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Crimson Education

Essay Mentor, U.S. Boarding and Day School Admissions

🇺🇸 Remote - US 🕑 Contractor 💰 TBD 💻 Other 🗓️ February 25th, 2026

Edtech.com's Summary

Crimson Education is hiring an Essay Mentor for U.S. Boarding and Day School Admissions. The role involves working directly with students worldwide to provide formal mentoring sessions, deliver curriculum-based essay feedback, and prepare students for essay deadlines to improve their writing skills.

Highlights
  • Conduct formal essay mentoring sessions with students globally, including USCA, Asia, Australia, and Europe.
  • Provide high-quality, clear feedback and maintain ongoing communication with students.
  • Use curriculum knowledge to support students through the admissions essay process.
  • Must hold a bachelor’s degree from a top 30 U.S. college and have admissions experience with US Boarding and Day Schools.
  • Require essay mentoring experience and availability of at least 10 hours per week.
  • Familiarity with elite boarding and day school admission expectations and a creative mindset for improving student essays.
  • Strong verbal and written communication, planning, and organizational skills required.
  • Ability to engage warmly with students and collaborate effectively with parents.
  • Contractor position paid hourly, work fully remote.
  • Department: Service Delivery; global team spanning 28+ markets with a focus on transformative education.

Essay Mentor, U.S. Boarding and Day School Admissions Full Description

Essay Mentor, U.S. Boarding and Day School Admissions


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Want to revolutionize the future of education and do meaningful work that transforms future generations’ lives?

Crimson Education is a global EdTech company founded in 2013 with the idea that through personalised education and technology, we can transform students into the world leaders of tomorrow. We’re the world’s leading college admissions consultancy, with over 1,330 Ivy League offers and 2,140 to the US Top 15. With a passionate team of 800+ that's rapidly expanding across 30 markets, our unique tech platform connects expert-led guidance and proven data-driven strategies from 3,000 tutors and mentors with students worldwide. We help ambitious students unlock their dream career pathways, and Crimson students are 7x more likely to get into the Ivy League. What sets us apart is our unmatched scale and expertise. We have the largest team of Former Admissions Officers and College Counselors globally. Every student is matched with a carefully-chosen team of admissions experts who laser focus on different parts of their college application — from essays to extracurriculars — ensuring every detail is expertly executed. Valued at over $1B NZD and backed by over $147M NZD in funding from top-tier global investors, including Tiger Global and Ice House Ventures, we are just getting started. We were recently featured on the front page of the Wall Street Journal. Read the article here.

Join Crimson as an Essay Mentor!

Candidates must hold a bachelor’s degree from a top 30 U.S. based college. Individuals who are bilingual Japanese/English and/or Mandarin/English a plus.

These roles are for hourly contractors and will be done remotely.

WHAT YOU'LL BE RESPONSIBLE FOR:
  • Working closely with a variety of students based across the world - including the USCA, Asia, Australia, and Europe.
  • Conducting formal essay mentoring sessions with students on a frequent ongoing basis
  • Using curriculum knowledge to deliver high-quality mentoring to Crimson students
  • Providing high quality, clear, feedback to our application year students
  • Preparing students for upcoming essay deadlines and strengthening base concepts in order to improve essay writing skills 
  • Maintaining communication with students outside of formal sessions

WHAT WE ARE LOOKING FOR:
  • Candidates must hold a bachelor’s degree from a top 30 U.S. College. We will not progress your application without this.
  • US Boarding and Day School knowledge and admissions experience is a must, including proven track record in supporting students towards gaining admission. We will not progress your application without this.
  • Essay mentoring experience
  • You have at least 10 hours of availability to mentor each week
  • You’re passionate about education and enjoy mentoring - ideally you’ve even got some experience mentoring students already!
  • You’re detail-oriented with strong planning and organizational skills
  • You’ve got fantastic verbal and written communication skills

Required Skills/Qualities
  • Industry knowledge, familiarity with elite boarding and day school admissions expectations
  • Creative mindset, quick thinking on ideating student story improvements
  • Warm/engaging energy working with young students
  • Effective interpretation of parents’ concerns/needs, ability to partner for difficult students

Supporting Skills
  • High sensitivity/professionalism in communication
  • High attention to detail
  • Adapts in high-stress situations
  • Responds positively to critical feedback
  • Ability to cast long-term vision and narrow to short-term practical strategy

Why work for Crimson?
  • Rapidly growing start-up, with a flexible working environment where you will be empowered to structure how you work
  • Insightful fireside chats and workshops to help support our high-performing and ambitious team
  • Radical Candor is a feedback approach we live by
  • We’re a global player with 28 markets (and growing) across the globe.

If you're passionate about growing in a fast-paced, collaborative environment and want to work with cutting-edge technology, then we'd love to hear from you!

Please keep an eye on your spam / junk email folder for correspondence from Team Tailor.

Department
Service Delivery
Role
Mentor
Locations
Los Angeles, United States, New York, San Francisco, China, Singapore, Hong Kong
Remote status
Fully Remote