Squarespace is looking for a Senior Team Lead, Sales Development Representatives to build and scale our next-generation outbound engine. This is a new, strategic initiative focused on creating a world-class pipeline generation function for SMB sales. You’ll be part of a founding team defining how Squarespace brings its value to life for small businesses through a modern, AI-powered, and data-driven outbound motion.
You’ll be the architect of a new SDR organization including hiring and developing top talent, designing the systems and playbooks they’ll use, and leveraging cutting-edge tools to drive scalable, repeatable growth.
If you thrive in fast-paced environments, love blending human creativity with technology, and are passionate about using AI to redefine the future of sales, this is your chance to build something transformative.
You’ll work hybrid from our NYC Headquarters office, report to the VP of Sales, and work closely with leadership across Sales, Marketing, and Revenue Operations to build the foundation of Squarespace’s next major growth engine.
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.
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 1,500 is headquartered in bustling New York City, with offices in Dublin, Ireland, Aveiro, Portugal, and coworking spaces in the UK, Netherlands, and Australia. For more information about our company culture, visit https://www.squarespace.com/about/careers.
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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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.
Squarespace is the all-in-one solution for anyone looking to create a beautiful website. Domains, eCommerce, hosting, galleries, analytics, and 24/7 support all included.
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Understand the required skills and qualifications, anticipate the questions you may be asked, and study well-prepared answers using our sample responses.
Sales Development Representative (SDR) Q&A's