cover letter tips


A strong cover letter is one of your most powerful tools in the independent school search. Every letter should be tailored to both the school and the specific position. A generic letter is easy to spot and rarely advances a candidacy. Done well, your cover letter gives the search committee a sense of not just what you've accomplished, but who you are.

FORMATTING BASICS

Before you write a word, get the presentation right:

  • Use a clean, readable font (e.g., Garamond, Georgia, or Calibri) at 11–12pt with standard one-inch margins.

  • Use professional letterhead if you have it, or simply format your contact information cleanly at the top.

  • Address the letter to the Search Committee unless you know the name of the hiring manager, in which case, use their name and title. "Dear Search Committee:" is always appropriate.

  • Aim for one page. Don't panic if you run slightly longer, but if you're approaching two pages, edit carefully. Every sentence should earn its place.

Opening Strong

Your first sentence matters more than you might think. Avoid opening with "I am writing to apply for…" — search committees read hundreds of letters that begin this way. Instead, open with something that reflects your voice, your conviction, or a specific connection to the school or role. Then, in your opening paragraph:

Include the full position title and the school's formal name. You may use shortened versions thereafter.

Mention that you are partnering with Strategenius. This can be as simple as: "With the support of Strategenius, I am excited to submit my application for…" or "I am partnering with Strategenius in this process."

Values & Mission Alignment

In an early paragraph, draw connections between the school's values and mission and your own. This is your "why this school" paragraph, and it should feel personal and specific, not boilerplate. Draw on what you find on the school's website: its Mission Statement, DEIJ Statement, pedagogical philosophy, and community culture.

Since your core values likely remain consistent across applications, this section is relatively easy to adapt — weave in language specific to each school to keep it feeling intentional and sincere.

Why You're the Right Fit

In the next 2–3 paragraphs, identify at least 2–3 essential functions or qualities from the job description and illustrate how you've demonstrated each with concrete examples. These are your "why hire me" paragraphs.

If you're applying to multiple schools for the same type of role, you can reuse strong portions of this section — simply mirror the language of each job description to show the search committee you've studied it carefully.

As for qualifications you don't yet have: rather than ignoring a significant gap and hoping no one notices, consider addressing it briefly and with confidence. Something like, "While I am earlier in my experience with X, I have actively sought out opportunities to grow in this area and welcome the chance to develop further in a school that values Y." Owning a gap thoughtfully is far more compelling than leaving it unaddressed.

Specialized Communities or Roles

If the school serves a specific student population — students with language-based learning profiles, single-gender communities, boarding students, and so on — speak directly to your experience with or understanding of that community. The same applies if the role itself focuses on a particular segment, such as middle schoolers or learners with special needs. Search committees notice when this is absent.

Closing with Confidence

Your closing paragraph should do three things: reaffirm your enthusiasm for the specific role and school, note your availability for a conversation, and sign off with warmth and professionalism. Avoid endings that trail off or feel like an afterthought. A strong close leaves the reader with a good final impression and a clear sense of what you're hoping happens next.

A Note on AI Tools

Many applicants are using AI tools to help draft cover letters. If you choose to use them, do so carefully. AI-generated letters often read as polished but generic, and search committees increasingly recognize them. Your cover letter should sound like you. Use AI as a starting point or editing aid if helpful, but make sure the final product reflects your authentic voice and genuine knowledge of the school.

Common Mistakes to Avoid

  • Don't simply restate your résumé — the letter should add dimension, not repeat bullet points.

  • Don't be generic. If your letter could be sent to any school without changing a word, it needs more work.

  • Double-check every letter before sending. Using the wrong school's name is one of the most damaging and surprisingly common mistakes.

  • Don't undersell yourself with overly tentative language ("I hope I might possibly be considered…"). Be confident.

Before You Submit

Proofread carefully. Run a spell check and grammar check, and watch for common errors: its vs. it's, your vs. you're, there vs. their, student's vs. students'. If you have time, ask a trusted colleague or friend to read it and share feedback — a fresh set of eyes catches things you've stopped seeing.