VP of Engineering, B2B Platforms

<p><strong>About the </strong><strong>VP of Engineering, B2B Platforms</strong><strong> at Headspace:</strong></p> <p>We are seeking a highly strategic and experienced Vice President of Engineering for B2B innovation and infrastructure services, you will lead a dynamic team responsible for driving technological advancements and maintaining robust infrastructure that supports our B2B clients. This executive-level role reports directly to the Chief AI, Product & Engineering Officer, and involves strategic oversight of engineering initiatives that enhance product innovation, ensure seamless service delivery, and scale operations to meet evolving market demands. </p> <p>You will bridge the gap between engineering, product, sales, and customer success teams, fostering a culture of innovation while prioritizing reliability, security, and efficiency in our infrastructure services. You’ll lead a team of experienced engineering managers and their teams, providing guidance and setting strategic direction for our technology efforts across the organization. This leader will be overseeing the development and deployment of innovative B2B solutions, such as API integrations, cloud-based platforms, and AI-driven tools. You will be managing infrastructure services, including cloud architecture, DevOps practices, and system reliability engineering. This opportunity has a large impact by collaborating on company-wide strategies to align engineering efforts with business objectives in a fast-paced Health tech landscape.</p> <p><strong>What you will do:</strong></p> <ul> <li>Develop and execute an engineering roadmap that accelerates B2B innovation, including the launch of new features and services that address client pain points and drive revenue growth.</li> <li>Build, mentor, and lead high-performing engineering teams (e.g., 50+ members across development, ops, and QA), promoting best practices in agile methodologies, CI/CD pipelines, and cross-functional collaboration.</li> <li>Ensure the scalability, security, and resilience of our infrastructure, achieving 99.99% uptime for critical services and optimizing costs through efficient resource management.</li> <li>Innovation Initiatives: Spearhead R&D efforts to integrate emerging technologies (e.g., machine learning, or edge computing) into our B2B ecosystem, resulting in at least 2-3 major product enhancements per year.</li> <li>Deliver on key KPIs such as reduced time-to-market for new features, improved system performance benchmarks, and enhanced client satisfaction scores through proactive infrastructure improvements.</li> <li>Partner with sales and product teams to translate client feedback into engineering priorities, contributing to a 20-30% year-over-year increase in B2B client retention and expansion.</li> </ul> <p><strong>What you will bring</strong>:</p> <p><strong>Required Skills:</strong></p> <ul> <li>10+ years of progressive engineering experience, including 5+ years in a senior leadership role (e.g., Director or VP level), with a history of scaling teams and delivering complex projects on time and within budget.</li> <li>Deep knowledge of software engineering principles, cloud infrastructure (e.g., AWS, Azure, GCP), microservices architecture, and DevOps tools (e.g., Kubernetes, Terraform, Jenkins). Experience with B2B platforms, APIs, and data-intensive systems is essential.</li> <li>Demonstrated ability to foster innovation, such as leading hackathons, adopting new tech stacks, or patenting solutions in B2B contexts.</li> <li>Strong understanding of B2B market dynamics, with experience in aligning engineering strategies to business goals, including ROI analysis and client-fa ... (truncated, view full listing at source)