Director, Revenue Operations

Squarespace; New York (NY); On-site; USD 203,000 - 275,000; Full time

Job summary

An innovative firm is seeking a Director of Revenue Operations to spearhead the end-to-end revenue function. This pivotal role involves collaborating with senior leadership and cross-functional teams to enhance operational efficiency and drive revenue growth. You will oversee critical systems related to billing and collections while ensuring data accuracy for revenue teams. Join a dynamic and diverse workplace that empowers individuals to thrive and make a significant impact in a fast-paced environment. If you are passionate about optimizing revenue operations and driving strategic initiatives, this opportunity is perfect for you.

Benefits

100% Covered Medical Premiums

Fertility and Adoption Benefits

Supplemental Insurance Plans

Headspace Subscription

Global Employee Assistance Program

Retirement Benefits with Employer Match

Flexible Paid Time Off

20 Weeks Parental Leave

Education Reimbursement

Dog-Friendly Workplace

Qualifications

• 12+ years of progressive experience in Revenue and Financial Operations.
• Expertise in CRM systems and revenue operations tools.

Responsibilities

• Lead cross-functional initiatives to align operational efficiencies with revenue outcomes.
• Manage systems related to Order Management, Billing, and Collections.

Skills

Revenue Operations

Financial Operations

Salesforce

Communication Skills

Leadership Skills

Data Analysis

Project Management

Cross-Functional Collaboration

Education

Bachelor's Degree in Business, Accounting, Finance

PMP Certification

Tools

Salesforce.com

Tableau

Domo

CRM Systems

Job description

Squarespace is looking for a Director, Revenue Operations to lead and manage the end-to-end revenue operations function, driving operational efficiency and aligning processes, systems, and data across the revenue-generating teams. You will collaborate with senior leadership to develop strategies, streamline workflows, and improve forecasting, reporting, and analytics to ensure consistent revenue growth. Your leadership and expertise will be critical in scaling our revenue engine to meet both short-term and long-term business objectives.

You will report to the Senior Director, FP&A and be based out of our NYC headquarters.

RESPONSIBILITIES

• Collaborate with cross-functional teams including Legal, Sales & Marketing, Customer Operations, Product Management and Engineering, to identify and drive important business initiatives, aligning operational efficiencies to revenue outcomes.
• Collaborate with Product, Engineering, and other cross-functional teams to ensure that the technology ecosystem is integrated and aligned to support revenue goals.
• Business owner for systems related to Order Management, Billing, Collections and Cash Applications, including design, roadmap planning, optimizations and project sponsorship.
• Manage relationships with key third party partners related to the processing and billing of SQSP customers.
• Apply knowledge of best practices surrounding the deal desk to streamline and scale.
• Ensure clean, accurate, and actionable data for all revenue teams, utilizing CRM systems (e.g., Salesforce) and other tools to support reporting, dashboards, and analytics.
• Evaluate Billing & Collections data, as well as user feedback to make sound, data driven recommendations to reduce Billing Errors and Cash Collections delays, collaborating to manage risk and fraud related to core billing for the company.
• Assist with external financial audits, SOC audits, and other due diligence requests.
• Develop and implement systems to track and report on revenue KPIs, sales performance, and pipeline progress.

QUALIFICATIONS

• Bachelor's Degree in Business, Accounting, Finance; PMP certified preferred.
• 12+ years of progressive Revenue and Financial Operations experience.
• Experience with ASC 606.
• Large billing SaaS system experience with emphasis on Billing, AR Module, Projects Module, Case Management or equivalent; multiple examples of large transformations.
• Salesforce.com experience, ideally working knowledge of Salesforce CPQ (Configure, Price, Quote).
• Extensive experience developing and optimizing order to cash processes and systems.
• Proven experience working with sales, marketing, and customer success teams in a fast-paced, high-growth environment.
• Expertise in CRM systems (e.g., Salesforce, HubSpot) and revenue operations tools (e.g., Tableau, Domo, or similar analytics tools).
• Exceptional communication and leadership skills, with experience managing and mentoring teams.
• Ability to work cross-functionally and manage multiple priorities in a fast-moving environment.

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.
• 20 weeks for parental leave and up to 12 weeks to care for an ill family member.
• Pretax commuter benefit.
• Education reimbursement.
• Employee donation match to community organizations.
• 6 Global Employee Resource Groups (ERGs).
• Dog-friendly workplace.
• Free lunch and snacks.
• Private rooftop.
• Hack week twice per year.

Cash Compensation Range: $203,500 - $275,000 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 on-target commissions or overtime pay), Squarespace employees are eligible to be granted an option to purchase our common stock.

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 1,500 is headquartered in bustling New York City, with offices in Dublin, Ireland, Aveiro, Portugal, and coworking spaces in the UK, Netherlands, and Australia. For more information about our company culture, 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 customers, but we also work toward 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.

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