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Insurance, explained simply

Straightforward guides to help you understand your coverage and make confident decisions, in plain English.
Health Insurance
DerekGreenlee

1099 or W-2? What Contractors and Freelancers in Arizona Need to Know About Health Insurance in 2026

Once you’re 1099, health insurance stops being someone else’s problem. But ACA subsidies are based on an income estimate you have to guess at every month — and get wrong, you could owe money back. Private plans skip that entirely. Here’s how contractors and freelancers in Arizona are choosing between the two, and the tax deduction that applies either way.

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Health Insurance
DerekGreenlee

COBRA vs. ACA Marketplace vs. Private Plans: Which Is Actually Cheapest Retirees in 2026?

Short (excerpt/meta, ~150 chars):
Retiring before 65? Compare real 2026 costs for COBRA, ACA marketplace, and private plans — and find out which one actually fits your situation.

Longer (blog preview / social teaser, ~2–3 sentences):
If you’re retired before 65, you’ve probably been told COBRA and the ACA marketplace are your only options. In 2026, both got more expensive — and there’s a third option most people never hear about that can cost 30–50% less for healthy retirees. Here’s an honest, side-by-side breakdown of all three.

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Health Insurance
DerekGreenlee

Retired Before 65 and Overpaying on COBRA? Here’s What to Do Before It Expires

If you retired before 65 and chose COBRA to keep your old plan, the bill is only half the story — COBRA runs out after 18 months, often leaving a real gap before Medicare kicks in at 65. With the ACA subsidy cliff back in 2026, the default next move (jumping to the marketplace) isn’t always the cheapest one. Here’s what your options actually look like, and the one most retirees never hear about.

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