You might want to consider the 'What's bothering Rashi?' series here:
He provides Rashi's insight on a pasuk and then provides a greater analysis to understanding his train of thought.
You can find some examples here.
EDIT
Artscroll are now rolling out an Elucidated Rashi on Chumash
The blurb there reads as follows:
For centuries, the brilliant light of Rashi – Rav Shlomo ben Yitzchak of medieval France - has illuminated the world of Torah, earning him the esteemed title of "The Father of Commentators." With unrivaled clarity and grace, Rashi's commentary on the Torah has become an integral – and truly indispensable – part of Chumash study.
There are more people studying Torah today than ever before, and their level of knowledge and sophistication is higher than ever. They know that beneath the deceptively straightforward exterior of Rashi's commentary lies a depth that has captivated the intellects of esteemed talmidei chachamim for more than eight centuries, and they wish to dig a bit deeper, to understand not just what Rashi says, but the underlying concepts. They want to gain a deeper look into Rashi’s thought process and better understand those places where the commentators disagree with Rashi. What motivated Rashi with his specific remark? How does the wording in the Torah reveal Rashi's intent? To which passage in the Targum does Rashi allude?
This new series will take you to a whole new level of understanding of the foremost commentary on Chumash. It will satisfy scholar, student and layman alike, and will become recognized as the standard comprehensive treatment of Rashi.
The Elucidated Rashi on Chumash features:
- An expanded translation and elucidation, written in a contemporary, readable style, and drawing upon the major commentaries on Rashi.
- A short introduction to each Rashi, providing a preview of the topic.
- Notes discussing “What’s bothering Rashi?”
- Insights containing in-depth analysis of Rashi’s words.
- Explanations of underlying concepts and deeper looks into those places where the commentators disagree with Rashi.
- The Elucidated Rashi belongs in every Torah home. Regardless of your level of knowledge or scholarship, The Elucidated Rashi will enhance your understanding of the foundational Chumash commentary.