Numerous studies provide evidence for experience-based neuroplasticity, however the extent to which bilingualism as an experience contributes to changes in cognitive function remains controversial due to inconsistencies in the current literature. One main concern is the absence of clearly defined bilingual groups that control for experiences which confound data and may falsely attribute cognitive advantages in speakers of multiple languages to bilingualism. Furthermore, bilingualism studies often investigate the possibility of enhanced inhibitory control as a result of managing multiple languages while other cognitive functions such as working memory have not received the same attention despite other research reporting positive trends between foreign language learning outcomes and performance on working memory tasks. This study first aimed to define two distinct bilingual experiences: “heritage bilinguals” and “instructed bilinguals”. The study further investigated differences in working memory between bilingual groups. Finally, participants were tested on two cognitively-demanding language aptitude tasks to determine if different bilingual experiences could predict better performance. Working memory was assessed remotely through digit span, corsi block, and Eriksen Flanker tasks. Language aptitude was measured with a vocabulary inferencing task (LLAMA B) and a sound recognition task (LLAMA D). Instructed bilinguals had faster response times in both Flanker conditions as well as higher scores on both aptitude tasks. A moderate correlation existed between heritage bilinguals’ vocabulary inferencing scores and response times in both Flanker conditions, while a strong correlation was present for the instructed group. No relationship was observed between either aptitude component and the digit or corsi tasks. Findings suggest that bilingual experiences may differentially impact working memory and performance on cognitively demanding tasks, although further research is required. Results are discussed in consideration of experience-based factors (EBFs) relevant to each group as well as methodological challenges resulting from the COVID-19 pandemic.