Years ago, I found myself standing in the shampoo aisle at Target holding two bottles.
One was volumizing. One was moisturizing. And I couldn’t decide.
Did I want bigger hair?
Shinier hair?
Which one should I get?
We’re talking about shampoo. Eight-dollar shampoo, if memory serves. This was not a decision requiring legal counsel.
I walked out with neither.
I can laugh about it now, but that moment said something about me that took me a long time to understand. I had become so accustomed to looking outside myself for the “right” answer that sometimes I had trouble figuring out what I wanted.
I’ve since become fascinated by the word should.
I should exercise more.
I should be further along by now.
I should go to that event.
I should be more social.
Sometimes “should” is useful. I probably should floss more consistently, and my dentist is welcome to quote me on that.
But other shoulds are worth questioning.
Where did this particular rule come from? Do I believe it? Do I want it? Or have I repeated it so many times that it simply sounds true?
That’s the part I didn’t understand for a long time.
When we’re constantly looking for what we should do, we’re usually assuming there’s a correct answer somewhere outside of us. Someone else knows how much we should accomplish, how we should look, what our relationships should be like or what choices a person like us is supposed to make.
And if there’s a right answer, there’s also the possibility of getting it wrong.
For me, that created a lot of second-guessing.
One thing I’ve started doing is paying attention whenever I hear myself say “I should.” I don’t automatically reject it. I just question it.
“I should go to that event.”
Why?
Maybe the answer is, “Because I committed to going and keeping my commitments matters to me.” Okay. That’s mine.
Or maybe it’s, “Because I’m worried someone will think I’m antisocial if I don’t.”
That’s different.
Sometimes I also change the language.
“I should exercise” becomes “I want to feel stronger, so I choose to exercise.”
“I should stay home” becomes “I’m choosing to stay home because I need the downtime.”
The circumstances may not change at all. What changes is that I’m making a conscious choice instead of following an instruction I haven’t examined.
I still catch myself should-ing all over myself. I suspect I always will. But I’ve become much more interested in knowing whose voice is making the decision.
Because maybe self-trust isn’t always about confidently knowing the right answer.
Sometimes it’s simply about remembering to ask yourself first.
About the Author


Cheryl Dillon, CPC | Founder of Funderful Experiences
Cheryl Dillon is a certified professional coach, writer, speaker and founder of Funderful Experiences. She holds a degree in psychology and has more than 16 years of coaching experience. Today, her work focuses on what helps people form, build and strengthen relationships.
She is also the creator of Connected Hearts, an in-person women’s community in North County San Diego, and The Uplift, her weekly email exploring friendship, marriage, communication, social dynamics and the relationships that shape our lives.
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