Hint: A lot of it is about type, and it's really all about the reproduction of information.
To transmit information (the bible, mostly) monks went blind in candle-lit scriptoriums copying bibles and other scriptures.
In 1439 AD Johannes Guttenberg becomes the first European to use moveable type. (However, it was invented in China by Bi Sheng in 1040 AD.)
Guttenberg press and printed page, circa 1439 (wiki article)
The “ Modern World ”
In the Twentieth Century the problem of reproduction is resolved, but it's arduous and not yet digital. Nonetheless, all these things influenced digital illustration and design.
The world of: Paste-up
It was important, if fact a job defining skill, to place things on boards that line up and are at right angles to each other.
Acutal paste-up artwork using actual paste
Devices to line things up
Drafting Machines & Drafting Tables
Here's a “vintage” drafting machine for sale on eBay
T-Squares
Substances to hold things down
Rubber Cement, RC Thinner and Spray Mount
Hot-Waxers
Devices to cut things apart
X-Acto Knives & Blades
The world of: Type
Wooden Type
Metal Type
A line of metal type.
Hand-Set Type
AKA "Letterpress" - used nowadays for wedding invitations and special events
Photo-Typesetting
Example of mark-up for typesetting and
a good article .
The world of: Inking
Straight-Edges & Triangles
Templates
French Curve Sets
Flexible Curves
Ruling Pens
Instrument sets
Rapidograph Pens
Hand Mask-Cutting
Rubylith
Camera Sizing
Photostat Camera & Processor
“Luci” Camera (Camera Lucida)
Proportion Wheel
Weird Types of Measurement
Typesetting is measured in Points, Picas and Agates
Points invented by French printers in the early 18th Century
Agates used by newspapers (about 5.5 points in one agate)
72 points (pt.) per inch (.01386 inch)
1 pica = 12 points, 6 picas per inch
Don't worry, the only one that matters anymore in points...
Separate Design and Production Departments
Probably the biggest single change to the design industry by the invention of digital desktop publishing, designers no longer had to send out for type or depend on the production dept. to make camera-ready artwork.
And speaking of "Desktop Publishing"...
History of Digital Illustration
Known at the time as “Desktop Publishing”
1984
Apple introduces the Apple Macintosh and creates "Desktop Publishing".
No subscription. $69.99 for Windows & MacOS, $19.99 for iPad
Sketch
Mac, Web (browser-based), and iOS
No subscription. $120 byout, or $10/mo
There are more, the above are just a few of the options, listed by popularity. For more on the various tools and their differences check this
Wikipedia article
Top Recommendation if you want to buy
Buy an Adobe Cloud subscription. $80/Yr or $40/Semester, cheaper than most textbooks
2nd Choice
Buy Affinity Designer. $54.99 for Windows or OS X.