Senior Technical Program Manager

The Squarespace Technical Program Management (TPM) team is seeking a Senior Technical Program Manager to drive our compliance programs within the Security organization. In this role, you will act as a high-level partner to Security leadership and the Legal team, leading the end-to-end execution of cross-functional programs that address complex compliance, privacy, and technical security challenges. This role requires a unique blend of deep GRC experience and the technical fluency to partner directly with engineering teams to drive remediation. You will be responsible for providing a clear path forward, ensuring that high-priority security and compliance initiatives are delivered with extreme attention to detail and predictable momentum. This is a NYC-based role working from our office 2 days per week. You will report to the Manager of Technical Program Management. TPMs oversee the software development lifecycle end-to-end, including: Creating clear helpful plans throughout technical discovery and delivery (scope, milestones, tasks, roles and responsibilities, risk mitigation, etc.) Breaking down silos and bridging communication gaps across teams (Security, Engineering, Legal, etc.) Tracking project status and reporting updates to project stakeholders Continuously identifying opportunities for improvement to team-level processes and best practices Excellent communication across a variety of stakeholders Who we’re looking for… 4+ years of experience in a (technical) program manager (or similar) position, working on engineering-driven projects through all phases of the software development lifecycle GRC and Audit Expertise, specifically leading complex compliance delivery for PCI, SOC 2, and SOX. You have a demonstrated ability to manage the full audit lifecycle with extreme attention to detail and a proactive approach to problem solving. Technical Security Fluency, with the ability to translate abstract security requirements and legal mandates (GDPR, CCPA) into concrete, actionable technical tickets for engineering and infrastructure teams. A track record of partnering with Security Leadership, building and maintaining department-wide roadmaps, leading planning meetings, and providing status reporting. Advanced Organizational Influence, with the ability to drive alignment across disparate groups (Product, Engineering, Legal, and Finance) and influence outcomes without direct authority. Expertise in Operational Excellence, with a background in Agile methodologies (Scrum/Kanban) and the ability to implement scalable processes and project dashboards using the Atlassian suite (Jira, Confluence) and Google Workspace. A results-oriented mindset, characterized by high autonomy and a relentless focus on delivery. You are someone who anticipates risks, proactively resolves blockers, and ensures all commitments are met without requiring managerial prompting. Benefits Perks A choice between medical plans with an option for 100% covered premiums Fertility and adoption benefits Access to supplemental insurance plans for additional coverage Headspace mindfulness app subscription Global Employee Assistance Program Retirement benefits with employer match Flexible paid time off 12 weeks paid parental leave and family care leave Pretax commuter benefit Education reimbursement Employee donation match to community organizations 7 Global Employee Resource Groups (ERGs) Dog-friendly workplace Free lunch and snacks Private rooftop Hack week twice per year Cash Compensation Range: $110,000 - $160,000 USD The base salary for this position will vary based on job-related criteria including relevant skills, experience, and location, among other factors. In addition to the cash compensation above (which includes base salary and, where applicable for eligible roles, may include overtime pay), Squarespace employees are eligible to be granted an option to purchase our common stock. Sales positions generally offer a competiti ... (truncated, view full listing at source)