Over the years, we at Expository Thoughts have touched on preaching the OT from a variety of angles. I’m convinced that it is one of THE issues to consider both hermeneutically and theologically. Below is a round-up containing some of our essays addressing the issue. We have all grown since some of these articles were written but the general principles and root ideas remain the same.
Apostolic/Christological Hermeneutics
What Exactly is the “Apostles’ Hermeneutic”? By Matt Waymeyer
In search of the Apostles’ Hermeneutic (Part I) by Matt Waymeyer
In search of the Apostles’ Hermeneutic (Part II) by Matt Weymeyer
Test Case: Who is the “Seed of Abraham”? by Paul Lamey
Is the NT like the conclusion to a mystery novel? by Paul Lamey
Did Jesus spiritualize the OT? by Paul Lamey
The Relationship Between the Testaments
An Introduction by Paul Lamey
Christological Hermeneutic by Matt Waymeyer
Apostolic Hermeneutic by Matt Waymeyer
The NT View of the OT by Paul Lamey
The Priority of the OT by Randy McKinion
Walter Kaiser on 1 Peter 1:10-12 by Matt Waymeyer
Paul’s Use of Hosea in Romans 9:25-26 by Matt Waymeyer
Expository Thoughts 
Posted by Rich Ryan on February 24, 2011 at 10:54 am
WHAT?!?!?! None of my posts about preaching or hermeneutics made the list? I’m outraged!
Oh, wait. I post here about once a year and even then, it’s usually about Calvin and Hobbes. Rebuke duly noted.
Carry on.