Downsizing Without the Drama

Bren Sheriff, CSA
Bren Sheriff, CSA

Downsizing Without the Drama

At some point, many of us look around and realize we’ve been blessed—and burdened—by a lifetime of stuff. I am at that point in my life. My closets are filled with clothes I haven’t worn in years, my basement and attic are stacked with boxes packed away decades ago, and don’t even mention the books once loved but now unread for years.

For seniors like me, downsizing isn’t just about moving to a smaller space—it’s about simplifying life and making room for what truly matters in our lives today. It’s also a practical financial move. Maintaining a large home means higher property taxes, utilities, and repair costs. By reducing square footage, I can free up funds to give more generously, travel, or simply breathe easier knowing that the roof, boiler, and snow removal are no longer my full-time concerns.

The challenge, of course, is emotional. Each item carries a memory. I’ve always prided myself on being practical and strategic, so my approach to “downsizing without drama” is to see it as a celebration of my life’s journey, not a loss of it.

Experts say to start small—one room, one closet, or even one drawer. Create three categories: Keep, Give, and Let Go. Keep only what you use, love, or truly need. I started this process last week and identified heirlooms and special items to give to family and friends now, while I can share the stories behind them.

I was overjoyed and surprised when my grandson asked for my collection of decorated eggs from around the world. The joy of giving something meaningful in the present to someone you love is beyond words—unless you’ve experienced it yourself. Try it. You might like it.

For my Let Go pile, I’ve contacted an estate sales company to schedule a spring sale of furniture, paintings, rugs, and lamps. Some items—like furs, crystal ware, and china dishes—may go to consignment, while others such as shoes, purses, and costume jewelry can be donated to a nonprofit thrift store for a tax-deductible receipt.

I’m giving myself a year to complete this massive task. With technology on my side, I’ve begun scanning thousands of family photos to preserve memories without preserving clutter.

To some, downsizing means simply moving to a smaller space. For me, it means moving closer to family for support as I age. The greatest benefit is the emotional space I’m creating—a simpler lifestyle that lets me focus on what truly matters: relationships, new experiences, and well-being.

If you too are considering downsizing, remember—you’re not moving away from your life. You’re making room for more of it. Downsizing without the drama.

My best to you and yours,

Bren Sheriff, CSA

THIS WEEK’S QUIZ: What should you do with sentimental family heirlooms that no one wants to inherit?

Answer to the last quiz: Every year Medicare eligible folks are sent an official U.S. government Medicare handbook fully explaining all components of Medicare coverage, most importantly it highlights changes in coverage.  Call:1-800-MEDICARE if you did not receive your copy.

For Questions or Help: 773-817-0601 or basheriff1@gmail.com

Disclaimer: The illustrations presented in this column are not, nor are they intended to be, legal, financial, or any other licensed professional advice, you should contact the licensed professional of your choice for advice on your individual situation.

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