Examined in this investigation were the percentages of Hispanic boys who were college ready or not college ready as a function of the district’s rural setting for three consecutive school years (i.e., 2016-2017, 2017-2018, and 2018-2019). Descriptive statistics were calculated for all three rural school district types combined and then separately for the three rural school districts (i.e., Rural Remote, Rural Distant, and Rural Fringe). With respect to this investigation, 41% of Hispanic boys met a College, Career, and Military Readiness indicator in mathematics. All three rural school district types had positive trends or negligent changes over the three consecutive school years for Hispanic boys who met a College, Career, and Military Readiness indicator in mathematics. More than a third, 34.36%, of Hispanic boys from rural distant school districts met a college readiness indicator in mathematics. Similar percentages were present for Hispanic boys in rural remote school districts, 35.74%, and for Hispanic boys in rural fringe school districts, 36.01%. However, approximately two-thirds of Hispanic boys did not meet a college readiness indicator in mathematics in any of the three rural district type settings over three consecutive years. As such, educational leaders are encouraged to expand their efforts in this area, along with evaluating the efficacy of their current strategies.