Sawyer Hollenshead

I’m a product designer and developer interested in prototyping, designing, and building practical, purpose-driven products. I’m currently a partner at Oak Studios.

Selected works from 2007–2016



Dropmark is the smart way to organize all your links, files, and notes into visual collections. As part of the 3 person team at Oak Studios, I help shape the product vision, design, and development. In 2015 I focused on making the product self-sustaining, leading the creation of the “Teams” functionality, additional “Pro” features like image annotations and an overall improved user experience.



Initially designed and built in one month at Oak Studios, Siteleaf has grown to become a formidable CMS for static websites. Our philosophy behind Siteleaf is that you should be able to host your website anywhere you want. That websites should be able to outlive their CMS. That our tools should be simplified, not dumbed down. In version 2 we're adding 100% compatibility with Jekyll, the same platform that powers over ½ million sites on GitHub Pages.

As part of the 4 person team, I lead the design and front-end development of the CMS focusing on building powerful management controls while aiming to make it as simple and clear as possible for clients who may just want to update their damn site.

Version 2 of Siteleaf will be out in early 2016

Creative Mornings


CreativeMornings is a breakfast lecture series for the creative community, founded by Tina Roth Eisenberg. In 2012, after a successful Kickstarter campaign, they approached Oak Studios to help design and build their online presence. As part of the team, I led the design and front-end development of the initial CreativeMornings.com which was translated into 11 languages, included over 350 hours of video and an administrative section for hosts to manage event registration and content. Over time, through our ongoing relationship with CreativeMornings, we've continued to lead the site's development, supporting a site that has grown to over 100k users, over 2k videos, and a presence in over 130 cities across the world.


January 2013

Blue was the first iOS app we launched at Oak, and was designed and built in one week during our yearly team getaway. Blue provides 36-hour weather forecasts relevant to your location in a fast and fun interface. You can swipe up to see each hour represented in a colorful gradient visual, generated based on three variables: temperature, humidity, and sunrise/sunset times.

I was responsible for conceptualizing and creating a marketing page for the app and decided the best way to explain the app was to show it in action and let it speak for itself. Over a period of 24 hours, using an iPad I recorded a timelapse of the Los Angeles cityscape from the balcony of the Airbnb we were staying at. From there I recreated the app's interface in HTML & CSS, then paired a CSS animation of the interface with the timelapse video background, demonstrating the relation between weather, time, and the interface's color gradient.




Gazette was a product experiment I helped birth at Oak Studios. It allowed you to subscribe to your favorite blogs, websites, and publications and receive a weekly, personalized ebook to read and highlight on iOS, Kindle, or other device that supported ePub/Mobi formats. It synced issues with Readmill, Kindle, and also allowed you to download directly. Unfortunately it didn't take off how we would've liked and we decided to shelve the idea in 2014 in order to focus on other products.

Additional projects I'm proud of



Stories of ex-convicts who changed their hustle

2014 • Role: Developer
Organized Wonder

Organized Wonder

Share and discover inspiring, informative videos

2012–2015 • Role: Founder

Archived projects

  1. 2015 2015 Portfolio
  2. 2013 Pocket II
  3. 2013 2013 Portfolio
  4. 2012 Pocket 2012
  5. 2012 Mozilla Persona: Passphrase demo 2
  6. 2012 Mozilla Persona: Passphrase demo 1
  7. 2012 Mozilla Persona: CSS button
  8. 2012 2012 Portfolio
  9. 2011 OnSwipe demo: Complex Mag
  10. 2011 OnSwipe demo: NY Times
  11. 2010 Burdette Networks
  12. 2010 My POV 360
  13. 2009 Turkey Tails
  14. 2009 2009 Portfolio
  15. 2007 Tuscarora Educational Foundation