Guidepost Montessori careers

202 open roles at Guidepost Montessori, updated daily from their career page. Hiring in Kent, Richardson, Wicker Park, Chicago, Magnificent Mile, Lincoln Park, Evanston, Oak Brook. Listed pay runs around $40k–$48k.

Guidepost Montessori has around 200 open roles right now spread across 6 teams and almost entirely onsite. Where pay is listed, it runs about $40k–$48k.

Almost all of these roles are onsite.

188 of these roles were posted in the last 30 days.

Hiring across these teams

Assistant Guide41Substitute Guide39Infant and Toddler Lead (0-3 years)27Children's House Lead (3-6 years)11Assistant Head of School1Head of School1

Median pay by team at Guidepost Montessori

TeamRolesMedian pay
Assistant Head of School6$50k–$60k
Infant and Toddler Lead (0-3 years)32$40k–$50k
Children's House Lead (3-6 years)18$40k–$50k
Substitute Guide5$37k–$42k
Assistant Guide10$35k–$40k

Median base salary only (excludes equity and bonus), from current Guidepost Montessori postings that disclose pay, by team. Teams with too few salaried roles are omitted.

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Common questions

How many open jobs does Guidepost Montessori have?

Linora is tracking around 200 open roles at Guidepost Montessori, refreshed daily from their careers page.

Does Guidepost Montessori hire remotely?

Most current Guidepost Montessori roles are onsite.

What does Guidepost Montessori pay?

Across Guidepost Montessori roles that list pay, the range runs about $40k–$48k. Figures come only from postings that disclose salary, so treat them as a guide.

Where is Guidepost Montessori hiring?

Recent Guidepost Montessori openings are concentrated in Kent, Richardson, Wicker Park, Chicago, Magnificent Mile, Lincoln Park, Evanston, Oak Brook.

Updated 2026-10-22. Figures come from live job postings and refresh daily.

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