The majority of community college students work while attending college, and many work because their financial situations dictate that they do so. In fact, 29% (N=341,825) of 2019 Community College Survey of Student Engagement (CCSSE) cohort respondents report working for pay more than 30 hours per week. Yet, working and attending college concurrently can be a struggle for students: Sixty percent (N=338,015) of 2019 CCSSE cohort respondents report that working fulltime is an issue that could cause them to withdraw from college and 67% (N=336,193) of 2019 CCSSE cohort respondents say a lack of finances could cause them to withdraw from college. This report explores the intersection of entering students' working lives and academic lives with a special-focus module that was added to the 2019 administration of the Survey of Entering Student Engagement (SENSE), which asks students about their experiences from the time they decide to enroll in college through the end of the third week of the fall term. While entering or first-term students are less likely to work than students beyond their first term, it is worth noting that a majority of students are employed when they begin attending college. In fact, the results of the special-focus module show that 69% (N=21,476) of entering students work for pay. [Funding for this report from the Trellis Foundation.]