Job Description

After School Chess Instructors Wanted - Winter/Spring Session

Checkmate Academy

Beginner After School Chess Instructor

$50-$60/hour

Checkmate Academy is hiring enthusiastic and reliable

after school chess instructors

to teach beginner-level chess to elementary and middle school students in Southern Maine. We're especially looking for college students who enjoy teaching, mentoring, and sharing their love of chess, but anyone passionate about chess and working with kids is welcome to apply. As an

after school chess instructor

, you'll help students build critical thinking, strategy, and problem-solving skills in a supportive and engaging environment. Our sessions run once a week for 6-12 weeks, with each class lasting one hour. We require a commitment of at least two school semesters.

What We're Looking For:

Strong understanding of chess fundamentals (minimum ELO 1000 preferred but not required). Passion for teaching and inspiring young minds through chess. Excellent communication and classroom management skills. Ability to create an inclusive and engaging learning environment. Reliable transportation and ability to commute to schools in Portland. Experience working with children in group settings (teaching, coaching, tutoring, or mentoring is a plus).

Responsibilities - After School Chess Instructor:

Lead fun, structured, and educational chess lessons following Checkmate Academy's curriculum guidelines. Foster a positive and encouraging atmosphere where students of all skill levels feel supported. Manage classroom dynamics effectively and ensure an inclusive learning space. Provide individualized guidance and support to students as needed. Serve as an ambassador for Checkmate Academy, maintaining strong relationships with schools and parents.

About Us

Checkmate Academy helps thousands of students from elementary through middle school build strategic thinking through chess. We operate after-school programs in 100+ schools across California and Massachusetts, including our MarinChess branch - the largest after-school chess provider in the Northern Bay Area. Our mission is to make chess accessible to all students while equipping them with valuable life skills like critical thinking, decision-making, and resilience. We believe in fostering a fun, inclusive learning environment that helps students grow both on and off the board.

If you are interested please feel free to email me at

kian@checkmateacademy.org.

Job Type: Part-time

Pay: $50.00 - $60.00 per hour

Benefits:

Flexible schedule
Application Question(s):

What is your chess rating (online, FIDE, or USCF)? Do you have experience working in a classroom environment?
Ability to Commute:

Portland, ME (Required)
Work Location: In person