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A Medicare Supplement (Medigap) insurance, sold by private companies, can help pay some of the health care costs that Original Medicare doesn't cover, like copayments, coinsurance, and deductibles.

Medicare Advantage plans are health care options that are part of the Medicare program. Coverage may include prescription drug coverage as well as hospital, doctor, skilled nursing, and other medical services.

Medicare Part D is the federal government's prescription drug program that covers both brand-name and generic prescription drugs at participating pharmacies in your area.

Long-term care expenses are not covered by Medicare and can significantly impact retirement savings. Learn how long-term care insurance helps protect your assets and provides financial security.

If you are diagnosed with a covered illness like Cancer, Heart Attack, Stroke or Alzheimer’s disease, Critical Illness insurance typically pays a lump sum. Some may pay a monthly cash benefit

Hospital Indemnity Insurance can provide gap coverage to help offset co-pays, deductibles, and incidental expenses not covered by your medical insurance.

Oakline Benefits is a locally owned, independent insurance agency that focuses exclusively on Medicare. We understand that navigating Medicare can feel overwhelming, especially for those turning 65 or reviewing their current coverage. That’s why we provide free Medicare enrollment assistance—offering personalized, one-on-one guidance to help you cut through the confusion and find a plan that truly fits your health needs, lifestyle, and budget.
Our approach is simple: no pressure, no jargon—just clear explanations and tailored recommendations so you can feel confident in the choices you make. Whether you’re enrolling for the first time, comparing Medicare Advantage and Supplement plans, or simply making sure you’re not overpaying for coverage, we’re here to help at no cost to you.
At Oakline Benefits, we believe Medicare should be simple, stress-free, and designed around you. Give us a call or book a consultation through our website, and you’ll speak directly with a licensed Medicare advisor who can answer your questions, review your options, and guide you every step of the way.

Our focus is on asking you the right questions to find the best plan to for your needs and to maximize all discounts you could be eligible for, resulting in the lowest cost possible.

Our mission is to exceed customers' expectations and secure their future by offering professional advice, education, and value added service with a personal touch.

Learn what to expect when becoming eligible for Medicare, including enrollment timelines and coverage options.

Medicare Supplement plans help cover out-of-pocket costs that Original Medicare does not pay, providing more predictable healthcare expenses.

Medicare Advantage plans combine hospital, medical, and often prescription drug coverage into one plan. Learn how these plans work and how they compare to Medicare Supplement options.
Medicare Supplement Plans help cover the out-of-pocket costs that Original Medicare does not pay. Learn how Medicare Supplement coverage works and whether it may be the right fit for you.
Medicare Advantage plans combine hospital, medical, and often prescription drug coverage into one plan. Many also include additional benefits like dental, vision, and hearing. Learn how Medicare Advantage works and whether it may be the right fit for your needs and budget.
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This is a solicitation for insurance. Submitting your information or calling any phone numbers listed on this website will connect you with a licensed Agent/Broker. Medicare has neither endorsed nor reviewed the information on this website, and we are not connected or affiliated with any United States government or state agency. We do not offer every plan available in your area. Any information we provide is limited to the plans we do offer in your area. Please contact Medicare.gov or 1‑800‑MEDICARE to get information on all of your options.
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