Today we’d like to introduce you to Destin Grayson.
Hi Destin, we’d love for you to start by introducing yourself.
I started creating content in 2018, taking the classic blogger style photos. At the time, I knew I wanted to be more intentional because I wanted to create space and inspiration for men of size. The photos worked for a few years, but eventually I hit a plateau.
Everything shifted in 2022 when I leaned into video, especially the GRWM format. That was when my page really started to grow. Video allowed me to show more personality, style, and storytelling, and it connected with people on a deeper level.
Since then, I have built a community of supporters across multiple platforms, now over 400,000 strong. It has been a journey of growth, representation, and learning how to show up authentically in front of the camera.
I’m sure it wasn’t obstacle-free, but would you say the journey has been fairly smooth so far?
The road has definitely not been smooth, but the journey has been incredibly rewarding. Social media changes fast, and something that worked six months ago might not work today. That means I have to stay in tune with trends, understand my audience, and know when to pivot.
There have been moments of trial and error, times when growth slowed down, and seasons where I questioned my direction. But every challenge pushed me to get better, stay creative, and keep showing up. Those struggles have shaped the creator I am today
As you know, we’re big fans of you and your work. For our readers who might not be as familiar what can you tell them about what you do?
I am a content creator who specializes in big and tall fashion, fatherhood, sneakers, and fragrances. I am known for providing inspiration for men of size and for the women who support them. I also own a clothing brand called Tutelage, which gives me another avenue to speak to style, confidence, and representation.
What I am most proud of is the community I have built. My supporters actively engage with me on and offline, and no matter what city I am in, I usually meet someone who is familiar with my work and appreciative of what I create. That connection means a lot to me.
What sets me apart is my versatility and my storytelling. I can dress for any occasion, whether it is classic menswear, casual looks, or streetwear. I also bring my family into my content and share my journey of being an active father and husband. It creates a more complete picture of who I am and allows people to connect with me on multiple levels.
Can you talk to us about how you think about risk?
I do not consider myself a natural risk taker, but being a creator forces you to take risks whether you plan to or not. When you show up online consistently, you start to understand what your audience responds to. Still, there are times when I want to try something new, and that might not get the engagement I am used to.
But that is part of evolving. The content landscape changes so fast that if you stay in the same place, you get left behind. If I had stayed focused only on photos and never pivoted to video, I would not have the following I have today. Shifting to video required me to be okay with not being great at it at first. I had to learn, experiment, and honestly, be willing to fail until I figured out what felt authentic and connected with people.
One of my biggest recent risks was creating my clothing brand Tutelage. Keeping product on hand is expensive, and nothing is guaranteed. But I believed in the vision, in myself, and in my supporters. It is still a work in progress, but I enjoy the process and the challenge that comes with building something from the ground up.
Contact Info:
- Instagram: https://www.instagram.com/carpe_dmg/
- Other: https://www.tiktok.com/@carpe_dmg





