The founders of Dribbble, Rich Thornett and Dan Cederholm, join Adam to talk about how Dribbble came to be, the 3rd edition of Bullet Proof Web Design, product development, new and existing features of Dribbble as well as focusing on revenue producing features … and much, much more.

Wynn sat down with Sean and Brian from Spree to talk about ecommerce in Rails, SpreeConf, and their recent $1.5M funding round.

Vitaly Friedman, Founder of Smashing Magazine, joins Adam to talk about the beginnings of Smashing Magazine, taking chances, not being copyable, experimenting to find what works, supporting the community, developing content, paying writers, developing publishing principles and philosophies and also shares a bit about what’s next on the horizon for him and his team.

Drew Strojny joins Adam to talk about his path in life, playing in the NFL, marrying your business partner, web design and pursuing the unknown, developing digital products and themes for WordPress and the 5by5 logo.

Adam and Wynn caught up with Chris Forsythe, lead of the Growl project to talk about Growl, their App Store launch, and his work on Adium and Perian.

Mark Jardine and Paul Haddad join Adam to talk about Tapbots, their side project turned business, designing and developing mobile applications on iOS, establishing and building trust and much more.

Drew Wilson joins Adam again for part 2, to talk about his latest venture Advise.me, Valio Con, his ad network Yoggrt (sold) and some future products.

Drew Wilson joins Adam for part 1 to talk about his journey as an entrepreneur, the lows, the highs and the in-betweens. Drew talks with Adam about digital projects, how to chase your dreams and more.

Adam and Wynn caught up with Paul Irish of Google’s Chrome developer relations team to talk about HTML5, JavaScript, CSS3, polyfills, and more.

Steve and Wynn caught up with Wayne Seguin to talk about his Ruby enVironment Manager and BDSM shell scripting framework projects.

Adam and Wynn caught up with Erik and Max, Fellows at Code for America to talk about civic-focused development and open source.

Adam and Wynn caught up with Sam Stephenson from 37Signals to talk about his his many open source projects and developing Basecamp Mobile.

Adam and Wynn caught up with the developers behind CDNJS, a community-powered CDN for JavaScript libraries.

Matt Mickiewicz, Co-Founder of SitePoint, 99 Designs, and Flippa talks with Adam about becoming an entrepreneur at a young age, building marketplaces, finding talented people, and using community development and a forum as the spring board for 99 Designs and Flippa.

Wynn caught up with Fredrik Holmström to talk about IronJS, F#, and open source in .NET.

Niel Robertson, Founder and CEO of Trada, talks about crowd-sourcing, crowd mechanics, leveraging “the stealth mode”, raising 52 million dollars, community engagement, as well as thoughts on whether or not crowd-sourcing commoditizes freelance expertise.

Adam and Kenneth caught up with Robby Russell to talk about his community-driven zsh project.

Wynn sat down with Wesley Beary from Engine Yard to talk about the Fog project and the Cloud, live from Red Dirt Ruby Conf.

Avner Ronen talks about his vision of the “Future of TV,” the role Boxee plays in today’s internet video/audio content on the big screen, the backlash of “big media” against Boxee and how they’ve changed their tune and much more.

Noah Kagan, Founder of App Sumo talks with Adam about his journey to success. Send an email to noah@appsumo.com for more details about something special for 5by5 listeners.

Adam talks with Bill Boebel, VP Strategy/Corp Dev at Rackspace and Founder of Webmail.us about staying the course, keeping the team motivated during turbulent “cash strapped” times, getting acquired by Rackspace and staying on to continue building the company post-acquisition.

Wynn sat down with Nick Quaranto at Red Dirt Ruby Conference to talk about Gemcutter, RubyGems.org, and how to get started creating your own Ruby gem.

Kenneth and Wynn caught up with Glyph Lefkowitz from Twisted to talk about the project and evented programming in Python.

Adam talks with Chris Nagele, Founder of Wildbit about his 11 year journey of building Wildbit and ultimately some awesome web products like Beanstalk, Postmark, and Newsberry.

Wynn caught up with Mike Hostetler and Scott González from AppendTo to talk about Amplify.js, jQuery, CoffeeScript, Microsoft, the web, and open source.

Wynn sat down with three Vim users and experts to talk about tips and tricks for using and pimping the popular text editor.

Wynn caught up with Ilya Grigorik, Founder and CTO of PostRank to talk about Goliath, async Ruby web development, and Google’s SPDY.

Wynn sat down with Chris Anderson from CouchBase to talk about CouchDB, the merger with Membase, Erlang, and bringing NoSQL to PHPers.

Adam and Wynn were joined by Nathan Smith, creator of 960.gs to talk about his new project Formalize and the latest news on The Changelog.

Adam sat down with Designer/Developer John Long, creator of RadiantCMS about his new project Serve, design, and running a successful open source project.