Enterprise Transformation, Senior Lead

The role

You will serve as the enterprise design authority to shape how transformation initiatives are structured and delivered. You will work with cross-functional leaders in Finance, Engineering, and Operations to resolve dependencies and align on strategic decisions.

What you will do

• Serve as the enterprise design authority, defining how transformation initiatives are structured and sequenced
• Influence strategic decisions by engaging with cross-functional leaders
• Translate complex business needs into clear, actionable direction
• Resolve cross-functional dependencies and align partners on a path forward
• Identify gaps between current systems and business goals
• Recommend solutions that scale

Required qualifications

• 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

Benefits

• 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)

About the company

Squarespace is a design-driven platform helping entrepreneurs build brands and businesses online. The team has more than 1,700 employees and is headquartered in New York City.