January 2026

A Note from Leadership

Happy New Year! As we step into 2026, the leadership team at Windermere Financial wants to extend our deepest gratitude for your hard work during the recent Annual Enrollment Period. Because of your dedication, thousands of clients are starting this year with the coverage and confidence they deserve.

While the “AEP rush” is behind us, the real work of building a sustainable business begins now. This January, our focus is on retention and education. With significant 2026 Medicare changes now officially in effect, your clients will be looking to you as their primary resource. We are here to provide the tools, technology, and insights to ensure 2026 is your most successful year yet.

Industry Insights

The MA Momentum

The data is clear: Medicare Advantage (MA) is now the choice for over 54% of eligible beneficiaries. With enrollment projected to reach 64% by 2034, the opportunities for growth are vast.

Agent Takeaway: The start of the year is the “Golden Window” for client loyalty. Use this time to check in on how your clients’ new plans are performing. Remember, while AEP is over, Special Enrollment Periods (SEPs) and the Open Enrollment Period (OEP) provide ongoing opportunities to help those who may need a plan adjustment.

Maximizing Your Tech Stack

Efficiency is the key to scaling your business in the new year. Ensure you are fully utilizing the Windermere suite of tools:

• Custom CRM: Don’t let renewals slip through the cracks. Use January to clean up your data and set automated follow-up tasks for the entire year.

• VoIP & Call Recording: Ensure your setup is compliant and professional for the influx of “New Year” benefit questions.

• Branded Websites: Is your contact info up to date? Make sure your digital storefront is ready for new referrals.

• Smart Automations: Set up a “Welcome to 2026” email or text sequence to keep your brand top-of-mind.

Quick Tip: The first 60 days of a new policy are critical. Use your CRM to schedule a “Benefit Check-In” call to ensure your clients have received their ID cards and understand their 2026 costs.

Now In Effect: 2026 Medicare Essentials

As of January 1st, several key updates are officially active. Use this table as a quick reference when speaking with clients this month:

Regulatory Watch: We are closely monitoring potential Senate reforms regarding MA marketing and commissions. We will keep you informed of any shifts that impact your workflow.

 Closing Note

The momentum you built in December is the engine that will drive your 2026 success. We are honored to be your partner in this journey, providing the enterprise-class support you need to thrive.

Let’s make 2026 a landmark year for your business and your clients!

PAST NEWSLETTERS

December 2025

A Note from Leadership

Welcome to the December edition of our newsletter! As we wrap up the year and celebrate the Happy Holidays, we want to thank you for your incredible work during the Annual Enrollment Period (AEP). At Windermere Financial, we believe in giving agents more than just carrier access — we deliver the resources, tools, and support you need to achieve year-round success and provide exceptional client service.

This month, we are shifting focus to post-AEP client retention, reviewing key Medicare updates for 2026, and reminding you of the enterprise-class tools that keep your business running smoothly into the new year.

Industry Insights

Medicare Advantage Enrollment Trend Continues

The expansion of Medicare Advantage (MA) shows no signs of slowing down. Over 54% of eligible Medicare beneficiaries — more than 34 million people — are now enrolled in MA plans. This substantial growth from 19% in 2007 is expected to push enrollment to 64% by 2034. This trend confirms that clients are actively seeking the comprehensive, flexible options MA provides.

Agent Takeaway: Now is the time to cultivate your client base. Utilize Special Enrollment Periods (SEPs) throughout the year, and focus on delivering excellent service to lock in renewals and generate client referrals.

 Tools & Resources

Windermere Financial provides every agent with the technology foundation for a successful business:

• Custom CRM – Your central hub for scheduling follow-ups, tracking policy renewals, and managing all client data efficiently.

• VoIP Phone System with Call Recording – Maintain professionalism and compliance with simple, recorded client communication.

• Branded Websites – Project a professional online image effortlessly, making it easy for potential clients to find you.

• Smart Automations – Minimize administrative time so you can maximize your time spent with clients and on strategy.

Quick Tip: The best way to secure renewals is through regular contact. Schedule automated reminders in your Custom CRM to follow up with new AEP clients within the first 60 days of their policy start.

 Post-AEP & 2026 Key Updates

As the AEP frenzy subsides, here are the crucial details your clients need to know for the coming year:

Regulatory Watch: We continue to monitor the Senate’s push for reforms concerning MA marketing and commissions. Stay attentive to updates from Windermere Financial.

Agent Tip: Leverage the spirit of the season! Reach out to your book of business to wish them Happy Holidays and use the opportunity to briefly review their new 2026 benefits, ensuring they start the new year informed and confident.

 Closing Note

Thank you for your dedication and commitment throughout this crucial enrollment period. As we transition into the new year, remember that you are backed by Windermere Financial’s tools and support every step of the way. We wish you and your family a very Happy Holiday season!

Let’s look forward to a successful and prosperous 2026 together.