Jason Rubin, Medicare Insurance Broker
Jason Rubin
Jason Rubin Insurance Services LLC
Medicare Broker Licensed in CA, AK, AL, AZ, CO, FL, GA, HI, IA, ID, IL, KY, MA, MD, ME, MI, MN, MT, NE, NJ, NM, NV, NY, OH, OR, PA, SC, SD, TN, TX, UT, VA, WA, WI, WV and WY
19+ Years of Experience
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Reseda, CA
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About Me
Where Quality Healthcare Meets Compassion
Located in Woodland Hills, CA, we have been providing Medicare Insurance plans to individuals 65 and over for the past 15 years. Our company offers a range of services, including Medicare Supplement, Medicare Advantage, Part D Prescription Drug Plans, Dental health insurance, and more.
With years of experience in the Medicare industry, Jason has assisted numerous individuals in navigating the complexities of Medicare. His unwavering commitment to offering simplified Medicare plans to those who need them is a testament to his passion for helping people.
So, when you choose Jason Rubin Insurance Services, you can rest assured that you are getting personalized, professional service from a Medicare specialist who genuinely cares about your health and needs.
Our commitment to providing a personal touch is what sets us apart. Being a smaller agency allows us to devote ample time to addressing your needs and delivering exceptional service. Given the perplexity and confusion surrounding the Medicare system, we hold transparency and honesty as our company's foundation. By doing so, we strive to alleviate any confusion and offer a clear path forward for our clients.
As a family-owned company located in California, we understand the importance of building solid relationships with our clients. We treat every client like family and are dedicated to delivering compassionate, attentive care to each and every individual we serve for Medicare in Woodland Hills CA.
As you approach your mid-60s, have you found yourself pondering questions such as "What does Medicare Advantage really entail?”, "When is the optimal time to enroll in Medicare?”, “What are the costs associated with Medicare?" and "What exactly do the four parts of Medicare entail?" If so, rest assured that you are not alone in your curiosity.
We help you compare plans and understand the costs and benefits of each option while also offering resources and tools to help you make informed decisions about your healthcare insurance.
Choosing the right Medicare plan can be overwhelming, and that is what we are here to assist you with. We offer expert guidance and a variety of plans to meet your healthcare needs and budget, including traditional Medicare, Medicare Advantage, and Medicare Supplement plans, as well as Medicare Prescription Drug Plans.
Services:
Medicare Supplement, Part D, and Medicare Advantage plans
Long-Term Care Insurance
Life, Health and Disability Insurance
Focusing exclusively on Medicare Health Plan Options Medicare Advantage, Medicare Supplement, and Part D drug plans.
Directions to My Office
My Google Reviews
230 Total Reviews (5.0 )
May 29, 2026
May 14, 2026
It was a pleasure working with Jason. He is patient and knowledgeable which is valuable when you have to navigate through the confusing world of Medicare Supplemental/Advantage Plans and Prescription Drug Plans. Great customer service!
May 6, 2026
I am so glad I found Jason. He made the process of switching Insurances so easy. He took the time to explained the whole Medicare process completely even before he knew if I was going to use his company. He made everything very easy!.
April 30, 2026
Jason is the best insurance broker ever. He actually looks out for his clients hundred percent worth calling. You will get you a better rate than any other insurance broker. Friendly and always responds.
April 24, 2026
Jason was very resourceful and helped me pick the right insurance. Highly recommend.
Q&A with Jason Rubin
Should I sign my parents up for Medicare?
Answer: Here are the key things to consider:
1. Are they 65 or older?
• If yes and not enrolled yet: They generally should enroll during their Initial Enrollment Period (IEP) – the 7‑month window starting 3 months before the month they turn 65 and ending 3 months after.
• If already over 65 and not enrolled: This can be more urgent; they may face late enrollment penalties or gaps in coverage if they wait longer.
2. Do they have other coverage now?
• If they’re still working (or covered under a working spouse’s employer plan) and that plan is from a large employer (20+ employees), they may be able to delay some parts of Medicare without penalty.
• If their only coverage is individual insurance, COBRA, retiree coverage, or a small‑employer plan, they usually should enroll in Medicare at 65 to avoid penalties and ensure primary coverage.
3. Which parts of Medicare are we talking about?
• Part A (Hospital): Often premium‑free if they worked enough years; most people should enroll at 65 unless there’s a special case (e.g., they contribute to an HSA and want to keep doing so).
• Part B (Medical): Has a monthly premium; delaying it without qualifying employer coverage can cause lifetime penalties and delayed access to doctors/ outpatient care.
• Part D (Drugs) or a Medicare Advantage plan (Part C) or Medigap may be needed depending on their health and prescriptions.
4. Penalties and costs if you wait too long
• Part B penalty: 10% higher premium for each full 12 months they could’ve had Part B but didn’t, often for life.
• Part D penalty: 1% of the “national base premium” per month they go without creditable drug coverage, also typically for life.
5. How to actually help them sign up
• Create or use their my Social Security account at ssa.gov.
• Enroll in Medicare Part A and B through Social Security (online, phone, or in person).
• Then decide:
• Original Medicare (A & B) + Part D + optional Medigap, or
• Medicare Advantage (Part C) that bundles A, B, often D, and extras.
I'm taking a brand-name medication that doesn't have a generic version. How can I find a Medicare Part D plan that will cover it at a reasonable cost?
Answer: To find a Medicare Part D plan covering your brand-name medication, use the Medicare Plan Finder on Medicare.gov and input your medication, dosage, and preferred pharmacies to compare plans and costs.
I've been on disability for years and am about to turn 65. Do I automatically get Medicare because I'm on Social Security, or do I need to do something?
Answer: Yes, if you're receiving Social Security disability benefits and are about to turn 65, you'll be automatically enrolled in Medicare Part A and Part B. You don't need to do anything to enroll, but you can choose to delay Part B if you have other creditable coverage.
Why do doctors not like Medicare Advantage plans?
Answer: Doctors dislike Medicare Advantage plans due to administrative burdens, low reimbursement rates, and frequent denials of care, which impact their practice and patient care.
Can I backdate my Medicare enrollment if I missed my initial window due to a medical emergency?
Answer: While Medicare doesn't typically allow backdating enrollment due to a medical emergency, you might qualify for a Special Enrollment Period (SEP) to enroll outside your initial window, potentially avoiding penalties.
Does Medicare cover cancer screenings, and how often can I get them?
Answer: Yes, Medicare covers various cancer screenings, primarily through Part B, and the frequency of these screenings depends on the type of cancer and individual risk factors.
How is Medicare Advantage expected to evolve in the future?
Answer: It's hard to predict the future of Medicare Advantage. Many hospitals and doctors leave the system every year. I think we still need to wait and see what happens. I would pay close attention to our current administration and see if CMS chooses to make any changes in the foreseeable future.
Can you describe a time when you helped a client navigate a complex Medicare issue?
Answer: I assisted an individual last week who was new to Medicare and had no idea the difference between original Medicare with a supplemental plan or a Medicare Advantage plan. After conducting a thorough needs analysis, it was determined that most of his doctors accept Orignal Medicare only. I proceeded to enroll the individual in a Medicare supplement plan along with a Part D drug plan.
What is the biggest mistake seniors make when enrolling in Medicare?
Answer: Not knowing about the fee for Medicare Part B or the potential of paying for IRMAA. I feel the public is not informed about this topic, and it becomes a big surprise when they receive the statement in the mail.