Account Executive, Acquisition

Squarespace•New York City, NY

10d•$85,000 - $115,000•Hybrid

About The Position

Squarespace is looking for an Account Executive to join our New Business Acquisition team. This is a new, strategic sales motion, focused on acquiring net new SMB customers. You’d be part of a founding team, building a critical new growth engine for a globally recognized, design-led technology brand. As an Account Executive on this team, you’ll be on the front lines of Squarespace’s proactive sales efforts, identifying, engaging, and converting high-potential businesses that can benefit from our best-in-class platform. You’ll play a key role in helping us refine how we bring Squarespace’s value to life for SMBs through a structured, data-driven, and high-velocity sales motion. This role is ideal for someone who loves building relationships, thrives in a fast-paced sales environment, and is excited to be a part of establishing a new sales playbook from the ground up. You’ll report to the Sales Manager, Acquisition, and work hybrid from our NYC Headquarter Office.

Requirements

5+ years of B2B SaaS sales experience, ideally within a high-velocity, SMB-focused motion.
A track record of meeting and exceeding sales quotas through disciplined prospecting, pipeline management, and consultative closing.
Strong outbound sales skills. You’re comfortable generating your own pipeline and managing multiple deals simultaneously in a fast-paced environment.
Strong understanding of SMB buyer dynamics and how to sell value to time-constrained, resource-limited business owners and operators.
Proficiency in Salesforce, Gong, and modern AI-driven sales tools for tracking, engagement, and forecasting.
Excellent communication, presentation, and storytelling abilities. You know how to simplify complex concepts and connect with decision-makers quickly.
A builder’s mindset. You’re energized by ambiguity and excited to help shape a new motion within a growing, product-led organization.

Nice To Haves

Experience having sold website building, scheduling, payments, or adjacent supporting web systems a plus.

Responsibilities

Drive New Business Growth: Own the full sales cycle, from prospecting and discovery through demo, negotiation, and close, to acquire new SMB customers across target industries.
Outbound Prospecting: Proactively source new opportunities through a mix of personalized outreach, social selling, and working inbound leads in partnership with Marketing. You’ll be expected to build and maintain a healthy top-of-funnel.
Consultative Selling: Conduct discovery to deeply understand business challenges and tailor Squarespace’s solutions — spanning websites, commerce, and marketing tools — to meet each client’s goals.
Achieve and Exceed Targets: Consistently hit and exceed monthly and quarterly new business quotas by effectively managing your pipeline and maintaining high activity levels.
Collaborate and Build: Work closely with leadership to refine messaging, processes, and playbooks as we evolve our SMB sales approach. Your feedback from the field will directly shape our GTM motion.
Data-Driven Execution: Leverage tools like Salesforce, Gong, and Clay to track activity, manage pipeline health, and forecast accurately. Use performance insights to continuously improve outreach and conversion metrics.
Champion the Brand: Represent Squarespace’s mission and value proposition with clarity and enthusiasm, helping SMB owners see how our tools can simplify and scale their online presence.