# Senior Lead, AI Pricing & Margin Strategy at Squarespace

- Company: Squarespace
- What the company does: Create a website and grow your business with a free Squarespace trial. Start with customizable website templates, AI website builder tools, or a domain name. Backed by Accel and Index.
- Company website: http://www.squarespace.com
- Type: Startups (AI role)
- Level: Senior
- Location: New York City
- Work setup: On-site
- Pay: $126K to $170K base salary per year (USD)
- Posted: 2026-09-22
- Apply by: 2026-11-06
- Apply: http://www.squarespace.com/about/careers?gh_jid=8205265
- Page: https://www.1752.vc/careers/jobs/squarespace-senior-lead-ai-pricing-and-margin-strategy/

## About the role

Squarespace is looking for an analytical, curious thinker to help build out the economics of our growing AI product portfolio. This role sits at the intersection of commercial strategy and emerging technology — supporting the pricing, margin analysis, and packaging work that shapes how Squarespace monetizes AI-powered features for customers and manages AI costs internally.

## What they're looking for

- 5+ years of experience in pricing strategy, commercial analytics, product finance, management consulting, or a related analytical role
- Strong analytical toolkit: SQL required, financial modeling from scratch, and comfort stress-testing assumptions — you're comfortable querying large-scale usage and cost data directly and presenting findings clearly
- Experience working cross-functionally with Product, Engineering, or Finance teams, and an ability to navigate ambiguity with structure and clarity
- Strong written and verbal communication skills, you can synthesize complex information into a clear, decision-ready summary
- A proactive, self-starter mindset — you're comfortable asking the right questions, defining scope, and driving work forward with limited direction

Tags: Domains & Applications