BRANCHING FORWARD CAREER COACHING
ANNA TREESARA, M.S.ED.
Anna Treesara is a former classroom teacher turned edtech professional, entrepreneur, and career coach who is passionate about helping people navigate meaningful career transitions.
Much of Anna’s early coaching work focused on supporting educators as they explored opportunities beyond the classroom. Over time, that work naturally expanded to include professionals across industries who are navigating career pivots, leadership transitions, burnout recovery, or moments of professional recalibration.
Through Branching Forward, Anna shares reflections, insights, and practical frameworks to help thoughtful professionals move through career transitions with greater clarity and confidence.
If you're exploring what your next chapter might look like, you can book a FREE 15-minute clarity conversation here:
www.calendly.com/annatreesara/careercoaching
You can also connect directly with Anna on LinkedIn or via email at anna@tutoringtree.org
Anna Treesara 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 February 2018 in hopes of creating a larger and more meaningful impact beyond the classroom walls.
Since leaving the classroom, Anna has continued to work in education, specifically in nonprofit and edtech spaces and in both Customer Success and Business/People Operations. While helping build and scale a Customer Success team at an edtech company, she discovered that one of the most fulfilling parts of her work was supporting former teachers as they adjusted to professional environments outside of the classroom. That experience eventually led her to begin career coaching in 2021.
Since then, Anna has coached dozens of professionals, many of whom began their careers in education, as they navigate career transitions, industry pivots, and professional growth opportunities. Her coaching often focuses on helping individuals clarify their strengths, translate transferable skills, and build the confidence needed to pursue roles that better align with their evolving goals.
When Anna is not career coaching, you can find her hanging out with her husband Kyle, their sassy Shiba Inu Addison, and their son Liam; working out/running on the 606; or reading and trying new restaurants with her book club Brunchin' Bookworms.
To learn more about Anna's services, book a FREE 15-minute initial consult at www.calendly.com/annatreesara/careercoaching
Transitioning Teachers Workbook
If you're an educator exploring what life beyond the classroom could look like but aren't quite ready for coaching, Anna’s Transitioning Teachers Workbook is a great place to start.
The workbook includes guided prompts, reflection exercises, and practical action steps to help educators think intentionally about their next professional chapter.
Each chapter includes reflection questions, practical exercises, and self-care check-ins designed to help educators move through the transition process thoughtfully.
Looking for Community & Career Resources?
Join the Branching Forward Community!
If you're navigating a career transition and looking for connection, resources, and support along the way, you’re invited to join the Branching Forward Community on Slack.
What originally began as a space for transitioning teachers has evolved into a broader community for professionals navigating career pivots, industry shifts, and professional recalibration.
Inside the community you can:
• Connect with others navigating similar career transitions
• Share insights, resources, and opportunities
• Learn practical tools and strategies for navigating professional change
• Access curated job opportunities and industry insights