The Jenn Files

The Jenn Files

Sticker Shock

What nobody tells you about health insurance when you’re building a business.

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Jenn
Mar 06, 2026
∙ Paid

There’s a moment every growing business owner hits.

You’ve got real revenue. Maybe a team. Things are starting to feel like a business — not just a hustle with a bank account. And then someone says the words: health insurance.

And you get the quote.

$1,500 a month. Per person.

That number hits like a lead balloon. Because nobody — not the business coach, no…

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