Nathan C. Brooks, as Professor of Ancient Languages and as Principal, saw the addition of the second story to the Academy building take place (1834); the commencement of the annual States donation (1835) and election of States scholars required under the terms of the donation; and the purchase of his house for the purpose of becoming the pupils' boarding house (1836). The financial worries which plagued the Academy through the early years continued on into the 1830s and were alleviated only slightly in 1834 by the State's donation. Yet in 1836, Mr. Brooks resigned due to "the income of the Brookeville Academy after paying my assistant has never afforded me a sufficient compensation."(8) Among the Trustees, Thomas Riggs (1834) resigned as did Richard B. Dorsey (1836). Thomas J. Bowie (1834) and Thomas McCormick (1836) were elected as Trustees.

For the remainder of the 1830s, Elisha J. Hall governed the Academy (1836). Mr. Hall had been associated previously with the Academy as an assistant teacher from 1832 through 1833 and returned to the school in 1836 as Principal. During his tenure Henry Howard resigned as Trustee (1837); Dr. William P. Palmer was elected and held office for a short period (1838); and Richard Holms became a Trustee (1838).