20% increase could be a fairly non-extreme jump, assuming your current amount of calories is somewhere around your baseline (meaning you are not gaining any weight, but not loosing any as well).
For example, if you eat around 2000 calories per day, 20% increase would change it to 2400 calories, which is just like adding 1 banana and 1 protein shake with water. Doesn't seem too extreme for me.
I haven't heard of 20% increases as a norm. More often you would read about increasing in increments of 500 calories with adjustment on a weekly basis.
I wouldn't worry about strength plateaus until you actually reach it, as it take a lot of effort (assuming normal diet) to reach it.
Feel free to do a 20% jump in calories, if you are hungry or notice a lack of strength improvement or always feel tired. Otherwise, you would just try eating the way you eat at the moment.
To answer the question directly, it is probably unwise to try and increase calories every day, as it is too difficult to track. It could be wise to keep increasing calories on a weekly basis, if you feel the need to do so.