Walk with the Word delivers weekly Bible studies both through this web site and via email, synchronized to a reading plan that covers the entire Bible every 3.3 years. It is applicable as an individual study guide, small group ministry, or churchwide application where coordination of the study of Scripture is desired amongst more than one ministry.
The primary and simple answer is personal preference. It's what we use in live teaching and personal study.
Just in formatting for such things as graphics and colors. The content, in reality, is identical. Some people prefer only subscribing to the newsletter and therefore don't visit the website often; some people prefer just using the website. It's just two different delivery vehicles to meet the needs of two different groups with the same material.
Friend, that's Satan sitting on your shoulder trying to infect you with the procrastination virus. Just start today and the reading plan "wheel" will eventually take you through everything. There's no special benefit by exclusively starting with Genesis or Matthew.
We've actually done that and are considering - in the future - offering that option; there are some very real benefits in doing it that way. However, a significant issue is that most people don't seem to know the "context", or the order in which the books came out or the fact that some of them overlap the same time period. For instance, while the northern kingdom of Israel was being taken away (covered by portions of 1 and 2 Kings and 1 and 2 Chronicles), Isaiah was alive and ministering. Adopting a "semi-chronological" approach - aligning things in chronological order yet still keeping it coherent - helps us to better understand the times in which God's Word is spoken, the conditions being experienced by the audience, and which things apply to that very hour or for a time yet to come.
The core materials were originally published under the "Walk with the Word" moniker but later brought to the Web and published as "LogosWalk". When we were given sole possession of "Walk with the Word" we transferred everything here. In other words, they're really one and the same thing. LogosWalk now retains "The LogosWalk Word Journal", a live on-line example of journaling, a technique strongly recommended by Walk with the Word to enhance personal study.