Sydney Ashland
ashlandsyd.bsky.social
Sydney Ashland
@ashlandsyd.bsky.social
Why Overfunctioners Attract Underfunctioners

“The tragedy of the overfunctioner is that the stronger they become, the less support they receive.” Why the Strong One Always Ends Up Carrying Everything One of the most common patterns I see in couples, families, and leadership teams is this: The more…
Why Overfunctioners Attract Underfunctioners
“The tragedy of the overfunctioner is that the stronger they become, the less support they receive.” Why the Strong One Always Ends Up Carrying Everything One of the most common patterns I see in couples, families, and leadership teams is this: The more one person overfunctions, the more the other underfunctions. And in this scenario everyone ends up frustrated. The overfunctioner feels:
sydneyashland.com
February 17, 2026 at 5:24 AM
If My Life Is Changing, Why Are My Struggles Always The Same?

Many of us are startled to arrive at a point in life very different than where we imagined we would be. That realization can feel disappointing, confusing, frustrating, discouraging-- especially for the highly motivated person, reaching…
If My Life Is Changing, Why Are My Struggles Always The Same?
Many of us are startled to arrive at a point in life very different than where we imagined we would be. That realization can feel disappointing, confusing, frustrating, discouraging-- especially for the highly motivated person, reaching for the stars. You've done the work:New relationships.Career growth.Expanding awareness.Therapy.Coaching.Personal development. And yet, somehow, here you are again. Experiencing the same struggles day after day, year after year.
sydneyashland.com
February 9, 2026 at 7:33 PM
SCOREKEEPING IN RELATIONSHIPS:
I've been noticing how easy it is to start keeping score...especially under pressure. It can look like noticing who does more or carries more. It is so easy to keep a silent tally, never speaking your truth... Then one day the resentment begins to leak through.
December 29, 2025 at 11:56 PM
Navigating Loss During the Holidays

GRIEF For all those (like me) navigating the holidays while experiencing loss, I want to acknowledge that loss takes many forms. Some of us have lost people, others have lost relationships, their health, homes, identities, businesses or the futures they thought…
Navigating Loss During the Holidays
GRIEF For all those (like me) navigating the holidays while experiencing loss, I want to acknowledge that loss takes many forms. Some of us have lost people, others have lost relationships, their health, homes, identities, businesses or the futures they thought they were walking towards. Grief doesn’t make space for the holidays; it holds us firmly in its grip, requiring us to feel the pain until we’ve processed it fully.
sydneyashland.com
December 25, 2025 at 3:16 AM
December 9, 2025 at 5:58 PM
The Real Work of Balance

Four Practices That Restore Your Energy Professionally and Personally We talk about balance as if it’s a destination — somewhere we’ll arrive at once our lives slow down, the calendar opens up, the inbox empties, or our lives becomes less demanding. But balance isn’t a…
The Real Work of Balance
Four Practices That Restore Your Energy Professionally and Personally We talk about balance as if it’s a destination — somewhere we’ll arrive at once our lives slow down, the calendar opens up, the inbox empties, or our lives becomes less demanding. But balance isn’t a finish line to cross. Balance isn't frantically filling your schedule with self-care that leaves you running from one obligation to the next.
sydneyashland.com
December 8, 2025 at 8:22 PM
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sydneyashland.com
December 1, 2025 at 2:01 AM
The Martyr Fractal

Why Overgiving Becomes Identity — and How to Pattern Something New “Martyrdom is not a virtue. It’s a pattern. One that repeats when your needs are unmet, your disappointments unspoken, and your boundaries abandoned.” We all know the archetype: The one who sacrifices everything…
The Martyr Fractal
Why Overgiving Becomes Identity — and How to Pattern Something New “Martyrdom is not a virtue. It’s a pattern. One that repeats when your needs are unmet, your disappointments unspoken, and your boundaries abandoned.” We all know the archetype: The one who sacrifices everything — time, energy, health, joy — for everyone else.The one who keeps giving even when there’s nothing left.
sydneyashland.com
November 16, 2025 at 4:03 PM
Is approval seeking an issue for you personnally or professionally? Answer these questions to find out.

drive.google.com/file/d/1ZEFR...
Approval_Seeker_Fractal_Worksheet.pdf
drive.google.com
November 6, 2025 at 9:23 PM
The Approval Seeker Fractal

When Being Liked Becomes Your Nervous System's Survival Strategy “You’re not addicted to being liked. You were conditioned to equate being liked with being safe.” “If everyone is happy, I'm happy. I can finally breathe.” This is not just a people-pleasing statement;…
The Approval Seeker Fractal
When Being Liked Becomes Your Nervous System's Survival Strategy “You’re not addicted to being liked. You were conditioned to equate being liked with being safe.” “If everyone is happy, I'm happy. I can finally breathe.” This is not just a people-pleasing statement; it's a statement of survival. The approval seeker isn’t weak. They aren't flaky or indecisive. They are deeply attuned, attuned to tone shifts, eye rolls, a silence that lasts too long.
sydneyashland.com
November 4, 2025 at 6:54 AM
When Doing Everything Becomes a Survival Strategy

Why the Strongest Person in the Room is Often the Most Exhausted “Overfunctioning is not your personality — it’s a patterned survival response. A fractal.” You’re Not Just Being Helpful — You’re Patterned to Hold It All Somewhere along the way, you…
When Doing Everything Becomes a Survival Strategy
Why the Strongest Person in the Room is Often the Most Exhausted “Overfunctioning is not your personality — it’s a patterned survival response. A fractal.” You’re Not Just Being Helpful — You’re Patterned to Hold It All Somewhere along the way, you became the one who holds everything together. You remember the birthdays. You schedule the appointments. You soften the conflict.
sydneyashland.com
October 30, 2025 at 4:50 PM
The Fractals Within Us

Why We Keep Becoming Ourselves Again and Again “Fractals aren’t just in nature. They’re in your physical form, your central nervous system. They show up as repeating patterns in your relationships, in your…

https://sydneyashland.com/2025/10/26/the-fractals-within-us/
October 27, 2025 at 3:32 AM
Holding On And Letting Go

Life transitions are rarely neat or predictable. Life transitions are messy. They don’t arrive in an orderly fashion, asking us to finish one step before moving to the next. More often than not, they invite us into a paradox: figuring out how to let go and hold on at the…
Holding On And Letting Go
Life transitions are rarely neat or predictable. Life transitions are messy. They don’t arrive in an orderly fashion, asking us to finish one step before moving to the next. More often than not, they invite us into a paradox: figuring out how to let go and hold on at the same time. Letting go asks us to release what no longer serves — our roles that have run their course, the old stories that keep us small, the habituated patterns that weigh us down.
sydneyashland.com
September 26, 2025 at 4:38 AM
Using Declarative and Imperative Thinking to Improve Your Life

True Confession I’ll start by acknowledging something about myself: I naturally lean toward a declarative approach to life rather than an imperative one. There are times when the imperative approach is absolutely necessary — but for…
Using Declarative and Imperative Thinking to Improve Your Life
True Confession I’ll start by acknowledging something about myself: I naturally lean toward a declarative approach to life rather than an imperative one. There are times when the imperative approach is absolutely necessary — but for me, it’s a place I visit, not a place I live. Understanding the difference between these two mindsets can transform how you set goals, make decisions, and solve problems.
sydneyashland.com
September 4, 2025 at 10:16 PM
August 12, 2025 at 6:42 PM
Living With “Should’s” vs. Living With What You Truly Want

We all carry a backpack full of “shoulds.”I should be further along by now.I should say yes to that opportunity.I should be more like her. Sometimes those “shoulds” are so ingrained, so habituated, that we stop recognizing where they came…
Living With “Should’s” vs. Living With What You Truly Want
We all carry a backpack full of “shoulds.”I should be further along by now.I should say yes to that opportunity.I should be more like her. Sometimes those “shoulds” are so ingrained, so habituated, that we stop recognizing where they came from. They often begin as someone else’s expectations—family, culture, mentors, partners, even social media. Over time, they can feel like our own thoughts.
sydneyashland.com
August 8, 2025 at 6:10 PM
Boundaries vs Ultimatums: One Protects, the Other Controls

There’s a subtle yet powerful difference between setting a boundary and giving an ultimatum—understanding this difference can improve the way we relate to others and deepen those relationships. Boundaries are rooted in self-awareness. They…
Boundaries vs Ultimatums: One Protects, the Other Controls
There’s a subtle yet powerful difference between setting a boundary and giving an ultimatum—understanding this difference can improve the way we relate to others and deepen those relationships. Boundaries are rooted in self-awareness. They are what we need to feel safe, respected, and whole. Boundaries are not about changing someone else; they’re about protecting and honoring ourselves through clear, consistent communication…
sydneyashland.com
August 3, 2025 at 9:01 PM
When It’s Never Enough: Breaking the Cycle of Endless Striving

I regularly hear from high-performing professionals, entrepreneurs, creatives and healers who struggle with endless striving or the "moving goalpost" syndrome. The pattern is universal. You set a goal.You work hard. You meet the goal,…
When It’s Never Enough: Breaking the Cycle of Endless Striving
I regularly hear from high-performing professionals, entrepreneurs, creatives and healers who struggle with endless striving or the "moving goalpost" syndrome. The pattern is universal. You set a goal.You work hard. You meet the goal, often even exceed it, but instead of feeling the gratification of a job well done, you feel let down. You can't quite articulate what it is exactly.
sydneyashland.com
July 30, 2025 at 3:38 AM
Labels–Are they helping you or holding you back?

Helpful or Harmful? Labels are everywhere — they influence how we describe ourselves, how others define us, and may influence how readily we seek help or build community. From “introvert” to “entrepreneur,” “ADHD” to “empath,” a label can feel like…
Labels–Are they helping you or holding you back?
Helpful or Harmful? Labels are everywhere — they influence how we describe ourselves, how others define us, and may influence how readily we seek help or build community. From “introvert” to “entrepreneur,” “ADHD” to “empath,” a label can feel like a lifeline… or a prison. It is important to remember that labels are tools — and like any tool, how we use them makes all the difference.
sydneyashland.com
July 26, 2025 at 5:47 PM
Executive Functioning, ADHD, or Anxiety? How to Know What You’re Really Dealing With

In my work with high-performing professionals, I often hear clients say: "I can't stay focused. Is it ADHD?" "I’m overwhelmed and disorganized. Is this anxiety or something else?" Too often, people mislabel what…
Executive Functioning, ADHD, or Anxiety? How to Know What You’re Really Dealing With
In my work with high-performing professionals, I often hear clients say: "I can't stay focused. Is it ADHD?" "I’m overwhelmed and disorganized. Is this anxiety or something else?" Too often, people mislabel what they’re experiencing because executive functioning challenges, ADHD, and anxiety can overlap in confusing ways. Misunderstanding the root cause can lead to the wrong kind of support. Let’s clarify the differences so you can identify what’s really going on and get the help you need.
sydneyashland.com
July 23, 2025 at 2:37 AM