How do i contact headway support? Email support at [email protected] If you have any questions regarding our services, please fill out our form and we will reply as quickly as possible. Thank you.Where is headway technologies located? Headway Technologies, Inc. Headquarters: 682 South Hillview Drive. Milpitas, CA 95035. Main Phone: 408-934-5300. Main Fax: 408-942-6916.Why work at headway? Thank you for giving us so much. I've worked with Headway for over ten years and the quality of the services they provide to youth and their family has been excellent. The staff genuinely care about their clients and want them to be successful, and they hold their young clients accountable for their behavior.How much does it cost to see a therapist with headway? We'll find therapists for you from our perse community of 4,000+ mental health care providers. All Headway therapists are in-network, so you'll save money on your sessions. Get started today with video or in-person sessions. See your therapist for closer to $20 than $200.