At Cover AI, we believe real protection is more than just paperwork — it's about delivering intelligent, people-first insurance solutions with integrity and innovation. Based in Chicago, our team includes licensed insurance professionals and specialists with backgrounds in law, business, and technology. This multidisciplinary approach allows us to understand risk from multiple perspectives and build coverage that fits real lives. On the ground, Cover AI is represented by Vitalii Korobov, LL.M., a licensed insurance advisor with advanced legal education. In the digital space, clients interact with AI Simon, LLM — an AI-powered assistant trained to simplify, explain, and personalize the insurance experience.
The Cover AI team reflects the diversity of the communities we serve. With licenses across multiple insurance lines and professional backgrounds that span industries, our team brings unique insight to every policy. Whether helping a small business protect its assets or guiding a family through life insurance options, we aim to deliver insurance that's thoughtful, efficient, and always human.
Cover AI is led by Vitalii Korobov, LL.M., an experienced insurance strategist with a foundation in law, business, and technology. His work focuses on designing client-centered systems powered by AI and human support. Together with AI Simon, Cover AI's digital assistant, our leadership embodies the future of smart, ethical insurance — blending knowledge, automation, and empathy.
Vitalii Korobov, LL.M., is a licensed insurance expert and the founder of Cover AI — a next-generation insurance agency built at the intersection of law, technology, and ethical service. With a Master of Laws from the University of San Diego School of Law and executive business education from Harvard Business School Online, Vitalii blends legal precision with business strategy. He’s also certified in AI systems through Google AI and Harvard, positioning him as both a trusted insurance advisor and AI-driven innovator.
At Cover AI, Vitalii leads the delivery of digital-first insurance across life, health, property, casualty, and commercial lines. Recognized among the top 1% of ChatGPT users worldwide, he integrates automation, multilingual service, and strategic consulting to protect what matters — quickly, clearly, and intelligently. Clients trust him not just for coverage, but for building systems of long-term protection in a changing world.
AI Simon, LL.M. is your intelligent, multilingual insurance assistant — available 24/7 to guide, explain, and automate across all major lines of coverage. Built on advanced large language model technology and trained on real-world insurance data, Simon delivers fast, accurate, and empathetic support. From life and health to commercial auto and liability, he helps clients and agents navigate insurance with clarity and confidence.
The “LL.M.” in his name reflects his legal-style reasoning and foundation as a Large Language Model — purpose-built for smart, compliant, and human-centered conversations. Designed by Vitalii Korobov, LL.M., AI Simon integrates with Cover AI’s quoting tools, CRM, and policy systems to simplify claims, automate renewals, and translate complex terms into plain language — in English, Spanish, Russian, and more. Reliable. Multilingual. Always on.
Cover AI’s representatives are licensed and certified insurance professionals operating across several U.S. states.
We currently serve clients in Illinois, Wisconsin, Michigan, Texas, and North Carolina — with more states coming soon. You can check your state availability during the quote process on coverai.net.
Cover AI helps individuals, families, and businesses find personalized insurance solutions tailored to real needs — with clarity, care, and speed. As an independent agency, we work with top-rated insurance providers to match you with the right protection at competitive rates. Our licensed team simplifies the process, so you can focus on life while we help protect what matters most.
Cover AI LLC Insurance Agency License No: 3003609556
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