Role Description The Enterprise Sales Manager is a high-impact field sales role responsible for the direct acquisition of new enterprise accounts. As a “hunter,” your primary duty is to personally solicit and secure new business by regularly engaging with C-suite executives and stakeholders on-site at their locations. You will represent the company’s logistics and transportation solutions in the field, managing the entire sales lifecycle from initial face-to-face prospecting to final contract execution. Key Responsibilities - Field-Based Business Development: - Customarily and regularly travel to prospective client sites to conduct discovery meetings, present solutions, and negotiate high-value contracts. - Direct Sales Solicitation: - Primary responsibility for obtaining signed contracts and orders for company services through direct, in-person engagement with key decision-makers. - Strategic Account Acquisition: - Identify and qualify enterprise prospects within the assigned territory, prioritizing face-to-face relationship building as the primary driver of the sales cycle. - Contract Negotiation: - Lead complex negotiations at the client’s place of business to finalize pricing, service level agreements, and partnership terms. - Market Presence: - Attend industry trade shows, conferences, and networking events to solicit new business and expand the company’s regional footprint. Qualifications - 5-10 years of experience in enterprise sales or business development, preferably within a B2B technology environment. - Must be able and willing to travel frequently to visit clients and prospects within the assigned territory. - Proven track record of meeting or exceeding sales targets in complex sales cycles. - Strong understanding of enterprise sales processes and Salesforce CRM tools. - Excellent communication, negotiation, and presentation skills. Preferred Qualifications - Experience selling SaaS or cloud-based solutions to enterprise clients. - Familiarity with the United States market and regional business practices. - Demonstrated ability to lead and mentor sales teams. - Professional sales certifications such as Certified Sales Professional (CSP) or similar. Benefits - Comprehensive benefits package designed to support the well-being of our employees and their families. - Health insurance with two PPO plan options covering medical care, prescriptions, preventative services, and virtual visits. - Dental and vision coverage. - Voluntary short-term disability insurance, life, and AD&D coverage. - 401(k) plan with a 3% Safe Harbor contribution (subject to IRS HCE guidelines). - Generous time-off benefits for vacation, sick leave, and company holidays. - Eligibility for a corporate bonus or sales commission plan based on their role.

• Develop and execute comprehensive sales strategies for both retail and commercial markets. • Analyze market trends, customer needs, and competitive activity. • Set quarterly and annual sales targets and KPIs. • Oversee major negotiations, pricing strategy, logistics, and client issue resolution. • Promote the company's value proposition and solutions. • Lead, mentor, and scale a high-performing sales team. • Recruit, train, coach, and develop sales professionals. • Build and maintain strong relationships with clients, and key strategic accounts. • Collaborate with marketing, production, product development, and operations. • Stay current on industry trends, technologies, and competitors.

Role Description 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 Qualifications - 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 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 for non-exempt employees) - Learning and Development resources - Paid Life insurance, AD&D, and disability benefits

• Motivar a los prospectos a trabajar contigo y, gracias a tu habilidad en ventas, convertir su interés en resultados reales. • Te comunicarás en español con personas que ya dejaron sus datos en nuestra web. No harás llamadas en frío: los contactos ya esperan que los llamemos para recibir información. • Recopilar la información necesaria de cada cliente e ingresarla correctamente en nuestra base de datos electrónica (CRM). • Generar confianza y credibilidad durante el primer contacto para convertir prospectos en clientes duraderos. • Completar la documentación requerida para cada cliente. • Hacer seguimiento y mantener una relación activa con los clientes existentes (servicio postventa y atención al cliente).