---
title: 'Senior Manager, Data Science and Machine Learning at Squarespace'
canonical: 'https://feeny.ai/job/senior-manager-data-science-and-machine-learning-squarespace-new-york-23x82rx6dwj8'
type: 'job'
last_seen: '2026-11-02'
---

# Senior Manager, Data Science and Machine Learning at Squarespace

- **Company:** Squarespace
- **Location:** New York, NY
- **Posted:** 2026-10-13
- **Last confirmed live:** 2026-11-02
- **Apply:** http://www.squarespace.com/about/careers?gh_jid=8249791

## Job description

Senior Manager, Data Science and Machine Learning

New York, NY

Squarespace is hiring a Senior Manager, Data Science and Machine Learning to lead the team behind our predictive models, causal inference frameworks, and AI evaluation systems.  These are the tools that inform how we acquire customers, keep them, and serve them at scale.  Reporting to the VP of Data, you’ll lead a team of 12 data scientists and ML engineers doing work that is directly tied to how Squarespace leverages AI and data-driven capabilities. You will work closely with product, engineering, and analytics partners across the organization to introduce new ways to leverage data in our products and decision systems, for customers and internal use. This is an opportunity to step into a critical senior leadership seat and set the direction for how machine learning and data science are practiced at Squarespace.

This is a hybrid role working from our NYC office 3 days per week. You will report to the VP, Data.

You'll Get To...

- Lead and develop a team of 12, including three direct reports who manage their own teams
- Set the technical and strategic direction for predictive modeling, causal inference, and AI evaluation across Squarespace's product and business priorities
- Apply data science to Squarespace’s biggest growth levers: 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 ML work into decisions and systems that drive customer acquisition, retention, engagement, and growth across our global products.
- Build the systems, processes, and team culture that raise the quality and speed of data science delivery across the organization
- Evolve the team's ML infrastructure and tooling as AI capabilities at Squarespace grow

Who We're Looking For

- 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
- Skill at aligning product, engineering, and business partners around a shared roadmap and navigating trade-offs clearly, especially in explaining statistical or technical trade-offs to executives without losing the nuance
- Experience scaling a data science or ML function, including team structure, hiring, and technical standards

## Nice to Have

- 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

## Benefits & Perks

- 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

Cash Compensation Range: $223,000 - $358,800 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 — from Squarespace and Squarespace Payments, to subsidiaries like Tock, Bio Sites, and Unfold, as well as Acuity Scheduling — works together to help customers stand out and succeed online. By fundamentally changing the way individuals and businesses around the world build an online presence, we empower our customers with a competitive advantage in reaching their audience. The company is headquartered in New York City, with offices in Dublin and Aveiro. For more information about our company, visit https://www.squarespace.com/about-us.

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.

#LI-Hybrid

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.

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](https://sqsp.link/Sxow3s).

## About Squarespace

## Company Overview
- **One-liner**: Squarespace is a website building and hosting platform that provides tools for entrepreneurs and creators to build, manage, and grow their online presence, including websites, ecommerce stores, domains, and marketing.
- **Entity Type**: Public (NYSE: SQSP)
- **Headquarters**: New York City, USA (with offices in Dublin, Ireland, and Aveiro, Portugal)
- **Founded**: 2003
- **Founders**: Anthony Casalena

## Core Business
- **Primary industry/industries**: Website building & hosting, ecommerce, content management, marketing technology
- **Target customers**: B2B and B2C – small businesses, entrepreneurs, creators, freelancers, and enterprises building online brands
- **Mission or purpose statement**: “A future where everyone can be an entrepreneur.” Design is the ultimate competitive advantage, making professional online tools accessible to all.

## Products & Services
- **Squarespace Websites**: Drag-and-drop website builder with customizable templates, hosting, and built-in SEO; SaaS.
- **Squarespace Commerce**: Ecommerce platform with inventory management, checkout, payments, and shipping; integrated into websites.
- **Squarespace Scheduling**: Online booking and appointment scheduling tool (formerly Acuity Scheduling); SaaS.
- **Squarespace Domains**: Domain name registration and management.
- **Squarespace Marketing**: Email campaigns, social media integration, and analytics tools to grow customer reach.

## Market Standing
- **Valuation/Market Cap**: Not disclosed (public company; market cap available via stock market data)
- **Key Metric**: Annual Revenue ~$1.0B (LinkedIn)
- **Notable Investors/Partners**: Public company; no recent funding rounds. Partners include payment processors (Stripe), and the company owns the Unfold brand.
- **Growth Signals**: Headcount grew 11.7% year-over-year to 1,523 employees (LinkedIn, about page reports “more than 1,760”). Continues to expand offices in Dublin and Portugal; recognized as Great Place to Work and Best Large Places to Work multiple years.

## Competitive Advantages
- **Design-first philosophy** – every product is built with a focus on aesthetics and usability, differentiating from more utilitarian competitors.
- **All-in-one platform** – customers can get websites, domains, ecommerce, scheduling, and marketing under one roof, reducing the need for third-party integrations.
- **Strong brand and community** – millions of websites created; consistently ranked among top workplace awards, attracting top talent.
- **Flexible work policy** – offers both office-space and home-space classifications, enabling a hybrid model that balances collaboration and remote autonomy.

## Strategic Focus
- **Betting on big ideas** – investing in game-changing products like improved ecommerce features, AI-powered design tools, and deeper integrations.
- **International expansion** – growing engineering and support teams in Dublin and Portugal to serve a global customer base.
- **Inclusion & Impact** – driving diversity through employee resource groups, inclusive policies (20 weeks paid family leave, fertility benefits), and matching charitable donations up to $600 per employee.

## Why Work Here
- **Culture**: Highly collaborative, design-driven, and fast-paced. Emphasis on “protect creativity,” “be the customer,” and “learn fast, act fast.” Strong focus on inclusion with 7 ERGs and an Inclusion Advisory Council.
- **Work flexibility**: Hybrid and remote options are core to the model. Employees can be “Officespace” (in-office at least part of the week) or “Homespace” (fully remote). Previously 13% were fully remote pre-pandemic; now many roles have flexible arrangements.
- **Perks & benefits**:
  - Competitive salary, equity grants, and 401(k) with company match.
  - Up to 20 weeks paid family leave and 12 weeks personal care leave.
  - Fertility and adoption benefits (up to $10k/year, $20k lifetime).
  - Mental health support via Headspace, Talkspace, and EAP.
  - Charitable donation matching ($600/yr).
  - Free Squarespace and Unfold subscriptions for employees.
- **Recognition**: Great Place to Work (US, Ireland); Built In Best Places to Work; Comparably Best Work-Life Balance; Healthiest Employers of NYC; Best Companies for Diversity, Women, and Career Growth.
- **Engineering culture**: Teams work on backend (Java, Go), frontend (React, JavaScript), infrastructure, and product analytics. Open roles include Staff Engineer, Senior Software Engineer, and DevOps roles.

## Sources
1. [squarespace.com/about/careers](https://www.squarespace.com/about/careers)
2. [squarespace.com/about/company](https://www.squarespace.com/about/company)
3. [squarespace.com/about/inclusion-and-impact](https://www.squarespace.com/about/inclusion-and-impact)
4. [linkedin.com/company/squarespace](https://www.linkedin.com/company/squarespace)
5. [squarespace.com/careers/jobs](https://www.squarespace.com/careers/jobs)

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