Manager, Outbound Sales Development - Square | Atlanta, GA, USA

Position Overview

Square is seeking a high-impact Manager, Outbound Sales Development to lead and scale one of the most critical engines of our GTM motion: outbound pipeline generation. In this role, you will oversee a team of Business Development Representatives focused on creating exceptional first interactions, executing high-quality outbound prospecting, and delivering predictable top-of-funnel pipeline for our Sales organization. You will shape outbound strategy, enforce a high-performance culture, and raise the bar on execution across messaging, sequencing, qualification, and funnel conversion while partnering closely with Sales, Marketing, and Sales Ops.

Key Responsibilities

• Own the outbound engine: Define and drive the strategy, execution, and continuous improvement of outbound pipeline generation.
• Exceed pipeline targets: Consistently deliver strong SQL, meeting, and conversion performance with high-quality output.
• Sharpen outbound execution: Review cold calls, emails, and cadences to refine talk tracks, personalization, sequencing, and objection handling.
• Improve conversion: Identify funnel gaps, diagnose root causes, and implement changes that increase meeting quality and downstream pipeline conversion.
• Competitive positioning: Train the team to position Square's integrated ecosystem as the modern, efficient, high-value alternative in the market.
• Forecasting & reporting: Own pipeline forecasting and deliver clear, data-backed insights to Sales leadership.
• Territory and ICP alignment: Collaborate across Sales, Marketing, and Sales Ops to refine ICP, prioritize accounts, and optimize outbound coverage.
• Experiment & scale: Test new messaging, channels, and tactics. Operationalize what works; eliminate what doesn't.
• Develop elite outbound talent: Coach and mentor BDRs regarding call execution, active listening, objection handling, and qualification discipline.
• Build a performance culture: Create a metrics-driven environment grounded in accountability, consistency, and continuous improvement.
• Operational excellence: Implement scalable onboarding, coaching frameworks, and performance management systems that support rapid growth.
• Cross-functional alignment: Partner closely with Sales Enablement and Marketing to ensure outbound campaigns land with precision.
• Data-driven management: Use Salesforce, Outreach, and analytics tools to inspect activity, monitor conversion trends, and drive targeted coaching.

Required Qualifications

• 3+ years in Sales Development, Business Development, or outbound sales, including 1+ year in a leadership or coaching capacity.
• Proven track record of leading high-performing teams that exceed outbound pipeline targets.
• Deep expertise in outbound motions, including cold calling, sequencing, messaging, objection handling, and multi-channel outreach.
• Demonstrated ability to build, coach, and scale high-output teams that operate with urgency and discipline.
• A data-first mindset with strong forecasting, operational rigor, and process-management skills.
• Exceptional communication and leadership presence – you set clear expectations, rally teams, and drive results.

Compensation

Square takes a market-based approach to pay. The starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. U.S. candidates are placed into one of four zones:

• Zone A: $129,000 - $177,400
• Zone B: $119,900 - $164,900
• Zone C: $113,600 - $156,200
• Zone D: $103,200 - $141,900

Benefits & Perks

• Remote work
• Medical insurance
• Flexible time off
• Retirement savings plans
• Modern family planning

Every benefit is designed to empower you to do the best work of your career while building the life you want.