Senior Director of Software Engineering

Brightside Health delivers life-saving virtual mental healthcare to everyone who needs it. We are powered by proprietary AI, purpose-built technology, a world-class clinician network, and a care model that rivals the best of in-person treatment. When combined with precision psychiatry and leading-edge therapeutic techniques, we’re able to improve outcomes for those with mild-to-severe clinical depression, anxiety, and other mood disorders. Our innovative approach has earned recognition from leading publications such as Healthline, Fortune, and Forbes, naming us 'Most Comprehensive,' and 'Best Online Therapy for Anxiety and Depression.'

We take an action-oriented, purposeful approach with everything we do and seek out team members who value collaboration and thoughtful prioritization. As a result, our organization is looking for the brightest and most innovative talent in the industry. We can promise you that, as a member of the Brightside team, you’ll have the opportunity to collaborate alongside smart and driven people while growing your professional skills.

We are looking for an experienced Senior Director of Software Engineering to lead our growth engineering team, reporting directly to the CTO. In this role, you will be responsible for growing our next generation of technical leaders, all while keeping the primary focus on our patients. You will partner closely with tech leads and engineers and cross functionally with our Product, Data, and InfoSec teams. Ultimately, your mission is to maximize the effectiveness of Engineering at Brightside through coaching, process improvement, pragmatic prioritization, collaboration, and enthusiasm!

What you’ll be doing as Senior Director of Software Engineering:

• Embody, champion, and model our values and culture: The Brightside Way 
• Mentor Engineering Managers (TLMs) into amazing leaders
• Define and execute the technical roadmap for Growth Pod, and cross-functional dependencies 
• Work with Product to define and execute the product roadmap
• Work with Data to enforce and improve one of our key differentiators; use data to iterate on the roadmap quickly 
• Work with InfoSec to maintain and increase our security maturity position
• Influence and enforce quality assurance as an integrated engineering process
• Support continuous improvement of product delivery and support processes

Requirements:

• Managed teams of engineers at a HIPAA-compliant (or otherwise regulated) tech company 
• Proven ability to lead and motivate software engineering team with greater than 20 engineers
• 12+ years of progressive software development experience in roles of increasing responsibility in IT applications development, integration, and delivery experience
• 6+ years experience with direct supervisory responsibility and management of engineering team
• Career path in software development: IC (5+ years) → Manager (5+ years) → Senior Director (5+ years)
• Positive and optimistic attitude

Benefits:

• A competitive salary
• Stock options so you have equity
• Fully paid for comprehensive health care (medical, dental, vision)
• Pet Insurance 
• Life Insurance & Short / Long Term Disability 
• 401k Plan 
• Unlimited PTO and sick leave
• Parental Leave 
• Work remotely and whatever schedule works best for you
• Additional memberships and perks

Work Environment & Culture

At Brightside Health, you’ll join a fully remote, mission-driven team that values flexibility and impact. You’ll collaborate with professionals across engineering, product, and clinical teams, all dedicated to transforming mental healthcare. Our culture fosters continuous learning, empathy, and cross-functional collaboration.

We celebrate diversity and are committed to equal employment opportunities based on merit, competence, and performance. Research shows that underrepresented groups often apply only if they meet 100% of the listed criteria—we encourage women, people of color, and LGBTQ+ job seekers to apply even if they don’t check every box.

Compensation & Hiring Commitment

Final offers are determined by multiple factors, including location, experience, and expertise. If you have questions about compensation bands, please ask your recruiter.

At Brightside, we recognize that building life-changing technology for mental health is both a responsibility and a privilege. We set high standards while ensuring every team member is valued, trusted, and empowered in an environment driven by inclusion and impact.