
SOUTHERN MARYLAND — Hello, gentle readers. Today, I want to share a personal story that may help your own family begin thinking about future planning before a crisis forces those conversations to happen.
In 2020, my father suffered a stroke. What followed were more than three years of ongoing care needs, major life transitions and difficult decisions that, like many families, we learned to navigate as we went.
During that time, I helped my parents:
- Sell their homes
- Navigate and administer long-term care insurance
- Sort through a lifetime of belongings
- Relocate to Maryland into an apartment
- Eventually move into my home in 2024
Some belongings were deeply meaningful. Others were simply things that had accumulated over decades and were long overdue to be donated.
I am sharing this because one day, many of us will need help — whether administrative, physical or both — and often that need begins long before end-of-life decisions enter the conversation.
One phrase I hear often from senior clients is: “I don’t want to be a burden.”
That feeling is understandable. But without planning ahead, the burden itself does not disappear. Instead, it often shifts to the people we love most.
Understanding The “Sandwich Generation”
One of the most important recommendations I make is to have multi-generational conversations early. That means bringing together adult children, parents and grandparents. These are three generations who care deeply about one another but are often making assumptions about what everyone else wants or expects.
The middle group — commonly referred to as the “sandwich generation” — is increasingly caring for both children and aging parents at the same time. For many families, that balancing act can feel overwhelming even on the best days.
Why These Conversations Matter
These discussions are not always easy, but they are necessary. Mortality is real, and none of us knows what tomorrow may bring.
- If something happened tomorrow, would your family know what to do?
- Would they know who to contact first?
- Do they know where important documents are stored?
- Do they know how to access accounts or insurance policies?
- Have end-of-life wishes been discussed clearly?
Families should also discuss long-term care expectations and finances openly. Questions may include: Will care be self-funded? Where are those funds located and how can they be accessed? Is a family member expected to become a caregiver? How would caregiving responsibilities impact that person’s ability to work and support their own household?
For many families today, households rely on two incomes, and time is already stretched thin.
Communication Makes The Difference
No one plans to become a burden. But planning and honest communication can help prevent confusion, stress and conflict later.
Family members should know:
- Where passwords are stored or how they can be accessed
- Where policies and legal documents are kept
- Who the key contacts are
- What personal wishes and expectations have already been discussed
There is also a generational shift happening when it comes to privacy and planning. Many older adults were raised believing finances and home life were private matters that should not be discussed openly. While that mindset made sense for many years, longer life spans and more complex care needs have changed the reality many families face today.
A certain level of transparency is no longer intrusive — it is practical.
That does not mean giving up independence or control. It simply means making sure trusted people can step in if needed.
The Hardest Part Of Aging
One reality many families struggle with is that aging often involves gradual loss. That can include giving up driving, maintaining a home and managing day-to-day responsibilities independently. For many people, the loss of independence is one of the most difficult emotional transitions they will face.
Having a plan in place cannot remove that challenge, but it can help make the transition smoother and less stressful for everyone involved.
Final Thoughts
If there is one lesson I learned from my family’s experience, it is this: have the conversation before you need it. Not during a crisis. Not from a hospital room. But around a table when everyone has the opportunity to participate, ask questions and be heard.
Because planning is not only about preparing for the future. It is also about caring for the people you love in the best way possible.
About The Author
Maryanna Lanham is a local insurance professional at Waring-Ahearn who has worked in life, health and long-term care planning since 2014. Her work focuses on helping individuals, families and businesses better understand coverage options and long-term planning needs through education-focused guidance and thoughtful conversations. Her perspective was shaped not only through her professional experience, but also through personal caregiving responsibilities after stepping away from her career to care for her father and support her sister through cancer treatment.
Through The BayNet’s Expert Series, Lanham shares practical insights, common misconceptions and real-world experiences to help Southern Maryland families better navigate long-term care, insurance and future planning conversations.
Visit waring-ahearn.com to learn more.

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