Senior Team Lead, Sales Development Representatives

Squarespace(1 month ago)

HybridFull TimeSenior$106,250 - $143,750Sales

About this role

A Senior Team Lead, Sales Development Representatives at Squarespace will lead a new strategic initiative to establish an AI-enabled, data-driven outbound pipeline function for SMB sales. This founding role shapes how the company brings value to small businesses, collaborating across Sales, Marketing, and Revenue Operations to define the outbound motion. The position reports to the VP of Sales and is based hybrid from Squarespace’s New York City headquarters.

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Required Skills

Outbound Sales
Team Building
Hiring
Onboarding
Workflow Automation
AI Platforms
Pipeline Generation
Playbook Development
Prospecting
Messaging

+5 more

About Squarespace

squarespace.com

Squarespace is an all-in-one website building platform that helps individuals and businesses create polished, mobile-responsive sites using designer templates and intuitive editing tools. It provides integrated hosting, domains, ecommerce (stores, subscriptions, digital products), scheduling, marketing, SEO, analytics, and payment processing so users can build and run online businesses from one place. The product emphasizes clean design and creative-focused features, with AI-assisted content tools, developer customization (code/CSS), and third‑party integrations. Users pick Squarespace for its ease of use, unified infrastructure, and end-to-end site-management capabilities.