Canadian Raising refers to the process of raising of the low nuclei of the diphthongs /aw/ and /ay/ to a mid position when they are followed by voiceless consonants (Chambers 1973). While previous research shows a prevalence of Canadian Raising across several regions in Canada (Boberg 2004; Hagiwara 2006; Rosenfelder 2007; Pappas and Jeffrey 2013; Swan 2016), there have been no studies of Canadian Raising in slang. My research focuses on the properties of the raised diphthong /ay/ in slang pronounced by Canadians. I was interested if gender or generation have an effect on the degree of raising between the non-slang and slang variants of the same word. In addition, I was interested if the front lax vowel /ɪ/, which has been shown to lower and retract in Canadian English (Presnyakova, Umbal, and Pappas 2018), behaved differently when used in a slang/non-slang context. The data for this study was collected from 19 participants (14 females and 5 males, 18-51 years of age) who were all born and lived in Canada. They recorded themselves from their remote location reading several sentences containing slang/non-slang pairs that included the target vowels /ay/, /ayT/, and /ɪ/. Participants were grouped by gender (male, female) and generation (younger: ages 18-24, older: ages 25+). The analysis included measuring the formant values in Praat (Boesma and Weenink 2019). Descriptive analysis was conducted in R (R Core Team 2017). The study found some differences in the raising and fronting between the slang/non-slang variants. My findings show that gender and generation have some effect on the raising and fronting of slang with considerable variation.