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Alexandra Canalos-Castillo

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Senior Director of Coaching

Alexandra “Alexis” Canalos-Castillo is senior director of coaching for StriveTogether, where she designs and delivers a range of intensive coaching and strategic assistance engagements across the Cradle to Career Network. Alexis is an associate certified coach and a Results CountTM practitioner with a passion for facilitating courageous action so that individuals and partnerships advance better and more equitable results.

Before joining the team, Alexis designed and led workforce development and financial capability programming to serve Chicago’s Latinx population experiencing housing instability, using coaching as a transformative tool for individuals and communities. She spent her years prior to that role in community organizing and issue-based advocacy work.

Alexis holds a master’s in social work with a focus on community planning, organizing and development from the University of Chicago’s School of Social Service Administration. She completed the Greater Good Nonprofit Leaders Program at Northwestern University Kellogg School of Management’s Center for Nonprofit Management. She serves on the board of the Logan Square Neighborhood Association. Alexis lives in Chicago with her husband, stepdaughter and son.

hear from alexis

communities in the cradle to career network are working to improve all of the systems that impact youth and families. share why one adjacent sector is important to you.

Contributors to economic mobility — such as stable housing and homeownership, workforce attachment and career advancement, and financial capability — are foundations for children and families to prosper. To reach the vision of communities where everyone thrives, key structures of these systems must shift to both be designed and accessed by those who are most impacted by them.

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