Cool thread Ptrope! I've been working on my own fictional series (for years, sadly) and still working out the chronology. As usual for my Trek work of this nature, it's not quite the Trek you think it is. At any rate, here's where it all started, back in 1956.....
And this is near the series end, around 1973
(yes, I'm aware of the typo)
Speaking of Tech Manuals, someone (MadMan1701?) posted an image of a classic era Saladin type scout but done in the style of the original Tech Manual. I thought it'd be cool to see if the whole manual could be updated like that as part of a collaborative effort by the Fan Art community. These days we've got all the stuff needed, between 3D modelling programs, Poser, Photoshop, Word, etc.