Join the team that’s changing the way students apply to college.

→ About This Role:

Are you the kind of person who loves solving puzzles, creating order from chaos, and making people feel genuinely cared for—even over email? Do you want your work to support something meaningful, like helping students find their voices and futures? If so, read on.

We’re seeking an energetic, proactive, and detail-oriented rockstar (yes, rockstar) who’s excited to take ownership of our customer support and experience systems to make them feel personal, seamless, and genuinely supportive.

You'll be a key part of leveling up our operations and customer support department. You’ll have a direct impact on students' lives by ensuring exceptional experiences and smooth operational excellence, and you’ll be the first touchpoint for students celebrating an exciting admissions decision or scholarship with us. Bring your creativity, organization, and energy to help us continuously evolve our customer experience and operations systems.

If you love solving problems, thrive in a fast-moving, mission-driven environment, and get a little giddy about organized systems and happy customers, this might just be your dream role.

This fully remote position operates Monday through Friday, 8:00 AM – 5:00 PM (your local U.S.-based timezone).

→ Be the Heart of Customer Experience

Act as a primary touchpoint for students, families, and internal stakeholders by managing and resolving 40-50 customer support inquiries daily (primarily via email; higher during peak seasons).
Proactively enhance our customer experience processes, workflows, and resources, anticipating problems before they exist, and continuously improving the customer experience.
Update and maintain our Customer Experience Knowledge Base and FAQs to empower self-service options.
Collaborate with the Online Operations team, supporting the customer-facing aspects of live courses, webinars, and events.
Take initiative to identify and implement strategies that elevate our customer experience capabilities.

→ Live Events Support

Support our operations team in creating compelling course and webinar materials and resources.
Assist in auditing and organizing live event calendars, ensuring timely communications.
Schedule email reminders and conduct thoughtful follow-ups after sessions, helping families and counselors stay engaged and informed.

→ Boost Our Content & Internal Ops

Assist with publishing and maintaining key blog content, which helps with our educational mission of reaching more users.
Distribute materials internally and externally to help the right info reach the right people.

→ What You Bring:

Customer Service & Ops Chops

2+ years in customer experience/support or ops (bonus points if in an online ed or edtech setting)

Communication & Problem-Solving Superpowers

You troubleshoot fast, write clearly, and document SOPs and solutions for self-service.

Project Management & Precision

You juggle multiple tasks, hit deadlines, are detail-oriented, and don’t sweat the small stuff.

Tool Fluency (or Fast Learning)

HelpScout (or similar customer support ticketing system)
Google Workspace (Google Docs, Sheets, Calendar, Drive)
Slack, basic CRMs (like HubSpot), and LMS platforms (like Kajabi)

Bonus Points If You Know (Or Are Excited to Learn)

Zapier for automating tasks and processes
Airtable for light data tracking and workflows
HubSpot for CRM and email scheduling
Kajabi for course and event hosting
Canva or Photoshop for basic visual content creation

→ The Details

Salary, Benefits, Start Date

This is a salaried position, with a range of $50k - $65k, depending on experience.
You’ll work roughly 8am-5pm U.S. time, but the work schedule is flexible.
You’ll enjoy a suite of benefits, including generous and flexible paid and sick time off with 8 company holidays, a health insurance stipend, 401K contribution matching upon eligibility, and more.
We’re aiming for an early May start date, but we’re flexible for the right person.

Interested? Please follow these steps.

We believe in fostering an inclusive and unbiased hiring environment where talent shines irrespective of demographics. To ensure fair evaluation, we kindly request all applicants to remove their names from their application documents before submission.

By anonymizing application documents, we aim to focus solely on skills, experience, and qualifications, enabling us to select candidates based on merit alone. This approach helps eliminate unconscious bias and promotes equal opportunities for all applicants. We value diversity in our workforce and encourage individuals from all backgrounds to apply. Our commitment to fair recruitment practices ensures that every candidate receives equal consideration based on their abilities and potential to contribute to our team. Thank you for joining us in our efforts to build a more inclusive workplace.

→ How to Apply

We are asking interested candidates to:

Submit their resume and a cover letter detailing their qualifications and experience relevant to this role, as well as how they align with College Essay Guy’s mission and values.
Applications without a cover letter will not be considered.

Please anonymize your application documents and upload them directly to the linked Google form to apply. You may also apply on collegeessayguy.com/careers.

Questions? Please review the full description above. If your question isn’t answered there, please email (no phone calls, please) Ashley at ashley@collegeessayguy.com. Emailed applications submitted outside of our application portal will not be considered.

We are humans reviewing your application, so we appreciate your patience while we review all submitted applications. We will follow up with everyone who applies with an answer by May 31st, 2025.

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College Essay Guy is an equal opportunity employer that seeks to hire those who represent the diverse communities we serve. All are encouraged to apply. We are a company of humans, our differences are our strengths. We bring all of ourselves to our jobs. That’s what gives us our strength.

College Essay Guy

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