Hillside Writing welcomes hearing from talented, energetic writers and teachers who are interested in inspiring and guiding college applicants in their composing of authentic application essays. We’re always on the lookout for excellent writers who have experience supporting high school or college students with personal writing projects. We seek expert listeners who exhibit superb communication skills and who enjoy using their talents as conversationalists to discover the pivotal details for effective writing. The ideal Hillside coach finds the process of building constructive relationships with high school students at this important juncture in their lives both meaningful and motivating.

Our college-app essay-coaching position is a part-time, seasonal opportunity (summer + fall), perfect for a stellar teacher seeking engaging employment outside the classroom, a literary parent or freelance writer/editor wanting flexible work hours, or an established writing coach looking to expand his or her client base. Hillside offers flexible work schedules, competitive pay, and a supportive learning environment for sharpening and deepening coaching skills. An applicant must be able to start coaching in June, and in addition to other times, he or she must be available to work some weekend and evening hours. All hired coaches are compensated for required “spring training” in Hillside’s unique practices and processes.

If you are interested in learning more, feel free to give us a call at 857-529-6190. If you’d like to apply, please submit:

(1) a cover letter specifically explaining why this opportunity appeals
(2) a résumé
(3) three references
(4) a writing sample of 5-10 pages.

Send your materials to Hillside Writing at, with "College-App Essay Coach" in the subject line.