Enterprise Transformation, Senior Lead

About the position

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.

Responsibilities

  • 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

Requirements

  • 12+ years of demonstrated experience leading enterprise transformation or financial systems initiatives at scale
  • Proven ability to take complex, ambiguous problems and develop clear, logical frameworks that drive decisions
  • Experience presenting strategy and recommendations to executive audiences and earning alignment without direct authority
  • Demonstrated ability to bridge business requirements and technology solutions, translating between finance, operations, and engineering partners fluently

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)

Benefits

  • 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
  • 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
Back to blog

Other Jobs To Apply

Remote Customer Support Specialist- Part Time & Full Time

PACS Admin with Site co-ordinator (reputed company and Divrad)

Social Media Lead (m/w/d) | Strategie & Performance | 100 % remote

**Experienced Online Customer Support Specialist – reputed company Chat Support (Remote) – Part-Time Opportunity**

Junior Level/ Entry Level Software Engineer (Remote)

Ramp Agent - Evening Shift

Work from Home Overnight Jobs Late Night Customer Experience Specialist $25-$35/hr ? Enhance customer experiences during late-night hours in a home-based role.

Warehouse Associate - Night Shift- Immediate Hiring

reputed company Careers - Find flexible, work-from-home jobs helping customers while earning $25-$35 per hour.

Call Center Representative- Reno, Nevada- Remote (Any city, NV, US, 99999)

Nurse Consultant (Nursing Home Surveyor)

Warehouse Worker Job at Hayes Company LLC in Forney

SOC Analyst I (Remote)

Remote Part‑Time Customer Service Representative – Flight Operations & Passenger Support – Earn $27/hr at arenaflex

Live Chat Jobs - Remote Position (Up to $35/hour) - No Degree Required, No Experience Necessary

[Remote] DR Systems PACS Administrator / Specialist

-Work From Home Position | Entry-Level | Flexible Hours

Flexible Part-Time Remote Data Entry Specialist | Flexible Hours & Training Provided | Join arenaflex Team

reputed company, Progressive Care, Per-diem

Remote Physical Therapist in ID

Overnight Positions Near Me Online – Non-Phone Digital Chat Role | $25–$35/hr

reputed company RN – Clinical Documentation Specialist – CDIP CCDS Required – 100% Remote, GA

HelpDesk (Customer Support)

Senior Technical Program Manager, Amazon Access - Apply

Entry Level Financial Protection Specialist (Remote)

[Remote] Epic- Clinical Service Desk Specialist-REMOTE

Work from Home as a Game Tester in the United States

Medical Scribe (Remote - Full Time) - Full-time

Part Time Package Handler (Twilight) - YVR Area

Lead Backend Developer – Aviation Systems (Remote, Full-Time)

Remote Cybersecurity Jobs - reputed company

Appeals Nurse (RN) Analyst (670084)

Dealer Development Manager (Nashville, TN)

Entry-Level Data Entry Specialist Remote

Part-Time Remote Typist/Data Entry Clerk

No Experience Necessary | Work from Home Chat Agent Job - $25-$35/hour (Remote), Compensation: $25-$35/hour

**Remote Data Entry Clerk – Part‑Time, Precision‑Focused, Flexible Hours, Global Collaboration**

Remote Product Support Representative (No Degree Required/High Paying)

Entry-Level Data Entry Clerk – No Experience Required – Immediate Start at arenaflex – Grow Your Career in a Dynamic Data‑Driven Environment

**Dedicated Overnight Live Chat Support Agent – Remote, Night Shift Customer Service Specialist with Strong Communication Skills**

**Customer Service & Support Representative – Remote – 6+ Month Engagement – Join arenaflex’s Dynamic Operations & Assurance Team**

Experienced Remote Administrative Support & Data Entry Assistant – Part-Time, Entry Level | Flexible Hours + Great Pay

Weekend Job / Part-time Job - Online Tutor in Türkiye

[Remote] Business Operations Admin

Remote Live Chat & Email Support Specialist – Deliver Outstanding Customer Service from Home, Earn $25–$35 per Hour

Customer Support Jobs No Phone Flexible Schedule – reputed company | $25–$35/hr

**Remote Admin Support - Data Entry Role at blithequark**

**Experienced Customer Support Representative – Night and Weekend Shift – Coppell, TX**

Part-Time Remote Live Chat Support Specialist – No Experience Required, Flexible Hours, Earn Up to $280 Daily

**Experienced Part‑Time Remote Data Entry & Market Research Specialist – Earn Competitive Pay in Paid Focus Groups & Clinical Trials**