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.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.Why work at headway? At Headway, we pride ourselves on our passionate dedication to the needs of our clients, candidate, and employees.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.