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Senior Financial Systems Lead (Adaptive Planning & Looker)

July 13, 2026

Squarespace is seeking a Senior Financial Systems Lead with extensive Workday Adaptive Planning and Looker experience to join our team. You will partner with FP&A to assist our business partners in leading, developing, and maintaining management reporting to improve decision-making.

You will focus on continuous process improvement, and you will be responsible for coordinating data structures and process workflow changes to the planning process. You will use strong project management discipline and your understanding of business process workflow to meet the evolving needs of our growing organization.

You will work remotely and you will report to the Director of Financial Systems.

You'll Get To…

Serve stakeholders of various levels to identify, define, and clarify technical requirements.
Translate business needs into efficient reports and configurations that adhere to best practices.
Recognize, analyze, and interpret significant data sets for trends or patterns.
Create and maintain our Adaptive system to tie and align to our ERP (Netsuite), HCM (Workday) and Looker (BI) systems.
Maintain, administer, and manage the Adaptive Planning data structures, and model changes to support "live" business processes and operational needs.
Act as advisor to the FP&A team to ensure Adaptive is leveraging the latest technology and is aligned with industry standards.
Design and implement use of Adaptive Planning by other business leaders, outside of FP&A, to facilitate quarter and annual planning.
Articulate and present analysis and recommendations in such a way that the intended audience is effectively informed.
Manage the Adaptive transformation project.
Perform system administration tasks such as access and change management, version creation, and data feeds.

Who We're Looking For

7+ years of relevant experience
Experience working with Workday Adaptive Planning and Looker technology in both a design and development capacity while leveraging your FP&A knowledge.
Adaptive implementation or administration a must
Current "Adaptive Insight" Certification.
Hands-on functional experience and/or demonstrated proficiency in EPM-related business processes: Finance & Management reporting, FP&A, Analytics.
Experienced in Financial Budgeting and Planning applications.
Understanding of complex analytics use cases to support clients in identifying issues and providing solutions, coordinating with internal teams to quickly fix underlying issues.
Knowledge of additional financial applications such as NetSuite, Workday, Looker and Coupa.

Benefits & Perks

A choice between medical plans with an option for 100% covered premiums
Health Savings Account with Squarespace funding
Fertility and adoption benefits
Supplemental Insurance plans
Headspace mindfulness app subscription
Retirement benefits with employer match
Flexible paid time off
Up to 20 weeks of paid family leave
Equity plan for all employees
$100 per month remote Stipend
Access to supplemental insurance plans for additional coverage
Education reimbursement
Employee donation match to community organizations
6 Global Employee Resource Groups (ERGs)

Cash Compensation Range: $115,500 - $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 on-target commissions or overtime pay), all Squarespace employees are eligible to receive equity in the company as part of their total compensation.

About Squarespace

Squarespace (NYSE: SQSP) 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, creating and managing social media presence with Bio Sites and Unfold, and hospitality business management via Tock. Our team of more than 1,700 is headquartered in bustling New York City, with offices in Chicago, Dublin, Ireland, Aveiro, Portugal, and coworking spaces in the UK, Netherlands, and Australia. For more information about our company culture, visit

#LI-JH1 #LI-Remote

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.

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...