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In this episode of the Lyon Share Podcast, host Ed Lyon welcomes Randy Sadler, Partner at CIC Services, for a deep dive into captive insurance. This conversation moves beyond buzzwords and tax hype to clarify what captive insurance actually is — and what it is not. The central theme: Captive insurance is a risk management strategy first. The tax benefits only work if the risk management is real. Key Discussion Points 1️⃣ Randy’s Journey: From Tank Commander to Risk Strategist Randy shares his path: Graduate of West Point Former Army tank commander Corporate experience including time at Procter & Gamble Early real estate investor using leverage and tax strategy Joined CIC Services 13 years ago When Randy started, CIC managed 35 captives. Today? Over 200. That growth reflects increased awareness — and increased scrutiny. 2️⃣ What Is Captive Insurance? At its core: A captive insurance company allows a business owner to own their own insurance company. Instead of paying premiums entirely to: State Farm Allstate Progressive Geico …a business may redirect certain risks into its own licensed insurance entity. But here’s the catch: It must be real insurance. Not a tax gimmick. 3️⃣ Why Would a Business Owner Want One? Randy outlines three primary reasons: ✅ A. Overpaying for Insurance Small and mid-sized businesses often: Experience rate hikes despite no claims Pay for losses occurring in other states (e.g., Midwest subsidizing coastal hurricane losses) Face limited commercial coverage options Captives can reduce margin layers embedded in traditional carriers. ✅ B. Asset Protection A properly structured captive: Is regulated by a state Department of Insurance Holds funds difficult for creditors to attach Moves money into a protected vehicle It adds a legal buffer layer. ✅ C. Tax Efficiency (When Done Correctly) Insurance companies receive: Premium income Ability to reserve for future losses Tax deferral Under Section 831(b), qualifying small insurance companies may: Receive premium income tax-free Be taxed only on investment income But again: If it’s not legitimate insurance, the IRS will shut it down. 4️⃣ The IRS Scrutiny & The “Abuse Era” Ed and Randy address the elephant in the room. In past years, abusive captive arrangements: Had little or no claims Overpriced unrealistic risks Used structures that failed risk-sharing standards The IRS responded with Notice 2016-66, labeling certain 831(b) captives as “transactions of interest.” CIC Services challenged that notice — and won in court. The Supreme Court ruled 9-0 that the IRS overstepped in its procedural handling. But scrutiny remains. Today’s takeaway: Real underwriting Real claims Real actuarial support Real regulatory oversight No shortcuts. 5️⃣ Real-World Risk Coverage Examples Captives shine when covering risks traditional carriers avoid or price excessively. Examples discussed: 🔹 Short-Term Disability for Business Owners Covers operational expense risk during temporary disability. 🔹 Supply Chain Interruption Particularly relevant post-COVID and during tariff disruptions. 🔹 Regulatory & Legislative Change (Tariffs) Clients impacted by tariff increases received legitimate claims payments. 🔹 Pandemic Coverage During COVID, CIC-managed captives paid approximately $15 million in claims. Many commercial policies denied pandemic claims due to exclusions. 🔹 Loss of Key Employees Critical for: Tech companies Professional service firms Medical groups If a top executive or key developer leaves, revenue impact can be insured. 🔹 Reputation Risk In an era where public exposure can cause massive damage, this is increasingly relevant. 🔹 Receivables Risk / Credit Risk Protects against client default during economic downturns. 🔹 Insurance Policy Exclusion Coverage Businesses may: Negotiate cheaper commercial policies with exclusions Insure those exclusions in their captive This creates cost efficiency without sacrificing protection. 6️⃣ Who Is a Good Candidate? Generally: $5M+ in gross revenue Meaningful operational risk High insurance spend or excess free cash flow Industries frequently using captives: Construction Manufacturing Import/export Medical practices Tech firms Insurance agencies (agency captives) 7️⃣ Who Is Not a Good Candidate? Minimal operational risk businesses Very small operations Individuals with no meaningful exposure Captives require real administrative infrastructure: Regulatory filings Actuarial studies Legal compliance Ongoing audits This is not a DIY LLC. 8️⃣ Can Captives Become Profit Centers? Yes — when structured properly. You’ll hear: Structure Discipline Compliance Strategic thinking Captive insurance isn’t for everyone. But for the right business, done the right way, it can be transformative. Connect With Randy Sadler 📱 Text first: (865) 599-6104 📧 randy@cicservicesllc.com 🌐 www.cicservicesllc.com