No books to recommend. I learned in a college drafting class for electronics 4 decades ago; don't think they teach that anymore... Software won't enforce many of the guidelines used in well drawn schematics.Any advice on a started book and maybe some simple software that would let me diagram things a bit better? Obviously you guys have you stuff together.
Study schematic style used in datasheets. Some are poorly drawn but, fortunately, they're the exception.
I use the freeware version of Eagle. It appears that @Bernard uses pencil and paper. IIRC, @AnalogKid uses something like Paint.
Some say there's a steep learning curve for Eagle. I didn't find that to be the case. I used something like ExpressPCB or PCBExpress before finding Eagle. Some like KiCad.