Hi! I’m Jill

Jill Olish was born and raised in New York, is happily married, and mama to the sweetest little boy. She is a licensed funeral director turned Jill-of-all-trades. Jill left her 9-5 after her maternity leave was over to be a work-from-home mom.

Because of my experience in becoming a mom, I feel empowered to be an advocate to all moms. I went into this role knowing more about Perinatal Mood and Anxiety Disorders than what to expect in my pregnancy and motherhood. As a volunteer for the Postpartum Resource Center of New York, I was fully aware of what could happen after I gave birth and I prepared myself for it. Even though I had a textbook, smooth pregnancy, I did not enjoy being pregnant at all. Then when I had Declan, my entire labor and delivery went not according to plan, and to make it worse I did not feel that I bonded with him right after like I expected to. I have never experienced more disappointment in my life. I had excellent support and will forever be grateful for it and this experience has empowered me to make sure that I can be part of that support to other moms.

In my postpartum journey, I have discovered that I have postpartum anxiety, rage and OCD. The OCD has been the most difficult to work with while transitioning into motherhood, raising a child, and starting my own business from home. But I am making it! And boy do I want to share with other moms the most helpful tips and tricks, organizational tools, and mindfulness practices that are helping me find peace and acceptance in routine.

So I decided to start Mama Outspoken to help mamas find their voices and be heard, advocate for themselves, and spread awareness for motherhood transitions.

My Sweet Family

Mama Outspoken Podcast

Founder of Mama Outspoken, Jill, and her husband, Bobby, chat about their transition into parenthood. "Our dream is to support new and growing families - moms and dads (and grandparents) - in their transition to parenthood the way that we wished we had".

90 Day VA

I absolutely loved this internship to learn the ins and outs of what a Virtual Assistant is. Plus the membership group where I landed my first client. The founder is an absolute doll and has created an amazing course that will get you to where you want to be while working remotely.


I absolutely love ClickUp! This project management tool is so versatile and customizable. There are many tools out there that can organize your business simply, but once you create your space in here, get ready to have your business and home organized to a T.

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