Dear Dustin Shekell and creative Zoomers —

I’d love to be your new Senior Designer—and here’s why I think you’ll love to have me:

First: I’m a strong, seasoned manager who can guide the work of your growing design team—someone you can trust with taste, execution, and mentorship while you’re navigating new business.

I empower and protect my team 💂🏻‍♂️ while advocating for others. At Twilio I’ve turned the Creative team from a neglected service org—one that made logos bigger and reacted to last-minute requests for image assets—into a valued partner. I’ve improved cross-functional effectiveness with tiered SLAs, streamlined brief templates, and made creative self-serve; all of it increasing the number of projects we support by 466%.

Second: I’m a clear communicator and confident leader who can make decisions quickly (if speed is paramount) or present to a room of executives, no matter the brief or audience—so you can focus on team strategy and the horizon. 

I’ve done it all: multi-channel global campaigns that have delivered $2.3M in revenue, visual identity governance for teams of 70+ designers, event design for 10,000 attendees, print production that automated 3,000 sticker sheets with variable data, and stadium animations for 20,881 Chicago Bulls fans. Currently, I lead 8 designers across 15 campaigns per month and 3 web pages per week.

What’s more, I deliver pixel-perfect results—the kind that immediately builds trust with your customers (and would pass the discerning eye of a legal team 🧐). I care about integrity and details, and how they anchor successful design teams. To me, unsung work is the strongest proof of design integrity, from disciplined labeling of layers, to robust internal documentation—even when the details will never see the light of day. I’m rigorous in my principles and I get everyone on the same page about where the bar is so that we can celebrate when we cross it and make changes when we don’t.

Thanks for reading. Hopefully this gives you a sense of who I am, what’s important to me, and allude to what we might build together.

— Sky MacFadyen


He constantly challenges everyone to ask questions which result in better, sharper work.
— Danny Sauter
I couldn’t help but be impressed with his tireless attention to detail and tenacity to create the best work possible.
— Samantha Lopez
The presentation you designed for the Uber board of executives was...too good—we are gonna have to hire presentation designers to support the influx of deck design requests.
— Chris Brown