Meet Tiffany Glass

We caught up with the brilliant and insightful Tiffany Glass a few weeks ago and have shared our conversation below.

Hi Tiffany , really happy you were able to join us today and we’re looking forward to sharing your story and insights with our readers. Let’s start with the heart of it all – purpose. How did you find your purpose?

I found my purpose when I realized it was different from my passion. I had to learn to listen to my spiritual thoughts and trust the path—no matter where it led me. Looking back, I see now that I was on the journey toward my purpose my whole life. It was like a puzzle, and every piece fit—even the ones I wished I could forget.

Passion leads to purpose and fuels it. My passion has always been to help people, and interestingly, my fears have played a big part in shaping what I’m passionate about. My journey has taken me from being a cashier to working at Interscope Records, then into real estate and home design, and eventually to becoming a children’s book author.

One night, as I watched my daughter grow older, I couldn’t sleep. A friend told me her daughter had just started her period at only nine years old. My daughter was nine, too, and I felt a wave of fear. I hadn’t started mine until I was 14. I lay awake wondering—should I talk to her about this? Is it the right time? What should I even say?

Besides praying for more time, I began thinking: What will I do if she starts early? She’s just a child who still loves her toys and playing. That thought led me to write a book to help other parents navigate this conversation. Funny enough, I hated books as a kid—writing one would have never been on my radar, maybe as a punishment, but never as an author!

But as time went on, the words just started coming to me. I began talking with my daughters, and together, we wrote it. That’s when I realized how needed this book was. And that’s when I knew I had found my purpose—because it was something I loved but would have never chosen for myself.

Thanks for sharing that. So, before we get any further into our conversation, can you tell our readers a bit about yourself and what you’re working on?

My brands are WynterSkyyz and Skyyz of Wynter. WynterSkyyz started as a clothing brand. I’ve always loved photography, and the girls were natural-born models! Originally, I planned to use my photos for home design décor since I remodel homes. But as I followed what I call the yellow brick road, I decided to put my prints on clothing instead. The designs were beautiful, and the products were great—but I quickly realized there was a lot to learn about the fashion industry.

During that time, I also started working on our books. We have The Day I Saw Red and our upcoming book, Chest Disease. Both are children’s books designed to help kids understand body changes and open the door to these important conversations early. They take away the stigma, the fear, and the awkwardness of discussing puberty by making it a simple, engaging, and fun story with great illustrations.

The Day I Saw Red is about a young girl who gets her period earlier than expected—or simply hasn’t been told about it yet—so it completely catches her off guard. Chest Disease is about a girl who starts developing breasts and the embarrassment she feels, trying to hide this change. Although these are real-life topics, we make them lighthearted, funny, and easy to talk about.

What I’m most proud of is that this journey led to something even bigger—our nonprofit, Skyyz of Wynter. We provide feminine hygiene products and bras to young girls who are unhoused, low-income, or simply in need. It’s amazing how one step leads to another when you follow your purpose! My girls have learned so much along the way, and I’m incredibly proud of who they are becoming and what they are sharing with other children.

I always tell my kids, The question isn’t who you want to be when you grow up, but who you want to be today.

With our books, we do book signings, attend vendor fairs, and connect with families. The Day I Saw Red is available online at Amazon and Barnes & Noble, and some stores carry it in person as well. We’re so excited for what’s ahead!

I sometimes hear, Well, I have boys, so they don’t need this book. But I always ask—do they have a sister? A mother? Will they one day have a daughter, a wife, or a friend who experiences these changes? If so, then everyone should be educated. And that is my purpose.

Looking back, what do you think were the three qualities, skills, or areas of knowledge that were most impactful in your journey? What advice do you have for folks who are early in their journey in terms of how they can best develop or improve on these?

Looking back on my journey, I’ve realized there are three things that have truly helped me.

First, I believe that purpose is a spiritual calling. During the times I wanted to quit—when I kept asking, Why me?—I had to remind myself that God didn’t lead me here to fail. Even when I felt like a failure, I had to hold on to my faith.

Second, as a child, I learned to protect myself by observing people—their thoughts, their motives, who they truly were. I became good at reading between the lines, seeing the unspoken needs and voids in others. I learned to answer questions without them being asked. And I always wanted to be the one to help fill those gaps, to be there for people.

Third, at 21, I turned a hobby into a lucrative business. That experience taught me the importance of handling business and, more importantly, understanding value—especially my own value. I learned to appreciate my skills, to believe in my work, and to trust that it would never fail me. Even now, I still get an adrenaline rush from overcoming obstacles. I’ve also learned to embrace the power of being underestimated—and I use it as a tool.

For anyone on their own journey, the first question to ask yourself is: Does it feel right? Purpose isn’t easy. If you ever feel like quitting—don’t. There were plenty of days I quit in my head but kept moving forward anyway. Following your purpose can be rough, frustrating, and discouraging at times. And you might wonder, If this is my purpose, why is it so challenging?

The truth is, to get to the other side, you need endurance. The journey is the ingredients, and success is the meal. You can’t have a meal without the right ingredients—or the time it takes to cook.

No journey is short, and sometimes, there’s no set destination. But one thing is certain—when your purpose involves giving back, the journey never really ends.

Alright so to wrap up, who deserves credit for helping you overcome challenges or build some of the essential skills you’ve needed?

The most impactful people in my life are my family. It all starts with my grandparents—you couldn’t ask for better. Each one of them always encouraged me and loved me unconditionally. They never judged me or spoke a harsh word to me. They knew how to discipline me without attacking my character, always guiding me with love and wisdom. They truly saw me for who I was, and in doing so, helped shape who I am today.

My parents have always been my biggest supporters. I can always count on my mother to be there when I need her, and my father is my greatest cheerleader. My kids are my lifeline—they are the reason I do everything. Every day, I live to build a legacy that will reach future generations.

And of course, my husband, Larry—he has always supported my dreams and ideas, encouraging me every step of the way. He has never made me feel like I couldn’t accomplish something and always reminds me how proud he is of me.

Not to mention my sisters, aunts, uncles, cousins, friends—all of them. It truly takes a village. I’m grateful that my village is filled with love and support. I don’t have weeds in my garden—and that’s what keeps me going.

Some people are told they’ll never make it, and they set out to prove the world wrong. Others are surrounded by people who believe in them, and they set out to prove them right. That’s where I stand.

Sure, I know there are weeds out there, but they’re not in my garden. And honestly, I appreciate them too. keep this in mind—my energy is meant for movement. Whether you send me positive or negative energy, I’ll take it all. No energy at all keeps you stagnant, but all energy pushes you forward.

Contact Info:

• Website: https://www.wynterskyyz.com
• Instagram: https://www.instagram.com/adventureswithwynterskyyz/

Image Credits

Tiffany Glass