Squarespace’s People team is committed to defining & building how artificial intelligence is applied across the broader employee and manager experience. As a People AI Solutions Architect, you will set direction, drive execution, and transform how the People team delivers and supports core people work through thoughtfully designed, responsible AI solutions. 

This role partners closely with senior People team leaders and collaborates across the broader People team, Data, Technology, IT, Legal, and Security to identify high-value opportunities, deliver solutions, and ensure sustainable adoption.

This is an extremely hands on, building oriented individual contributor role with broad scope, high visibility, and significant influence across the People organization. This is a hybrid role working from our NYC office/Dublin office 3 days per week. You will report to the Manager, People Analytics.

You’ll Get To…

• Define the playbook for AI in HR, creating the scripts, templates, and processes that will scale our efforts.
• Spend time shadowing COE’s, including Talent Acquisition, People Business Partners, and People Operations to observe their workflows in order to build what they actually need.
• Rapidly prototype AI tools and vibe-code solutions to prove an idea works before we commit to a full build, without waiting for a roadmap.
• Design, build, test, and implement AI-enabled workflows and tools, moving from proofs of concept to production-ready and full adoption, while iterating based on data and user feedback.
• Translate People-related challenges into clear, usable solutions that balance effectiveness, risk, and employee experience.
• Evaluate tools and vendors, build proofs of concept, and recommend approaches based on practicality, risk, and potential impact.
• Partner with People Tech, People Analytics, IT, Legal, and Security to ensure solutions are secure, compliant, and fit for day-to-day use.
• Apply responsible AI practices, including appropriate data use, transparency, and human oversight.
• Track outcomes and adoption to understand what is effective and identify areas for improvement.
• Coach and support others in understanding how AI can be effectively utilized within the People Team.
• Contribute People-centric expertise into broader internal AI discussions as required.

Who We’re Looking For

• 6+ years of experience in HR technology, people analytics, digital transformation, automation, or related fields.
• You aren't just an advisor; you have the technical chops to write scripts, work with APIs, and build functional prototypes using modern AI tools.
• Proven ability to lead ambiguous, cross-functional initiatives with meaningful impact.
• You’re a self-starter who thrives in the gray area. If a playbook doesn't exist, you enjoy writing it yourself.
• Strong understanding of HR functions and systems across the employee lifecycle.
• You have a deep, practical interest in LLMs and AI agents. You’ve built a few things that have had real impact and are the person everyone asks about the latest tech.
• Track record of influencing senior stakeholders and driving alignment.
• Strong communication skills and sound judgment when working with sensitive employee data.
• Experience with enterprise HR platforms such as Workday preferred
• Exposure to enterprise governance, risk, or compliance environments preferred

Benefits & Perks

• A choice between medical plans with an option for 100% covered premiums 
• Fertility and adoption benefits
• Access to supplemental insurance plans for additional coverage
• 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: $126,000 - $180,000 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 customer base, but we also strive for 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.

 

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