In early 2018, Republicans passed what was to be dubbed as the 2018 GOP tax plan. This plan, which is essentially a major tax overhaul, also proposed a variety of educational tax options. While none of the major education-related measures were passed, there was an interesting tuition assistance tax that would have significantly affected how dependents of faculty and staff pay for college. This paper aims at finding the financial “turning point” where a family would elect to use financial aid instead of a tuition assistance plan. I look at a variety of income levels across more than 20 selective private schools and find at what income level a family would elect for financial aid instead of tuition assistance. This plan would have deterred a vast majority families making less than $100,000 from taking tuition assistance, making college more inaccessible for children of lower-earning faculty and staff.