Example 1 of 11
First Chief of Staff hire
Open with their words, show the boundary you would set, and tie one past launch to their plan.
Maya Okafor
(555) 010-1200
maya.okafor@email.com
Chicago, IL
November 3, 2026
Dana Whitlock, Co-founder and CEO
Tallow Health
Chicago, IL
Dear Dana,
I would welcome 30 minutes to hear what you most want off your plate in the first 90 days. My resume is attached, and I am happy to share the charter template and a sample Monday brief.
Best regards,
Maya Okafor
Read it like the CEO
They look for
That you read their post, know what the first Chief of Staff should not own, and can start on a plan they already have.
They skip
“I am passionate about operations.” A retelling of the resume in paragraph form.
Leave this out
Every project from the resume. A paragraph about your personality. Salary expectations.
Not sure which level you would be hired at? See the Leveling Framework
Every letter is on this page
The list on the left jumps to each letter. Each one matches a resume on the resume examples page, written by the same person.

.avif)
.avif)