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Medicare Deadline Reminder

Configure reminders for Medicare enrollment deadlines.

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Medicare Deadline Reminder

The Pocket Protector

The Pocket Protector helps Medicare-eligible individuals compare plans, find doctors, and make confident enrollment decisions, at no cost.

We only get paid if you choose to enroll with us.

TTY: 711 · 7 days a week, 8:00 AM to 6:00 PM CST

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© 2026 The Pocket Protector, LLC and NaviGap LLC. All rights reserved. · Agency NPN: 21186482 · Principal Agent: Michael Boshardy, NPN 21126942

This is a solicitation for insurance. The Pocket Protector, LLC is a licensed and certified representative of Medicare Advantage HMO, HMO-POS, PPO, PFFS organizations and Part D plan sponsors with a Medicare contract. We also represent a variety of Medicare Supplement and dental plans. Enrollment in any plan depends on contract renewal. Not all plans offer all benefits mentioned; benefits, premiums, and availability vary by carrier and location. See every carrier we represent on our Legal & Licensing page.

Your premium is the same whether you enroll through us, another agency, or directly with the carrier. We are compensated by insurance carriers only when a consumer chooses to enroll through us. We never sell your data, and we never share it with anyone other than the carrier you choose to enroll with.

By using this Site, you agree to our Terms of Service, which permit search indexing and AI citation of public documentation, Learn articles and newsroom summaries. Bulk copying of plan data and unauthorized use remain prohibited.

We unbiasedly compare all plans regardless of appointment or sales commissions. Agents are not bonused off commissionable sales. Agents are paid flat amounts and share in company financials across all businesses and products. Currently we represent multiple organizations which offer various products in your area. You can always contact Medicare.gov or 1-800-MEDICARE for help with plan choices. Free, unbiased Medicare counseling is also available from your State Health Insurance Assistance Program (SHIP). Visit shiphelp.org or call 1-877-839-2675 to find your local SHIP office.

Not connected with or endorsed by the United States government or the federal Medicare program.

Multi-Language Accessibility / Accesibilidad en varios idiomas

Spanish: ATENCIÓN: si habla español, tiene a su disposición servicios gratuitos de asistencia lingüística. Llame al 866-764-3312 (TTY: 711). Hours: 7 days a week, 8:00 AM - 6:00 PM CST.

Chinese: 注意：如果您使用繁體中文，您可以免費獲得語言援助服務。請致電 866-764-3312（TTY：711）。Hours: 7 days a week, 8:00 AM - 6:00 PM CST.

Vietnamese: CHÚ Ý: Nếu bạn nói Tiếng Việt, có các dịch vụ hỗ trợ ngôn ngữ miễn phí dành cho bạn. Gọi số 866-764-3312 (TTY: 711). Hours: 7 days a week, 8:00 AM - 6:00 PM CST.

Korean: 주의: 한국어를 사용하시는 경우, 언어 지원 서비스를 무료로 이용하실 수 있습니다. 866-764-3312 (TTY: 711)번으로 전화해 주십시오. Hours: 7 days a week, 8:00 AM - 6:00 PM CST.

Tagalog: PAUNAWA: Kung nagsasalita ka ng Tagalog, maaari kang gumamit ng mga serbisyo ng tulong sa wika nang walang bayad. Tumawag sa 866-764-3312 (TTY: 711). Hours: 7 days a week, 8:00 AM - 6:00 PM CST.

Russian: ВНИМАНИЕ: Если вы говорите на русском языке, то вам доступны бесплатные услуги перевода. Звоните 866-764-3312 (TTY: 711). Hours: 7 days a week, 8:00 AM - 6:00 PM CST.

Arabic: ملحوظة: إذا كنت تتحدث اللغة العربية، فإن خدمات المساعدة اللغوية تتوافر لك بالمجان. اتصل برقم 3312-764-866 (الهاتف النصي: 711). Hours: 7 days a week, 8:00 AM - 6:00 PM CST.

French Creole: ATANSYON: Si w pale Kreyòl Ayisyen, gen sèvis èd pou lang ki disponib gratis pou ou. Rele 866-764-3312 (TTY: 711). Hours: 7 days a week, 8:00 AM - 6:00 PM CST.

Portuguese: ATENÇÃO: Se fala português, encontram-se disponíveis serviços linguísticos, grátis. Ligue para 866-764-3312 (TTY: 711). Hours: 7 days a week, 8:00 AM - 6:00 PM CST.

Polish: UWAGA: Jeżeli mówisz po polsku, możesz skorzystać z bezpłatnej pomocy językowej. Zadzwoń pod numer 866-764-3312 (TTY: 711). Hours: 7 days a week, 8:00 AM - 6:00 PM CST.

Japanese: 注意事項：日本語を話される場合、無料の言語支援をご利用いただけます。866-764-3312（TTY: 711）まで、お電話にてご連絡ください。Hours: 7 days a week, 8:00 AM - 6:00 PM CST.

Italian: ATTENZIONE: In caso la lingua parlata sia l'italiano, sono disponibili servizi di assistenza linguistica gratuiti. Chiamare il numero 866-764-3312 (TTY: 711). Hours: 7 days a week, 8:00 AM - 6:00 PM CST.

German: ACHTUNG: Wenn Sie Deutsch sprechen, stehen Ihnen kostenlos sprachliche Hilfsdienstleistungen zur Verfügung. Rufnummer: 866-764-3312 (TTY: 711). Hours: 7 days a week, 8:00 AM - 6:00 PM CST.

Persian: توجه: اگر به زبان فارسی گفتگو می کنید، تسهیلات زبانی بصورت رایگان برای شما فراهم می باشد. با 3312-764-866 (TTY: 711) تماس بگیرید. Hours: 7 days a week, 8:00 AM - 6:00 PM CST.

Hindi: ध्यान दें: यदि आप हिंदी बोलते हैं तो आपके लिए मुफ्त में भाषा सहायता सेवाएं उपलब्ध हैं। 866-764-3312 (TTY: 711) पर कॉल करें। Hours: 7 days a week, 8:00 AM - 6:00 PM CST.

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Get your personalized Medicare deadline calendar

Answer a few questions and we'll generate a personalized calendar showing your exact Medicare enrollment windows and key deadlines.

✓ Know your exact enrollment window

✓ Avoid late penalties and coverage gaps

✓ Get reminders before key dates

✓ Built for people new to Medicare