Betsy and Owen from Simply Insurance joined Mile High Living for a conversation about helping people understand Medicare. The segment, published by Mile High Living Denver on September 30, 2026, introduces the team’s family-centered approach: taking time to educate clients and understand their needs.
This article shares highlights from the interview. Watch the full Mile High Living segment on our video resource page.
Preparing before you turn 65
The interview encourages starting the conversation early, leaving time to understand enrollment steps and ask questions about your situation. Medicare decisions can involve several different enrollment windows, so knowing which questions to ask is a useful first step.
For a general introduction, see our guide to Medicare enrollment periods.
Understanding the coverage paths
Betsy discusses Original Medicare with supplemental and prescription drug coverage, as well as Medicare Advantage. The interview emphasizes that one approach does not fit everyone.
Our guides to the four parts of Medicare and Medicare Advantage versus Medigap provide more background for that conversation.
Questions to ask if you keep working
Owen recommends talking with your employer’s benefits team or a licensed broker before deciding whether to delay Medicare. Timing depends on your coverage and circumstances, rather than a single rule that applies to everyone.
Read more about Medicare and working past 65.
Making time for an annual review
The segment also encourages beneficiaries to read their Annual Notice of Change rather than filing it away. Reviewing the notice and asking questions can help you understand changes that may affect your coverage.
Watch the interview and ask your questions
Watch Betsy and Owen’s full interview or view the original on Mile High Living Denver’s YouTube channel. The segment is an educational appearance, not an endorsement by the broadcaster.
Simply Insurance is based in Castle Pines and helps clients across Colorado. If you would like to discuss your own situation, request a no-cost consultation.
This article summarizes a recorded interview and provides general educational information, not individualized coverage advice. It does not quote or transcribe the speakers. Consult a licensed broker about your circumstances and current options.