During the Jobs era, the best you'd get off a current-model Mac was $5-10. Retailers would sometimes throw in free software or a mail-in rebate, but as far as actual dollars off - a few bucks was the most you'd get.
Back in Jobs' 1980s Apple era, the company's computers (Apple II, Macintosh, Lisa) were routinely being discounted by Apple retailers and I'm not just talking a few bucks or about the rather significant education discounts.
Discounting by third party Apple retailers continued after Jobs' exit in 1985 and following his return in 1997.
Probably the most extreme examples would be the Apple Lisa in 1983-84 and the Twentieth Anniversary Macintosh in 1997-98. The price reductions on the Twentieth Anniversary Macintosh had been so significant that to appease customers who had paid full price, Apple gave them a free high-end PowerBook in 1998.
Apple had to do similar with the original iPhone in 2007 when they lowered the price $200 (33% to 40%) less than three months after launch. To appease early adopters, Apple gave them $100 gift cards.