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Meet the founder of Tutoring Tree, LLC,


Anna Treesara is a former classroom teacher turned edtech and tutor/entrepreneur. She loves connecting with educators and helping them discover how to make a positive impact beyond the classroom walls! Trying to transition out of the classroom? Book a FREE 15-minute initial consult here:


You can also reach out directly through Anna's LinkedIn or via email at

Anna was born and raised in Chicago and is a former high school English teacher who taught abroad in Thailand for one year and in Chicago for three years. She transitioned out of teaching in hopes of creating a larger and more meaningful impact beyond the classroom walls. After leaving the classroom in February 2018, she joined a workforce development nonprofit focused on providing internship opportunities for CPS seniors. In November 2019, Anna decided to finally start up her own tutoring business to focus on individualized lifelong learning and providing high-quality educational services. During this time, she also started working at an education technology company providing customer support to teachers. The company quickly grew within two years, and she moved into leading and growing the Customer Success team.

Anna quickly discovered that her favorite part of being a manager was helping former teachers transition into an environment outside of the classroom. In late 2021, she decided to venture into career coaching to help current teachers successfully land a job outside of teaching. Anna provides one-on-one coaching and support assisting teachers with revising their resumes, building and increasing their LinkedIn presence, and strengthening their interviewing skills.

To learn more, book a FREE 15-minute initial consult at

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