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Meet Madison Anaya

Today we’d like to introduce you to Madison Anaya.

Madison, please share your story with us. How did you get to where you are today?
When I first got married, I knew I would face some challenges but I thought they would be more like not agreeing on how to fold the towels or figuring out how to make a dinner that was more than a bowl of cereal or a grilled cheese. I had no idea that the next two years of my life would be some of the hardest.

A couple of months after getting married I totaled my car, which isn’t a huge thing unless you are two 22-year-olds who barely have the deductible in savings.

A few months after that we sat in 600 sq ft apartment as I watched my middle school sweetheart and new husband say his last “see you later” to his dad as he lost his battle to colon cancer.

About two months after I decided to start a blog. I had been doing extensive research on blogging and social media and knew it was the creative outlet I was looking for.

However, a couple of months later in August our home flooded in Hurricane Harvey and we were forced to move in with my parents for four months as our home was built back together-putting my new passion on the back burner.

During those four months we found out that my mother-in-law had cancer. You can imagine the horror that raced through our bodies as we had just lost one of my husband’s parents to the same awful thief of life.

That January we finally moved back into our new home and I received the message that my parents were getting divorced.

I started to feel like every three months or so that something awful was bound to happen. I had taken on the ownership of being a victim to life instead of the owning and showing up for the life I really wanted.

I came across several Facebook Lives of Rachel Hollis’s one day and immediately clung to the encouragement she shared.

She talked about how even when life sucks, even when it’s hard, we still have the ability to show up as the person we want to be. That we can choose our perspective that life can either be happening to you or for you. So that day I chose the latter.

I decided to pursue those big, giant dreams I once had before even getting married.

I started a podcast to interview people on how chasing their own dreams got them to where they were today. One of those interviews including Dave Hollis, Rachel’s husband.

I later interviewed Micala Quinn who taught women how to support their families through virtual assistance. While I had never even heard the term before I was immediately intrigued. I was passionate about leaving my job and pursuing my own thing and quickly realized this was how I was going to do it.

I created a list of all the things I knew I could offer people-they were the things I was already doing for myself with social media marketing and strategy, etc.

I reached out to several people and as the word of mouth spread I eventually matched what I was making at my full-time job and decided to take the biggest leap of faith I had ever made.

On Feb 4 of 2019, I started my first day of work as the self-employed, CEO of Madison Anaya and by May I decided this would be the year I went after one of my biggest goals, throwing my first women’s event.

Since starting on this journey I have refined what my offers include and quickly realized that my genius zone was more in the creative space and I transitioned my title from Virtual Assistant to Content Creator + Creative Strategist.

In July, we reached our one year birthday of The Fearless Chase Podcast: a show that shares inspiring stories, relatable content, and tangible tools to motivate, encourage, and inspire women to step into who they were made to be. In the same month, I had the opportunity to speak at the Fearless Conference in Dallas that served about 200 women business owners.

Looking forward, I am beyond excited to chase after this next big dream of hosting my first event for women creatives and entrepreneurs-The Confident Creative’s Workshop: A place to get the tangible tools you need to reach your biggest goals for 2020 while building your community to help you get there.

Great, so let’s dig a little deeper into the story – has it been an easy path overall and if not, what were the challenges you’ve had to overcome?
It’s definitely had its challenges. From hearing no several times for podcast interviews to having to navigate working with different styles of people you’re just not used it, it’s been a stretching season.

One of the biggest challenges has been to stay in my own lane and not get caught up in the comparison trap.

It can be so easy to think “she’s already done it so I can’t” or “it’ll never be as good as hers.”

The biggest thing that served me was swapping my views to not only focus on what I’m doing and not compare my start to someone else’s middle, but I started saying “because she did it, so can I.”

I flipped my mindset to prove to myself that it’s clearly possible, now I need to focus on how I can make it true for my own life.

We’d love to hear more about your work and what you are currently focused on. What else should we know?
We have a few categories under the Madison Anaya brand such as Content Creation that includes working with clients and helping them tangibly turn their goals into their everyday life, speaking, hosting The Fearless Chase Podcast, and now hosting in-person events where women can come together learn the tools they need and create friendships with women who just get it.

I believe what sets me apart from others is that I’m not afraid to show up to the table with what I have and invite others to their seats as well. I truly believe there is room for everyone at the table and that the belief in scarcity only keeps people from stepping into who they were made to be.

Secondly, I’m not afraid to dream as big as I can and go after it with everything I’ve got. I personally believe we were each given these dreams and visions and goals for a reason and while of course it will be hard and we will have to embrace the sucky season until we match what it looked like in our heads, the alternative is that we will never get there at all.

What moment in your career do you look back most fondly on?
The proudest moment for me had to be right after I spoke at The Fearless Conference in Dallas. I worked so hard for months to be prepared, yet I was still so nervous to speak there.

As soon as I stepped off the stage, I was filled with the most excited feeling of “this is what I was made for.” I felt like I truly gave it everything I could. Seeing a line of women to speak to me after was surreal. Normally I’m the one in line waiting to tell someone what their speech meant to me. Being on the other end was an incredible feeling to hear each woman’s story and how they are excited to go after their own dreams.


  • General Admission Ticket for The Confident Creative’s Workshop on October 27th, 2019 in New Braunfels, TX $150

Contact Info:

Image Credit:
Sarah Miller

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