Chelsey Cullen
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About me
I didn’t create My Era because I had life perfectly figured out. I created it because I know what it feels like to build a life that looks successful from the outside and still realize that somewhere along the way, you stopped recognizing yourself in it.I’ve spent much of my career helping organizations navigate change. My work has always been about looking at something complicated, understanding what is really happening underneath it, and creating clarity... Show more
I didn’t create My Era because I had life perfectly figured out. I created it because I know what it feels like to build a life that looks successful from the outside and still realize that somewhere along the way, you stopped recognizing yourself in it.
I’ve spent much of my career helping organizations navigate change. My work has always been about looking at something complicated, understanding what is really happening underneath it, and creating clarity around what needs to change. Eventually, I realized I was asking many of those same questions in my own life.
Who am I now? What still fits? What am I doing because I genuinely want it, and what am I doing because I’ve become very good at being the person everyone else needs me to be?
That thinking became the foundation for My Era.
My background is in communication, strategy, transformation, and understanding how people and systems evolve. But My Era is also deeply personal. I know what it is like to move through changing relationships, motherhood, career shifts, expectations, and the realization that being capable of carrying everything doesn’t necessarily mean you should.
I created My Era to give women a place to figure out who they are now before rushing to decide what they should do next. Because I don’t believe we need to reinvent ourselves every time life changes. Sometimes we just need the space to recognize the woman who is already there, and give her permission to build a life that actually fits.
Show lessHow I can help
Maybe your life looks good on paper, but it doesn’t feel quite right anymore. You’ve spent years being capable, responsible, and there for everyone else, and somewhere along the way, you lost touch with yourself. You may be navigating a career change, burnout, motherhood, an empty nest, divorce, a changing relationship, or simply the realization that the woman you are today wants something different.You don’t have to know what you want next. That’s where... Show more
Maybe your life looks good on paper, but it doesn’t feel quite right anymore. You’ve spent years being capable, responsible, and there for everyone else, and somewhere along the way, you lost touch with yourself. You may be navigating a career change, burnout, motherhood, an empty nest, divorce, a changing relationship, or simply the realization that the woman you are today wants something different.
You don’t have to know what you want next. That’s where we start.
I’ll help you recognize who you are now, separate what genuinely matters to you from what you’ve been carrying out of habit or expectation, and begin creating a life that feels like yours again.
Show lessAreas of coaching I deal with
- Identity & Self-Discovery
- Career Change & Burnout
- Motherhood & Empty Nest
- Divorce & Relationship Changes
- Midlife Transitions
- Confidence & Self-Trust
- Boundaries & People-Pleasing
- Life Alignment & Personal Priorities
- Habits & Patterns That No Longer Fit
- Designing a Life That Fits
Certification & Awards
Transformational Life Coach
- Coachivas
- Aug 01, 2026
The Era Snapshot
Ten questions, four minutes, and words for the things you've been feeling but can't quite name. Because your life can look completely fine (career going fine, family fine, marriage fine) and still not fit anymore. That's exactly what makes it hard to act on: you can't fix something you don't have words for, and you can't ask for help with a feeling you can't name.
Step 1 of 3
The Era Snapshot
Articles by me
You want an evening to yourself. But before you say that out loud, you start assembling your case.You’ve had a long week. The kids have been a lot. You haven’t had a break. You’ll get dinner figured out first, obviously, and maybe fold the laundry so nobody thinks you’re just...
You finally sit down and someone asks what’s for dinner. You answer. Then remember the permission slip, the shoes that don’t fit, and the birthday party that apparently requires a gift tomorrow.You love these children. You would also like to stop being the family’s search engine, calendar, and purchasing department.Then...