I feel like my problems are too worldly for a spiritual master. Would Baba have even bothered with someone preoccupied with worldly desires like career success?

Yes, he would have. The texts in Chapter 0 explicitly state that the proportion of devotees with worldly desires (Sakam) coming to Maharaj was very large. Rather than dismissing them, Maharaj's method was to first satisfy their desires and then 'seamlessly' turn their minds toward ultimate welfare. This indicates he met people where they were, understanding that addressing their immediate, worldly concerns was a necessary step on their spiritual path. His incarnation was for the salvation of all people, and he did good for everyone, validating the concerns of every devotee.