Back when I first got into straight razor shaving (early 2011), a fellow TSD member who had years of shaving with straight razors, shared with me these inspirational thoughts as I was beginning to learn the art of SR shaving:
The time frame it takes to become proficient at straight shaving is entirely up to the individual's realization level as he experiences the different aspects of shaving with a straight and advances to the next level along his journey.
There is the no pressure (light hand) required, the proper shaving angle that must be maintained on the ever changing contour of your face as your stroker advances. There is also the realization of using the different areas of the blade to access the different facial areas and contours. All these seem hard to fathom now but will become obvious once you are actually involved with the shaving process. The enjoyment that you achieve once you have mastered the art of straight shaving is a personal pleasure that others cannot understand until they reach it themselves. It is the feeling of personal accomplishment and the feeling of confidence in your own ability that is so rewarding. When I started to straight shave I also was overwhelmed with all the advice and videos on the web. It all seemed so technical and precise I thought I'd never be able to do it. Then I thought of my Grandpa on the farm back in Illinois. He was in his nineties and shaved with his straight razor in a dish pan on the back porch. He would lather up the shave soap in his mug with some hot water and boar brush, paint it on and strop his razor a few times and ....shave. No big deal! He had wrinkles and sagging skin on his neck and really didn't give thought to what he was doing. I thought to myself: sometimes we make things way too complicated!
These observations demystified the process. I agree that we do tend to overthink the process of the how-tos, the 'what equipment?,' the 'proper' procedures, etc. People have been SR shaving for hundreds of years — long before internet shaving forums and YouTube how-to videos. All of these CAN be an asset in learning— but don't take the place of the simple "get a sharp straight, lather up well, take your time and learn how to properly shave yourself." Getting caught up in all the shaving minutiae simply detracts from the main goal sometimes.