Global Technical Account Management Lead, Cash App Pay, Afterpay & Clearpay
WFA Digital Insight
The demand for technical account management specialists has grown significantly, with a 25% increase in job postings over the past year. As the remote job market continues to evolve, companies like Square are looking for leaders who can drive merchant growth and retention. With the rise of omnichannel solutions, technical account managers with expertise in GTM are in high demand. Square's commitment to providing integrated solutions for sellers of all sizes makes this role particularly interesting. Before applying, candidates should be aware of the company's focus on innovation and customer satisfaction, as well as the importance of collaboration and strategic thinking in this role.
Job Description
About the Role
The Global Technical Account Management Lead will play a critical role in driving merchant growth and retention for Cash App Pay, Afterpay, and Clearpay. This team sits at the intersection of product, engineering, solutions engineering, GTM, and merchant success, combining deep product and technical expertise with commercial acumen to drive merchant growth and retention. As a leader, you will be responsible for setting the vision and strategy for the Technical Account Management function globally.The Technical Account Management team is a distributed team of technical experts who serve as trusted partners to Square's largest merchants. They work closely with merchants to understand their technical needs, provide post-sales support, and identify opportunities for growth. The team is responsible for protecting merchant performance, surfacing opportunities, and driving commercial outcomes.
As the leader of this team, you will have a direct impact on the company's revenue growth and merchant satisfaction. You will work closely with cross-functional teams, including Sales, Account Management, Solutions Engineering, Product, and Engineering, to drive strategic initiatives and ensure alignment with the company's commercial objectives.
What You Will Do
- Define and execute the global Technical Account Management strategy, aligning team priorities to Cash App Pay, Afterpay, and Clearpay's commercial objectives
- Evolve the team from reactive support toward proactive merchant enablement, building repeatable routines that protect merchant performance and unlock growth
- Establish clear goals, KPIs, and performance measurement frameworks that connect technical account management work to commercial outcomes
- Lead, coach, and develop a globally distributed team of Technical Account Managers across the US, UK, and Australia
- Foster global alignment while respecting regional autonomy, standardizing strategy and operating principles while allowing regions to execute based on local market context
- Serve as the escalation point for critical merchant issues, incidents, and strategic accounts
- Partner with Product and Engineering to represent the merchant voice, frame feature requests with commercial impact, and influence the product roadmap
- Build and maintain strong partnerships with Account Management/Relationship Management, Sales, Solutions Engineering, Product, and Engineering teams
- Represent the Technical Account Management function in cross-functional planning with GTM, Product, and Engineering leadership
- Collaborate with Solutions Engineering to identify and execute post-sales growth opportunities, ensuring a seamless handoff from pre-sales into ongoing merchant enablement and expansion
What We Are Looking For
- 8+ years of experience in technical account management or a related field, with a proven track record of driving merchant growth and retention
- Strong technical expertise, with experience working with payment processing systems, APIs, and software development
- Excellent leadership and management skills, with experience leading distributed teams
- Strong communication and interpersonal skills, with the ability to build strong relationships with merchants and cross-functional teams
- Experience working in a fast-paced, dynamic environment, with a strong ability to adapt to changing priorities and expectations
- Strong analytical and problem-solving skills, with the ability to analyze complex technical issues and develop creative solutions
- Experience working with GTM, with a strong understanding of the commercial aspects of technical account management
Nice to Have
- Experience working with Cash App Pay, Afterpay, and Clearpay, or similar payment processing systems
- Strong understanding of software development and engineering principles
- Experience working with cross-functional teams, including Sales, Account Management, Solutions Engineering, Product, and Engineering
- Certification in a related field, such as technical account management or software development
Benefits and Perks
- Competitive salary and benefits package
- Opportunity to work with a dynamic and innovative company
- Collaborative and supportive work environment
- Professional development opportunities, including training and certification programs
- Flexible work arrangements, including remote work options
- Access to the latest technology and tools
- Recognition and reward programs for outstanding performance
- Comprehensive health and wellness benefits, including medical, dental, and vision coverage
- Retirement savings plan with company match
- Generous paid time off and holiday schedule
How to Stand Out
- Be prepared to discuss your experience working with payment processing systems and APIs, as well as your technical expertise in software development.
- Emphasize your leadership and management skills, including your ability to lead distributed teams and build strong relationships with merchants and cross-functional teams.
- Highlight your analytical and problem-solving skills, including your ability to analyze complex technical issues and develop creative solutions.
- Be prepared to discuss your experience working with GTM, including your understanding of the commercial aspects of technical account management.
- Show enthusiasm for the company's mission and values, and be prepared to discuss how you can contribute to the team's success.
- Research the company's products and services, including Cash App Pay, Afterpay, and Clearpay, and be prepared to discuss how you can drive merchant growth and retention.
- Be prepared to discuss your experience working in a fast-paced, dynamic environment, and your ability to adapt to changing priorities and expectations.
- Consider creating a portfolio or case study that showcases your technical expertise and leadership skills, and be prepared to discuss your accomplishments and experiences during the interview process.
This is a remote position listed on WFA Digital, the platform for professionals who work from anywhere. Browse more remote jobs across all categories.