As my company approaches its fifteenth anniversary this fall, we’ve been spending a little time cleaning and organizing around the office. We’ve been in the same location since the day we opened our doors, and after fifteen years, it doesn’t take much for things to accumulate.
Last week I opened a drawer and found something I hadn’t thought about in years—my old Rolodex.

I’ve probably owned that thing for close to thirty years, and it has spent most of the last fifteen sitting quietly in that drawer. It was hard not to laugh. There was a time when that little collection of index cards represented my entire professional network. If you lost it, you lost your contacts.
Today, every one of those names I still need is in my iPhone.

In another drawer, I found a couple of floppy disks from the early 2000s. It’s almost funny to think that we once carried those around to back up important files. At the time, they seemed indispensable. Today, I don’t even own a computer that could read them.
Those went in the trash.
Then I found my original headshot from when I began my financial services career in early 2003. Looking at that picture made me smile. I was thirty-five years old, starting a new career, and taking myself just a little too seriously. My wife insisted that one come home instead of ending up in the trash.

As I looked through those old reminders, I realized they all had something in common. They had served their purpose.
The Rolodex helped me build relationships.
The floppy disks protected work that mattered at the time.
That headshot represented a young advisor eager to prove himself.
None of those things were bad. In fact, they were important chapters of my life. But they belonged to a different season.
It made me wonder how often we hold on to things simply because they’ve always been there. Sometimes it’s physical clutter. Other times it’s old habits, outdated expectations, disappointments, fears, or even old versions of ourselves. We carry them around without realizing how much space they’re taking up.
Clearing out those drawers wasn’t really about making room in the office. It was about making room in my mind.
There is something freeing about acknowledging that you’ve changed. The person I was twenty years ago got me to where I am today, and I’m grateful for him. But I don’t need to keep living like him.
The older I get, the more I appreciate simplicity. I don’t need to save everything. I don’t need to preserve every version of myself. Some things deserve a place in my memories, not in my desk drawer.
So here’s a question worth asking:
What are you still holding on to that has already served its purpose?
Maybe it’s something sitting on a shelf. Maybe it’s a regret, a fear, or a story you’ve been telling yourself for years.
Whatever it is, perhaps today is a good day to let it go. You might discover that what you gain by creating space is far greater than what you lose by cleaning it out.







