tip, restaurant recommendation, or a story that belongs on Risk Raiders, put it in the comments. Subscribe to Risk Raiders for real conversations about risk, work, travel, family, business, and the chaos people encounter along the way. ⚠️ Disclaimer:   Risk Raiders is an independent podcast and is not affiliated with, endorsed by, or sponsored by Texas Tech University. All products, services, brands, or businesses mentioned on the show are for entertainment and conversational purposes only. A mention does not imply endorsement, recommendation, or sponsorship — by us of them, or by them of us. Paid sponsorships and partnerships will always be clearly disclosed. Finally, this show is entertainment and industry perspective only, nothing on this show should be considered insurance, legal, financial, or professional advice. Always consult a licensed professional for guidance on your specific situation.    © 2026 Risk Raiders LLC. You’re welcome to share this episode by linking to or embedding the original video. Downloading, re‑uploading, or editing this content without written permission is prohibited.  #RiskRaiders #LasVegas #VegasTrip #TravelStories #TravelSafety #TheSphere #VegasFood #Podcast #ComedyPodcast #TexasTech #GunsUp

  8. Aug 11

    The Risk of Going Behind the Scenes with Risk Raiders

    Ever wonder what really happens when the cameras are rolling—or when we probably should have stopped recording? Going behind the scenes with Risk Raiders is a risk all its own. One minute, we’re discussing tattoo origins. The next, we’re revisiting Diaper Genie smells, the harsh realities of retirement, and why some ideas may already be dead if they end in a closed circle. It is not always polished. It is definitely not roses and peaches. But somewhere between the questionable conversations and the unexpected detours, we usually find a real idea worth thinking about. Take the risk. Go behind the scenes. ⚠️ Disclaimer:   Risk Raiders is an independent podcast and is not affiliated with, endorsed by, or sponsored by Texas Tech University. All products, services, brands, or businesses mentioned on the show are for entertainment and conversational purposes only. A mention does not imply endorsement, recommendation, or sponsorship — by us of them, or by them of us. Paid sponsorships and partnerships will always be clearly disclosed. Finally, this show is entertainment and industry perspective only, nothing on this show should be considered insurance, legal, financial, or professional advice. Always consult a licensed professional for guidance on your specific situation.    © 2026 Risk Raiders LLC. You’re welcome to share this episode by linking to or embedding the original video. Downloading, re‑uploading, or editing this content without written permission is prohibited.  #RiskRaiders #BehindTheScenes #TakeTheRisk #RiskyBusiness #PodcastLife #BusinessHumor #Innovation #ClosedCircle #AI #Insurance

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About

Risk Raiders is a comedic hangout podcast hosted by two Red Raiders, Jeff Shropshire and Brent Borgstedte, who took two different paths out of Lubbock. We didn't overlap at Texas Tech — we met a few years after graduation and have been friends ever since. Every week, we get on the mic to talk about Hot Takes, Wild Stories, Real Risks, and the kind of decisions that make you say "you did WHAT?" Sometimes we sit down with someone interesting and let them walk us through how they got where they are — and the risks they took along the way. Our guests come from everywhere. You'll be surprised who you end up learning from. Somewhere between the laughs and the arguments, you'll pick up a few risk management lessons without even knowing it. New shows typically post at 8am every Tuesday.

Information

  • Creator
    Brent Borgstedte/Jeff Shropshire
  • Years Active
    2026
  • Episodes
    71
  • Rating
    Clean
  • Copyright
    © 2025 Brent Borgstedte/Jeff Shropshire
  • Show Website
    Risk Raiders