Guides for life changes
Going through a life change? Find your health insurance game plan.
Each guide walks a real situation decision by decision, in the order the deadlines actually arrive. Jump to the section you need; every guide connects you to a next step when you're ready.
Guide
Do I really need health insurance?A numbers-based look at whether health insurance is worth it for healthy young adults, with real cost scenarios, coverage math, and the cheapest legitimate paths to getting covered.14 min readStart learningGuide
Enrolling in Medicare for the first timeA step-by-step guide for people approaching 65 or newly eligible for Medicare who need to understand what to sign up for, when to enroll, and what supplemental coverage to consider.29 min readStart learningGuide
Health insurance after leaving a jobA step-by-step guide to health, dental, vision, and supplemental coverage for anyone who has lost or is about to lose employer-sponsored health insurance.21 min readStart learningGuide
Health insurance when you move to a new stateA step-by-step guide to keeping or replacing your health coverage when you relocate, covering Marketplace plans, Medicare Advantage, Medigap, dental, vision, and short-term insurance.21 min readStart learningGuide
Health insurance when you're self-employedA step-by-step guide to health, dental, vision, and supplemental coverage for freelancers, sole proprietors, independent contractors, and small business owners without group coverage.19 min readStart learningGuide
How to keep your prescriptions affordableA decision guide to prescription drug coverage across commercial insurance, Marketplace plans, Medicaid, Medicare Part D, and cash-pay options, plus discount programs and assistance you may be missing.18 min readStart learningGuide
How to make tax-free dollars work harder for your healthcareA decision-by-decision guide to health savings accounts: eligibility, contribution limits, the spend-now-versus-invest question, qualified expenses, and what happens to your HSA as your coverage and life change.16 min readStart learningGuide
Medicare Advantage vs. Medigap: choosing the right Medicare coverage pathA decision-by-decision guide comparing Original Medicare plus Medigap and Part D against Medicare Advantage, covering eligibility, cost, networks, drug coverage, extra benefits, and switching rules.20 min readStart learningGuideSupplemental health insurance: what it covers, who needs it, and when it's worth itA decision-by-decision guide to accident, critical illness, hospital indemnity, and disability insurance: what these plans pay for, how they fit alongside ACA or Medicare coverage, and how to tell whether the premium is worth it.13 min readStart learning
Do I really need health insurance?A numbers-based look at whether health insurance is worth it for healthy young adults, with real cost scenarios, coverage math, and the cheapest legitimate paths to getting covered.14 min readStart learningGuideEnrolling in Medicare for the first timeA step-by-step guide for people approaching 65 or newly eligible for Medicare who need to understand what to sign up for, when to enroll, and what supplemental coverage to consider.29 min readStart learningGuideHealth insurance after leaving a jobA step-by-step guide to health, dental, vision, and supplemental coverage for anyone who has lost or is about to lose employer-sponsored health insurance.21 min readStart learningGuideHealth insurance when you move to a new stateA step-by-step guide to keeping or replacing your health coverage when you relocate, covering Marketplace plans, Medicare Advantage, Medigap, dental, vision, and short-term insurance.21 min readStart learningGuideHealth insurance when you're self-employedA step-by-step guide to health, dental, vision, and supplemental coverage for freelancers, sole proprietors, independent contractors, and small business owners without group coverage.19 min readStart learningGuideHow to keep your prescriptions affordableA decision guide to prescription drug coverage across commercial insurance, Marketplace plans, Medicaid, Medicare Part D, and cash-pay options, plus discount programs and assistance you may be missing.18 min readStart learningGuideHow to make tax-free dollars work harder for your healthcareA decision-by-decision guide to health savings accounts: eligibility, contribution limits, the spend-now-versus-invest question, qualified expenses, and what happens to your HSA as your coverage and life change.16 min readStart learningGuideMedicare Advantage vs. Medigap: choosing the right Medicare coverage pathA decision-by-decision guide comparing Original Medicare plus Medigap and Part D against Medicare Advantage, covering eligibility, cost, networks, drug coverage, extra benefits, and switching rules.20 min readStart learningGuideSupplemental health insurance: what it covers, who needs it, and when it's worth itA decision-by-decision guide to accident, critical illness, hospital indemnity, and disability insurance: what these plans pay for, how they fit alongside ACA or Medicare coverage, and how to tell whether the premium is worth it.13 min readStart learning