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Tutoring Tree

At Friend of a Mom, we love highlighting incredible mom-owned businesses that make a difference in their communities. Whether they’re offering services to help families navigate parenting, education, or career changes, we’re always excited to share their stories. Today, we’re introducing you to Anna Treesara, founder of Tutoring Tree, LLC, a business dedicated to personalized learning and career coaching.

Get 20% off your first session at Tutoring Tree- personalized tutoring and career coaching for new clients!

Tutoring Tree is offering 20% off the first session for all new clients. Whether you're looking for academic support or career coaching, this is a great opportunity to experience personalized, high-quality guidance.

About Anna Treesara

Anna was born and raised in Chicago’s Avondale neighborhood and always had a passion for education. She began her career as a high school English teacher, teaching both abroad in Thailand and at Noble Network of Charter Schools in Chicago for several years. However, she soon realized that her impact could extend far beyond the classroom walls. She transitioned into workforce development, working with CPS seniors to secure internship opportunities before finally launching Tutoring Tree in 2019.


Anna started Tutoring Tree to create personalized, lifelong learning opportunities that go beyond the traditional classroom setting. She believes that education should be flexible, accessible, and tailored to each student's needs. In addition to tutoring, her business has grown to include career coaching, where she specializes in helping teachers transition out of the classroom into new career paths.


Anna currently lives in Humboldt Park/West Bucktown with her husband Kyle, their dog Addison, and their son Liam. When she’s not working, she enjoys reading with her book club, Brunchin’ Bookworms, and staying active on The 606.

About Tutoring Tree

At Tutoring Tree, Anna prioritizes quality by ensuring that every tutor on her team has extensive teaching and/or tutoring experience. As a Chicago native and CPS graduate, she understands the Chicago education system and what families need to navigate it successfully. 


Services include: 

  • Academic Tutoring: Support in reading, writing, test preparation (high school selective enrollment, ACT/SAT, AP exams), and various subjects. 

  • Career Coaching: Helping professionals (especially teachers) transition to new career paths with confidence. Personalized

  • Learning Plans: Tailored educational support for students at all levels. 

Anna is passionate about meeting clients where they are in their journey—whether they’re struggling in school or seeking a major career change.

Friend of a Mom Exclusive Discount:

Tutoring Tree is offering 20% off the first session for all new clients. Whether you're looking for academic support or career coaching, this is a great opportunity to experience personalized, high-quality guidance.

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Select photos by Spoon Photo & Design and Katie Basil Photography​.

Food Photos from Eden and Moody Tongue

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