Enterprise Transformation, Senior Lead

Webhosting

New York (NY)

On-site

USD 179,000 - 210,000

Full time

14 days+
Application generator

Stand out for this role — generate a tailored resume and cover letter in about a minute.

Get past ATS filters

Benefits offered by this job

Dog-friendly workplace
Free lunch and snacks
Private rooftop
Hack week twice per year

Job summary

Squarespace is seeking an Enterprise Transformation Lead to shape how transformation initiatives are structured and delivered across the organization. This hybrid NYC-based role involves owning enterprise-level design decisions and partnering with Finance, Engineering, and Operations to move critical work forward.

You will report to the Senior Manager Financial Systems and influence strategic decisions, resolve dependencies, and drive improvements that scale across countries and products.

Qualifications

  • Experience applying structured problem-solving methodologies in large organizations.
  • Familiarity with enterprise financial/ERP platforms (NetSuite, SAP, Oracle).
  • Ability to engage with cross-functional leaders and translate business needs into actionable direction.

Responsibilities

  • Define how transformation initiatives are structured and sequenced across the organization.
  • Influence strategic decisions by engaging with cross-functional leaders.
  • Resolve cross-functional dependencies and surface trade-offs.
  • Drive continuous improvement by aligning systems with business goals.

Skills

Transformation leadership
Cross-functional collaboration
Problem-solving
ERP familiarity

Tools

NetSuite
SAP
Oracle

Job description

Hybrid Full-time Senior Finance

Job Description

Squarespace is looking for an Enterprise Transformation Lead to serve as the enterprise design authority, shaping how transformation initiatives are structured and delivered across the organization. Our Financial Systems team drives the systems and processes that keep Squarespace’s financial operations running with precision and scale. We are a focused, cross-functional team based in NYC, partnering closely with finance, technology, and operational leaders to move critical work forward. You will work closely with cross-functional leaders across Finance, Engineering, and Operations to resolve complex dependencies and align on strategic decisions. This is an opportunity for you to own enterprise-level design decisions at a company scaling across hundreds of countries and multiple products.

This is a hybrid role working from our NYC office 3 days per week. You will report to the Senior Manager Financial Systems.

You’ll Get To…
  • Serve as the enterprise design authority, defining how transformation initiatives are structured and sequenced across the organization
  • Influence strategic decisions by engaging directly with cross-functional leaders and translating complex business needs into clear, actionable direction
  • Resolve cross-functional dependencies, surfacing trade-offs and aligning partners on a path forward
  • Drive continuous improvement by identifying gaps between current systems and business goals and recommending solutions that scale
Nice to Haves
  • Experience applying structured problem-solving methodologies in large, matrixed organizations
  • Familiarity with enterprise financial or ERP platforms (such as NetSuite, SAP, or Oracle)
  • A choice between medical plans with an option for 100% covered premiums including medical, dental, and vision
  • Supplemental Life and Disability Insurance plans
  • Fertility and adoption benefits
  • 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
  • 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: $178,500 – $210,000 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 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 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.

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 .

Get your free, confidential resume review.
or drag and drop your file here.
Similar jobs

Similar jobs worth comparing

Enterprise Transformation, Senior Lead
Enterprise Transformation, Senior Lead

Squarespace • New York (NY)

Hybrid
USD 179,000 - 210,000
Medical plans
Life & Disability
Fertility benefits
+9
Enterprise Transformation, Senior Lead
Enterprise Transformation, Senior Lead

Squarespace • United States

Hybrid
USD 179,000 - 210,000
Medical plans
Dental + vision
401(k) with company match
+3
Senior Program Manager, Commercial Strategy
Senior Program Manager, Commercial Strategy

Webhosting • New York (NY)

On-site
USD 126,500 - 203,550
Free lunch and snacks
Dog-friendly workplace
Private rooftop
+2
Senior Director, Business Development
Senior Director, Business Development

Webhosting • New York (NY)

Hybrid
USD 210,000 - 368,000
Medical plans
Fertility benefits
Headspace
+5
Senior Director, Business Development
Senior Director, Business Development

Squarespace • New York (NY)

Hybrid
USD 210,000 - 368,000
Medical plans with affordable premiums
Fertility & adoption benefits
Headspace mindfulness app
+6
Staff Software Engineer, Revenue Systems
Staff Software Engineer, Revenue Systems

Squarespace • New York (NY)

On-site
USD 186,000 - 299,000
Medical plans
Life and disability insurance
Fertility and adoption benefits
+5
Director, Strategic Procurement
Director, Strategic Procurement

Webhosting • New York (NY)

On-site
USD 250,000 - 300,000
Headspace mindfulness app subscription
Free lunch and snacks
Retirement benefits with employer 100%
+2
Finance Manager
Finance Manager

Webhosting • New York (NY), Northern (KY)

Hybrid
USD 149,000 - 208,000
Medical plans
Headspace mindfulness app
Global ERGs
+3
Software Engineering Manager - Payments
Software Engineering Manager - Payments

Socket.dev • New York (NY)

Hybrid
USD 186,000 - 299,000
Medical plans
Fertility benefits
Adoption benefits
+14
Senior Software Engineer - Java
Senior Software Engineer - Java

Squarespace • New York (NY)

On-site
USD 128,000 - 232,000
100% coverage for some medical plans
Fertility and adoption benefits
Flexible paid time off
+4