Senior Product Manager - Billing and Pricing

Squarespace is looking for a Senior Program Manager to support the Commercial Strategy team’s mission to accelerate revenue growth by ensuring the team performs at its best with efficiency. Your responsibilities will include ensuring clear project/program planning, transparent progress tracking, risk mitigation, team process improvements, and efficient and scalable delivery. You will help connect the dots across people and projects, and proactively surface opportunities to go beyond the status quo. The Commercial Strategy team accelerates revenue growth data-driven strategies that optimize pricing, product monetization, and profitability. We drive alignment across the company to ensure successful execution of various initiatives, partnering with product, business, and engineering teams. You will report to the Director of Commercial Strategy and work hybrid from our NYC office 2-3 days per week. YOU’LL GET TO…  Project/Program Management  * Build and maintain clear project plans covering scope, milestones, owners, risks, dependencies, and issue tracking. * Break down silos, surface conflicting priorities, and ensure coordinated execution, including simultaneous launches across multiple product areas. * Track and communicate project status to stakeholders; own recurring executive-level communications and leadership agenda updates. Use AI tools to synthesize meeting outputs and draft communications at pace. * Facilitate cross-functional collaboration across Product, Engineering, Analytics, UXR, Tax, Legal, and Finance. * Manage A/B test pipeline sequencing across concurrent experiments, tracking interdependencies and flagging downstream schedule impacts. Team Operations & Processes * Design and implement sustainable processes and playbooks for collaborative, transparent execution, incorporating AI-assisted workflows where they improve speed or quality. * Identify bottlenecks and inefficiencies in team workflows and drive solutions, including evaluating and piloting AI tools that could meaningfully reduce manual effort. * Manage the team’s operating rhythm: project lifecycles, planning cycles, goal-setting, team rituals, and leadership updates. * Hold teams accountable for commitments and remove blockers. * Establish regular reviews of key pricing levers including foreign currencies, discounts, and optimization opportunities. * Create and maintain a source of truth for pricing and packaging decisions; drive knowledge-sharing best practices, including AI-assisted documentation to make institutional knowledge more accessible. WHO WE'RE LOOKING FOR * 5+ years of program or project management experience, driving cross-functional initiatives with stakeholders from diverse disciplines; preference for experience in a SaaS or software environment. * Strong knowledge of the product development lifecycle; familiarity with Agile, Scrum, and Waterfall methodologies. * Experience with A/B testing methodologies; working knowledge of statistical and financial analysis and qualitative/quantitative research. * Track record of bringing structure and predictability to a fast-paced environment with ease in context-switching. * Ability to influence without authority across functions and levels; exceptional communication and stakeholder management skills. * Proficiency in Jira, Google Workspace, Excel, Looker, Amplitude, and Statsig (or equivalent A/B testing platforms). Comfortable using AI tools (e.g. Claude, ChatGPT, Gemini) regularly to research, draft, and synthesize; demonstrated ability to evaluate and apply them critically. * Interest in software products, business strategy, pricing models, and competitive landscape. * Experience shipping products globally with an understanding of localization and internationalization is a plus. * Direct experience with online checkout, billing, payment processors, or pricing strategy is preferred. 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: $126,500 - $203,550 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 competitive On Target Earnings (OTE) incentive structure in addition to base salary. ABOUT SQUARESPACE Squarespace is a design-driven platform helping entrepreneurs build brands and businesses online. We empower millions of customers in more than 200 countries and territories with all the tools they need to create an online presence, build an audience, monetize, and scale their business. Our suite of products range from websites, domains, ecommerce, and marketing tools, as well as tools for scheduling with Acuity and creating and managing social media presence with Bio Sites and Unfold. Our team of more than 1,700 is headquartered in New York City, with offices in Dublin, Ireland, and Aveiro, Portugal. For more information about our company, visit https://www.squarespace.com/about/careers. OUR COMMITMENT  Today, more than a million people around the globe use Squarespace to share different perspectives and experiences with the world. Not only do we embrace and celebrate the diversity of our customer base, but we also strive for the same in our employees. At Squarespace, we are committed to equal employment opportunity regardless of race, color, ethnicity, ancestry, religion, national origin, gender, sex, gender identity or expression, sexual orientation, age, citizenship, marital or parental status, disability, veteran status, or other class protected by applicable law. We are proud to be an equal opportunity workplace. #LI-SN1 #LI-Hybrid Thank you in advance for providing the following details about your work history from your resume! This helps us ensure that your candidate information is accurate and consistent during the hiring process.   Squarespace will never solicit your personal banking information or ask you to transfer money in connection with a job offer or interview. We also will not reach out to you via phone or SMS without your permission or knowledge.   If you plan to use AI in any capacity during your candidate journey, please review our Candidate AI Policy.

ABOUT US Legora is redefining how legal work gets done. Not built for lawyers, built with them. We work alongside the world’s best legal teams, who expect excellence, precision, and speed, and we hold ourselves to the same bar. Our AI-native workspace lets legal professionals move faster, think more clearly, and operate with sharper precision. By analysing thousands of documents in minutes and powering end-to-end workflows, we cut through complexity, teams can focus on what matters: judgment, strategy, and outcomes. 1,000+ customers across 50+ countries trust us, including Cleary Gottlieb, Goodwin, Linklaters, White & Case, Dentons, and Barclays. We’ve scaled to $100M+ in ARR, with teams across Europe, North America and APAC, and continue to expand through acquisitions including Qura, Walter AI and Graceview. We partner with world-class performers: including Aaron Judge and the New York Yankees, Ludvig Åberg (and his caddie), and campaigns featuring Jude Law. Joining Legora means three things. * We lean in: ownership over titles, outcomes over intentions. * We fight for excellence: high standards, direct, ego-free feedback. * We grow together: as a team and with our customers. Mission before ego. Everyone contributes. No one coasts. If you’re driven by impact, pace, and raising the bar. This is the place. The Role Legora is looking for a GTM Senior Systems Analyst to help engineer the technical foundation of our revenue engine - we need a hands-on specialist to harden our infrastructure and ensure our systems scale alongside our growth. You aren’t just managing a database; you are architecting a seamless Lead-to-Cash lifecycle, treating our internal tech stack as a product that bridges the gap between sales momentum and financial precision. In this role, you will have a heavy hand in the end-to-end evolution of our GTM ecosystem. With Salesforce as your primary canvas, your work spans the full funnel: you will partner with Marketing to optimize lead intake and flow, collaborate with Sales and Finance to refine "Lead-to-Cash" precision, and work with Customer Success to architect automated renewal and lifecycle workflows. Reporting into our GTM Systems Manager, your goal is to move us from a working setup to a world-class, automated machine where deal velocity is high, "quote-to-billing" friction is non-existent, and data integrity is absolute. What You’ll Do * Partner with Sales & Finance to design and improve CPQ systems, Deal Desk, and connections to ERP * Own Salesforce Sales Cloud enhancement and bug resolution from issue/enhancement identification to resolution * Design, build, and manage page layouts, lightning record pages, custom fields/formulas, validation rules, and approval logic. * Comfortable evaluating third party, managed packages, and appexchange products for integration with revenue systems tech stack * Manage profiles, permissions, role hierarchy, and security * Support release management by accurately tracking and deploying metadata and record based config * Support turning GTM strategy into actionable process and system enhancements. * Improve Opportunity conversion & forecast accuracy through process and system design * Decrease time spent quoting and in deal desk through CPQ configuration & pricing structure * Contract → Billing → Revenue data flow * Expansion & lifecycle workflows * Build and support integrations across Salesforce (CRM), CPQ, CLM, Billing, and ERP systems Who You Are * 4–6+ years in Salesforce-heavy RevOps / GTM Systems roles * Salesforce Sales Cloud configuration or development experience * Strong automation expertise * Experience implementing CPQ and billing integrations * Comfortable operating in high-growth environments What’s In It For You * Global collaboration: Partner with teams and clients domestic and internationally. * Competitive package: Comprehensive salary, benefits, and tools for success. * Meaningful work: Your efforts shape how thousands of lawyers use AI daily. * In-person environment: Union Square office designed for ambitious builders and company provided lunch daily. * Benefits & Perks: We invest in our people with a comprehensive, thoughtfully designed benefits package: Medical, Dental & Vision * Multiple medical plan options through Aetna and Kaiser Permanente * HSA or Healthcare FSA (based on plan selection) * Dental plans via MetLife * Vision plans via Vision Care Family Support * Generous parental leave * Free access to Maven Clinic * Dependent Care FSA * Free One Medical membership for employees and dependents Additional Perks * Pre-tax commuter benefits * Life Insurance + STD/LTD * 401(K) with generous company match * Unlimited PTO * Robust voluntary benefits, including identity protection (via Aura), legal coverage via MetLife, pet savings programs, and more Legora is an Equal Opportunity Employer At Legora, we believe great teams are built on diversity of thought and experience. We’re proud to be an equal opportunity employer and committed to creating an inclusive, high-performance culture where everyone can do their best work. We welcome people of all backgrounds and don’t discriminate based on race, color, religion, national origin, gender, gender identity or expression, sexual orientation, age, disability, veteran status, or any other characteristic protected by law.