Senior Technical Program Manager

<p>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.</p> <p>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.</p> <p><span style="font-weight: 400;"> </span>This is a NYC-based role working from our office 2 days per week. You will report to the Manager of Technical Program Management.</p> <h2><strong>TPMs oversee the software development lifecycle end-to-end, including:</strong></h2> <ul> <li>Creating clear helpful plans throughout technical discovery and delivery (scope, milestones, tasks, roles and responsibilities, risk mitigation, etc.)</li> <li>Breaking down silos and bridging communication gaps across teams (Security, Engineering, Legal, etc.)</li> <li>Tracking project status and reporting updates to project stakeholders </li> <li>Continuously identifying opportunities for improvement to team-level processes and best practices</li> <li>Excellent communication across a variety of stakeholders</li> </ul> <h2><strong>Who we’re looking for…</strong></h2> <ul> <li>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</li> <li>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.</li> <li>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.</li> <li>A track record of partnering with Security Leadership, building and maintaining department-wide roadmaps, leading planning meetings, and providing status reporting.</li> <li>Advanced Organizational Influence, with the ability to drive alignment across disparate groups (Product, Engineering, Legal, and Finance) and influence outcomes without direct authority.</li> <li>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.</li> <li>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.</li> </ul> <h2><strong>Benefits Perks</strong></h2> <ul> <li>A choice between medical plans with an option for 100% covered premiums </li> <li>Fertility and adoption benefits</li> <li>Access to supplemental insurance plans for additional coverage</li> <li>Headspace mindfulness app subscription</li> <li>Global Employee Assistance Program</li> <li>Retirement benefits with employer match</li> <li>Flexible paid time off</li> <li>12 weeks paid parental leave and family care leave</li> <li>Pretax commuter benefit</li> <li>Education reimbursement</li> <li>Employee donation match to community organizations</li> <li>7 Global Employee Resource Groups (ERGs)</li> <li>Dog-friendly workplace</li> <li>Free lunch and snacks</li> <li>Private rooftop</li> <li>Hack week twice per year</li> </ul> <h3>Cash Compensation Range: $105,500 - $170,200 USD</h3> <p>The base salary fo ... (truncated, view full listing at source)