Demo

Seasonal High School Writing Coach

Freudigman & Billings, LLC
Westport, CT Full Time
POSTED ON 3/19/2026
AVAILABLE BEFORE 5/18/2026

Must be available to work at headquarters in Westport, CT for at minimum 30 hours per week.

Seeking a HIGH SCHOOL WRITING COACH for our college application process. The right person will: a) possess excellent writing skills (and we mean excellent); b) epitomize the word "flexible"; c) thrive under pressure, meet deadlines with aplomb, and exhibit the patience of a saint; d) think creatively about everything; and, most importantly, e) have a YOUTHFUL attitude.

You will be working exclusively with teenagers. Yes, teenagers. Those self-involved, irrational, capricious, and willful creatures. They can be fussy and critical, and sometimes they smell bad. But we love 'em. And so must you. A dynamic personality is absolutely required, but you must also be ready, willing, and able to set limits - adolescents can get carried away. You will need to speak to teenagers on their own terms, so unless you are well-versed in current music, movies, fashion, and culture don't apply for this job! If you don't know what a meme is, if you wear seasonal sweaters that jingle or sing (in a way that is not ironic), if you have never laughed at someone doing something incredibly stupid and/or dangerous on YouTube, this is not the job for you. This job is serious fun for the right person - you get to hang out with some pretty cool kids, and your co-workers aren't bad either - but for the wrong person, it can be a nightmare.

You don't just need to be able to write well yourself; you must be able to help others write well, which is much harder than simply having a good knowledge of grammar and sentence structure. Imagine trying to help yet another kid write yet another essay about the big game or grandma or, god help us, the family dog. Now imagine it again. Imagine trying to find unique and inspired ways to answer the question "Why do you want to attend [Insert Name of School Here]?" when your student has no idea why they want to go. Now imagine it again. Imagine having to keep a teenager focused when their friends and TikTok are calling. Literally. Now imagine it again. That's your job. Got the picture?

Writing season runs mid-May through January. At minimum, must be available at least 30 hours per week June through August. B.S. or B.A. required. Send us a paragraph or two telling us who you are - we'll consider it a writing sample. The pay is flexible for experienced applicants, and we're all cool. Got game?

Job Type: Part-time

Pay: From $35.00 per hour

Application Question(s):

  • Do you have experience in creative writing? Do you have experience teaching writing instruction? Please elaborate in the space below.
  • Do you have experience working with students on the college essay process? Please elaborate in the space below.
  • Why would you like to work for F&B and how does a seasonal position fit in with your broader career?
  • All work takes place at our center in Westport, CT. Are you comfortable with the commute or willing to relocate?
  • Are you available to work 20 hours per week or more from May through November?

Work Location: In person

Salary : $35

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