Remote SMB Inside Sales Leader - Scale & Coach AEs

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 Pay Transparency Block takes a market‑based approach to pay, and pay may vary depending on your location. U.S. locations are categorized into one of four zones based on a cost of labor index for that geographic area. The successful candidate's starting pay will be determined based on job‑related skills, experience, qualifications, work location, and market conditions. These ranges may be modified in the future. Zone A:

$163,600—$245,400 USD

Zone B:

$152,200—$228,200 USD

Zone C:

$144,000—$216,000 USD

Zone D:

$135,800—$203,600 USD

To find a location's zone designation, please refer to this resource. Benefits 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 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 fairness 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. #J-18808-Ljbffr Centaur Labs