A wholehearted content and design process connects a web project to the vision, audiences, and goals, but more importantly brings the extended project team together by connecting heads to hearts. Finding and creating wholehearted experiences requires a new approach to web projects. We need to open up and have the ability to connect deeply with everyone on our project teams: client, vendor, and audience. Looking at things through a vulnerable lens of being willing to be imperfect and fight through those moments together. By letting go of our usual ways of holding back and protecting ourselves, we free our project teams to express true creativity and bonding. Letting go of control and coming together to solve our content problems allows our projects to be more than we ever thought they could be.