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Training & Experience

Simon is a psychotherapist and licensed clinical social worker. He is a graduate of Smith College School for Social Work where he focused on contemporary psychodynamic treatments, psychoanalytic theory, and the psychological effects of racism, oppression, and stigma. He is now also an Adjunct Assistant Professor at Smith teaching both theory and clinical practice.


Simon runs SINGLEPOINT psychotherapy a private practice in Evanston, IL.


He has worked in outpatient and agency settings with clients experiencing difficulties adjusting to major life changes, depression and anxiety, significant trauma and abusive childhoods, relationship and family problems, grief and loss, substance abuse, chronic medical issues, and long-standing struggles with self-acceptance.


Simon has advanced training in Mindfulness Based Stress Reduction (MBSR) and in working in a supportive and effective way with LGBTQ+ clients. His graduate research explores affirming clinical work with practitioners of BDSM and Kink sexualities, and his work was featured in a PsychCentral article addressing the therapeutic needs of kinky clients.


Simon is a sought after clinical trainer on topics related to stigmatized genders and sexual orientations.


He has worked for over 20 years as a community resource for transgender and gender-exploring adults and youth, as well as their families and loved ones. He developed and launched Gendernauts, a social support group for gender creative high school students.


He is a member of the National Association of Social Workers, served as a volunteer counselor at Chicago Women's Health Center, and was on the clinic committee of Hope for the Day, a peer-based suicide prevention movement.


Simon completed a post-graduate Fellowship at The Chicago Psychoanalytic Institute where he is a Student-at-Large.

He was a featured expert on NBCLX's segment "Our Mental Health Crisis: The Stigma and the Struggle to get help."

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