Senior Manager, GTM Strategy

About the role

In 2026, Square is focused on deepening its presence in key verticals and the Sales Intelligence team will play a critical role in the success of this effort. The Senior Manager will define and drive the Services vertical strategy, from identifying growth opportunities to influencing roadmap priorities and accelerating revenue performance, all closely tied to sellers' feedback and the deals the team is working.

Responsibilities

• Partner across Sales and Product leadership to improve win rates, expansion outcomes, and reduce churn through stronger product-market alignment
• Translate roadmap priorities into actionable field guidance
• Identify recurring deal blockers and convert insights into scalable solutions
• Partner with Product leaders to prioritize Services vertical investments
• Quantify the revenue impact of roadmap decisions
• Advocate for innovation that drives durable differentiation
• Create tight feedback loops between GTM insights and product execution
• Build strong partnerships across Sales, Product, and cross-functional teams
• Institutionalize mechanisms for signal clarity and insight synthesis
• Elevate strategic tradeoffs to leadership with data-backed recommendations

Requirements

• 8–12+ years of experience in sales strategy, product strategy, vertical GTM, consulting, or similar fields
• Proven track record of leading global, cross-functional strategic initiatives that drive revenue growth, retention, and expansion
• Strong commercial instincts and comfort tying business decisions to revenue outcomes
• Demonstrated ability to partner with and influence senior executives and align diverse stakeholders around strategic priorities
• Exceptional problem-solving and analytical skills; able to translate complex data into actionable insights and executive recommendations
• Experience operating in ambiguity, driving clarity, and executing in a fast-paced, dynamic environment
• Executive-ready communication and storytelling skills
• A passion for helping customers grow and thrive with Square

Qualifications

• Master's degree or equivalent experience
• Proven track record of success in a similar role
• Experience in a high-growth, fast-paced environment
• Ability to work independently and as part of a team
• Excellent interpersonal and communication skills

Skills

• Strategic thinking and problem-solving
• Collaboration and partnership-building
• Data analysis and interpretation
• Financial acumen
• Customer-centric mindset

Benefits

• Flexible work schedule
• Health and wellness programs
• Retirement savings plan
• Modern family planning support
• Continuous learning and development opportunities

Pay

Starting pay range for this role varies based on location and experience. For more details, see the 'Pay' section above.

Schedule

The role is remote-friendly and offers a flexible schedule to accommodate your needs.