This paper proposes Lucidchart (a cloud-based documentation software application) as an operating-system neutral documentation software alternative to Microsoft Visio, Office drawing tools (PowerPoint, Excel, Word), and SmartDraw. In these instances, web-based (i.e., cloud) drawing applications may provide useful instructional resources in lieu of existing Windows-environment options. In our experience and in discussion with other accounting instructors ( AISEC 2013, 2014, 2015, 2016, 2017 Vician, 2015), we note that instructors face additional challenges when employing documentation software tools, such as: (1) campus resources may not support the licensing costs for Microsoft Visio (2) student learners would prefer to work on personal computers that are not using Windows operating systems and/or (3) student learners prefer a click-n-drag approach to building the documentation formalisms (rather than developing or using a locally-developed symbol library with Microsoft Office applications like Excel, Word, or PowerPoint).