Sales Manager, SMB

The Role

Square is building one of the most dynamic inside sales organizations in fintech — and we're looking for a proven Inside Sales Manager to lead, scale, and inspire a remote team of Account Executives.

You'll run a high-velocity sales motion where inbound demand meets outbound hustle. Your team will turn thousands of interested sellers into thriving Square customers — and you'll help them do it faster, smarter, and better every quarter.

This is a hands-on leadership role for someone who loves building process, coaching talent, and pushing results. You'll lead with data, empower with trust, and create a culture that celebrates performance, grit, and growth.

If you're the kind of leader who rolls up your sleeves, drives revenue at scale, and knows how to build a world-class inside sales engine — this is your next big challenge.

You Will

• Lead and develop a high-performing remote team of Account Executives focused on full-cycle selling


• Drive predictable revenue growth through clear KPIs, metrics, and consistent quota achievement


• Hire, train, and promote top talent while building a culture of continuous improvement


• Coach for excellence through live call participation, 1:1s, and data-backed feedback


• Create scalable processes to optimize pipeline management and forecasting accuracy


• Partner with Marketing, Product, and Sales Ops to strengthen our go-to-market motion


• Use data-driven insights to track performance and implement strategic improvements

You Have

• 3–5+ years of inside sales management experience, leading quota-carrying Account Executives


• Track record of exceeding team revenue goals in a high-velocity sales environment


• Proven success hiring, ramping, and developing AEs to full productivity


• Experience managing remote teams with a focus on metrics and accountability


• Strong business acumen with ability to build scalable systems and processes


• Exceptional communication and influencing skills across all levels


• Data-driven approach to coaching and performance management


• Experience in fintech, payments, or SaaS sales management


• Familiarity with Salesforce, Gong, and modern sales engagement tools (e.g., Outreach, Salesloft)


• Background leading teams selling into SMBs across multiple verticals

We're working to build a more inclusive economy where our customers have equal access to opportunity, and we strive to live by these same values in building our workplace. Block is a proud equal opportunity employer. We work hard to evaluate all employees and job applicants consistently, based solely on the core competencies required of the role at hand, and without regard to any legally protected class. We believe in being fair, and are committed to an inclusive interview experience, including providing reasonable accommodations to disabled applicants throughout the recruitment process. We encourage applicants to share any needed accommodations with their recruiter, who will treat these requests as confidentially as possible. Want to learn more about what we're doing to build an inclusive workplace? Check out our Inclusion & Diversity page

Full-time employee benefits include the following:

• Healthcare coverage (Medical, Vision and Dental insurance)


• Health Savings Account and Flexible Spending Account


• Retirement Plans including company match


• Employee Stock Purchase Program


• Wellness programs, including access to mental health, 1:1 financial planners, and a monthly wellness allowance


• Paid parental and caregiving leave


• Paid time off (including 12 paid holidays)


• Paid sick leave (1 hour per 26 hours worked (max 80 hours per calendar year to the extent legally permissible) for non-exempt employees and covered by our Flexible Time Off policy for exempt employees)


• Learning and Development resources


• Paid Life insurance, AD&D, and disability benefits

These benefits are further detailed in Block's policies. This role is also eligible to participate in Block's equity plan subject to the terms of the applicable plans and policies, and may be eligible for a sign-on bonus. Sales roles may be eligible to participate in a commission plan subject to the terms of the applicable plans and policies. Pay and benefits are subject to change at any time, consistent with the terms of any applicable compensation or benefit plans.