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WELCOME TO
SIMPLY EILEEN
On writing, reading, and living well.
Welcome to Simply Eileen, a unique blog here for you to explore. Simply Eileen has allowed me to reflect and I love having the opportunity to share my passions and thoughts with others. Read on, and enjoy.
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The Funniest Show About Grief You Didn’t Know You Needed (or why I’m obsessed with Apple TV’s Shrinking)
There are shows you watch, and then there are shows that quietly rearrange something inside you. At its surface, Shrinking follows a grieving therapist who begins to bend the rules a bit with his patients. That premise alone could veer into gimmick territory, but instead, the show unfolds into something far more tender, layered, and unexpectedly honest. It’s not about fixing people. It’s about what happens when we stop pretending we’re fine. What struck me most is how deeply

Eileen Olmedo
Apr 42 min read


I Cried During Bad Bunny’s Halftime Show (And Now I Know Why)
I’ve been asked my whole life where my accent is from. In English. In Spanish. Ni de aqui, ni de allá. Muy de aqui, muy de allá. Sometimes the question is genuine curiosity. Sometimes it carries the quiet expectation of translation. Where are you from? Why do you sound like that? For a long time, that question carried weight. Assimilation tucked inside curiosity. Translation tucked inside belonging. So when I watched Bad Bunny take the halftime stage, fully Spanish, fully Pue

Eileen Olmedo
Mar 85 min read


Milk, Honey, and Texts at 6:42 a.m.
I always thought the Promised Land would feel more spacious . You know? Flowing robes. Harp music. Maybe a charcuterie board of milk and honey waiting on a marble countertop while a gentle breeze carries the scent of spiritual victory. Instead, mine looks like unmatched socks, a lukewarm cup of coffee I’ve reheated three times, and a text from my husband that reads like a devotional, a pep talk, and a gentle spiritual elbow to the ribs, all before 7 a.m. Which is especially

Eileen Olmedo
Feb 76 min read
Why I Love a Job Most People Don’t Understand (or The Cost of Caring)
As I wrap up my very first semester as a high school assistant principal, I’ve been asked a lot of well-meaning questions. “Do you love it?” “Is it what you expected?” “Are the kids really that bad?” (For the record: no… and also yes… and also they are some of the most remarkable humans I’ve ever known.) What I’ve realized most isn’t about the job itself and more about how misunderstood it is. From the outside, educational leadership can look like rules, discipline, meetings,

Eileen Olmedo
Dec 13, 20253 min read
Defying Gravity: The Enduring Power of Elphaba and Glinda’s Friendship
The first time I saw Wicked was on a date with my husband, back when we were both so young and when everything felt like possibility. We sat in the theater, hand in hand, watching Idina Menzel and Kristin Chenoweth bring Elphaba and Glinda to life. I didn’t know it then, but that night would become one of those rare touchstones that lingers, a story that grows with you and teaches you something new each time you return to it. Now that the film adaptation is introducing Wicke

Eileen Olmedo
Nov 8, 20254 min read
Learning to Rest: When God Says “Be Still” (and You’re Terrible at It)
Miami is loud. Vibrant. Non-stop. I love it here. The energy, the sunshine, the cafecitos that keep this city running. But if I’m honest,...

Eileen Olmedo
Sep 28, 20252 min read
The Thing About Forever by Eileen Olmedo
Chapter One: The Glasses Here’s the thing no one tells you about falling in love at eighteen and staying in love into your forties: you...

Eileen Olmedo
Sep 14, 202518 min read


Made to Marvel: In Defense of Girlhood
The other night we were deep into family TV time. One of those perfect, lazy evenings where everyone’s limbs are tangled in blankets,...

Eileen Olmedo
Jun 28, 20253 min read
“I Can’t. My Kids Have Rehearsal”: or, Why I Love Being in the Supporting Role of a Theater Kid Mom
Some parents spend their weekends at soccer tournaments. Others are up at 4 a.m. for swim meets. Me? I’m on the phone with my husband,...

Eileen Olmedo
May 20, 20253 min read


Out of the Woods? Trusting God Through Our Teen’s Journey
As a mom, I have prayed countless prayers for miraculous healing. For the pain to end, for the right friends to come, for the weight of...

Eileen Olmedo
Mar 9, 20254 min read


From Classroom to Leadership to Administration: A Journey Full of Lessons, Laughter, and Love for Education
When I started my career as a teacher in 2007, I was like a starry-eyed protagonist in an education-themed rom-com. I loved everything...

Eileen Olmedo
Jan 12, 20253 min read


Parenting with Grace: Navigating the Challenges of Raising a Teen with ADHD and Depression
Let me start by saying that one of the hardest things I’ve had to face on this journey is acceptance. For a while, I was stuck in a cycle...

Eileen Olmedo
Jan 5, 20254 min read


Teaching is my love language
Why teach? Why pursue a career that’s incredibly demanding, yet not financially lucrative? Why stay being “just a teacher” when it seems...

Eileen Olmedo
Jan 28, 20232 min read


I Just Need a Faith Lift: Finding hope in the midst of pandemic teaching
On March 13, 2020 we were called in to an emergency staff meeting that changed everything. We thought we would close for a few weeks...

Eileen Olmedo
Feb 28, 20215 min read


The weight of it… from shame to comfort in Christ.
88 98 102 118 122 130 135 145 155 200 180 175 155 141 135 133 127 130 138 142 I can’t remember the purpose of the lesson, nor do I recall...

Eileen Olmedo
Jan 17, 20214 min read


Why write now? Why right now?
Writing is revealing and intimate. The act itself requires patience, but also honesty to carve words out of thoughts. Young Eileen wrote...

Eileen Olmedo
Jun 29, 20203 min read
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