Senior Mid-Market Sales Leader

Square; San Francisco (CA); On-site; USD 252,000 - 377,000; Full time

Benefits offered by this job

Healthcare coverage

Health Savings Account

Retirement plans with company match

Employee Stock Purchase Program

Wellness programs

Paid parental leave

Paid time off

Paid sick leave

Learning and Development resources

Life insurance

Job summary

Square seeks a Senior Sales Manager to lead a team of ~10 Senior Account Executives on a fully outbound, data-driven playbook. You will develop talent, sharpen strategy, and own forecasting while driving sustainable revenue growth across executive networks, partnerships and events.

You will build scalable processes, coach reps in real work, and collaborate cross-functionally with Marketing, Enablement, Operations and Product to improve the customer journey and outcomes.

Qualifications

• 7+ years experience as a sales manager.
• 3 years of documented sales success as an individual contributor exceeding target.
• A proven track record leading high-performing sales teams in a fast-paced, high-growth environment.
• Experience leading an outbound-led team, with ICP targeting, multi-channel approach, and pipeline quality over volume.
• Success developing Account Executives into top performers through structured coaching and clear performance expectations.
• Deep expertise in pipeline management, forecasting, and using data to improve business outcomes.
• Demonstrated experience hiring exceptional talent and building teams that consistently outperform.
• Strong business judgment balancing short-term execution with long-term health.

Responsibilities

• Build a High-Performance Team
• Coach Through Data & Business Intelligence
• Drive Operational Excellence
• Lead Through Influence

Skills

Sales leadership

Outbound selling

Coaching & development

Forecasting

Pipeline management

Data-driven decisions

Talent development

Hiring excellence

Job description

Square seeks a Senior Sales Manager to lead a team of ~10 Senior Account Executives on a fully outbound, data-driven playbook. You will develop talent, sharpen strategy, and own forecasting while driving sustainable revenue growth across executive networks, partnerships and events.

You will build scalable processes, coach reps in real work, and collaborate cross-functionally with Marketing, Enablement, Operations and Product to improve the customer journey and outcomes.