Resources & Insights

Insurance tipsyou can actually use.

Plain-English guides to help you make smarter decisions about your health, Medicare, and life insurance coverage.

1Medicare

Medicare Open Enrollment: What Changes Every Year (And What Doesn't)

Open enrollment runs October 15 – December 7. Here's what you need to review annually to make sure your plan still fits your needs — and how to switch if it doesn't.

March 2025·5 min read
Health InsuranceFebruary 2025

ACA vs. Short-Term Health Plans: Which Is Right for You?

Short-term plans are cheaper upfront, but they come with serious coverage gaps. We break down the key differences so you can make an informed decision.

6 min readAsk Michael →
Life InsuranceJanuary 2025

How Much Life Insurance Do You Actually Need?

The old rule of "10x your salary" is outdated. A better approach considers your debts, dependents, and income replacement needs — here's how to calculate it.

4 min readAsk Michael →
Health InsuranceDecember 2024

Self-Employed? Here's How to Find Affordable Health Coverage

Without an employer plan, health insurance can feel overwhelming. From marketplace subsidies to HSA-eligible plans, here are your best options as a freelancer or business owner.

7 min readAsk Michael →
MedicareNovember 2024

Medicare Supplement vs. Medicare Advantage: A Plain-English Comparison

Both fill gaps in Original Medicare, but they work very differently. We explain the trade-offs in plain English so you can choose the right path for your health and budget.

6 min readAsk Michael →
Dental & VisionOctober 2024

Why Dental Insurance Is Worth It (Even If You Rarely Go to the Dentist)

One unexpected root canal can cost more than years of premiums. Here's how to evaluate dental coverage and decide whether a standalone plan makes sense for you.

4 min readAsk Michael →
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