Health Insurance Squeeze, AI Goes Hands-Free episode artwork

EPISODE · Jun 17, 2026 · 5 MIN

Health Insurance Squeeze, AI Goes Hands-Free

from Main Street Briefing · host MainStreet Media

Health insurance costs for small businesses are up 9.5 percent this year, on pace to top $17,000 per employee annually — but most owners don't know about ICHRA alternatives that convert a variable group premium into a fixed cost. AI tools have crossed a meaningful threshold: the leading platforms now complete full business workflows without step-by-step human input, at under $100 a month. And new Regulation S-P customer data security rules took effect June 3rd — if you handle financial information without a written policy, your risk window is open.

Episode metadata supplied by the publisher feed · Published Jun 17, 2026

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Health Insurance Squeeze, AI Goes Hands-Free

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