Senior Manager, Data Science and Machine Learning

Squarespace•New York City, NY

2d•$223,000 - $358,800•Hybrid

About The Position

Squarespace is hiring a Senior Manager, Data Science and Machine Learning to lead the team responsible for predictive models, causal inference frameworks, and AI evaluation systems that inform customer acquisition, retention, and service at scale. The role leads a team of 12 data scientists and machine learning engineers, including three direct reports who manage their own teams, and works closely with product, engineering, analytics, and business partners across the organization. The Senior Manager sets the technical and strategic direction for data science and machine learning across Squarespace’s product and business priorities. The role applies data science to growth areas including marketing measurement, sales growth, product optimization, customer support allocation, and risk and credit modeling. It also establishes systems, processes, and team culture to improve the quality and speed of delivery, and evolves the team's ML infrastructure and tooling as Squarespace’s AI capabilities grow. This is a hybrid role working from the New York City office three days per week. The position reports to the VP, Data. Cash compensation is listed as $223,000–$358,800 USD. Eligible employees may also be granted an option to purchase common stock.

Requirements

12+ years in data science or machine learning, including experience leading technical teams through complex, high-stakes projects.
5+ years managing managers, with demonstrated ability to develop senior individual contributors and team leads simultaneously.
Hands-on experience building or overseeing production predictive models, causal inference frameworks, or AI evaluation systems.
Ability to align product, engineering, and business partners around a shared roadmap and navigate trade-offs clearly.
Ability to explain statistical or technical trade-offs to executives while preserving nuance.
Experience scaling a data science or machine learning function, including team structure, hiring, and technical standards.

Nice To Haves

Experience building or overseeing LLM evaluation harnesses, including golden sets and LLM-as-judge methods.
Familiarity with prompt and model lifecycle management in production.
Experience designing human-in-the-loop review for AI-driven features.
Background in marketing science, experimentation, or credit/risk modeling.

Responsibilities

Lead and develop a team of 12, including three direct reports who manage their own teams.
Set technical and strategic direction for predictive modeling, causal inference, and AI evaluation across Squarespace’s product and business priorities.
Apply data science to marketing measurement, sales growth, product optimization, customer support allocation, and risk and credit modeling.
Partner with product, engineering, and business leaders to translate complex statistical and machine learning work into decisions and systems that support customer acquisition, retention, engagement, and growth across global products.
Build systems, processes, and team culture that improve the quality and speed of data science delivery across the organization.
Evolve the team’s machine learning infrastructure and tooling as Squarespace’s AI capabilities grow.

Benefits

A choice between medical plans, including an option for 100% covered premiums for 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 of paid parental leave and family care leave.
Pretax commuter benefit.
Education reimbursement.
Employee donation match to community organizations.
Seven Global Employee Resource Groups (ERGs).
Dog-friendly workplace.
Free lunch and snacks.
Private rooftop.
Hack week twice per year.
Eligible employees may be granted an option to purchase common stock.