Sales Manager, SMB (Chicago)

About the role

We’re looking for a hands-on Sales Manager to lead and grow our SMB sales team in Chicago. You'll be responsible for managing and coaching a team of SMB Account Executives covering the Chicago market. This is not a pure management role—we're looking for someone who leads from the front, helps close deals, sharpens execution, and raises the bar across the team.

Responsibilities

• Lead, coach, and scale a team of SMB Account Executives based in Chicago
• Drive pipeline generation and revenue growth across your territory
• Improve outbound, inbound, and sales execution processes
• Support reps on strategic deals and key accounts
• Build a high-performance, high-accountability sales culture
• Collaborate with marketing and growth on GTM initiatives targeting SMB customers
• Hire, onboard, and develop top sales talent
• Forecast accurately and manage team performance metrics

Requirements

• Proven experience leading high-performing SaaS sales teams in an SMB segment
• Experience managing SMB Account Executives
• Strong understanding of outbound sales, prospecting, CRM workflows, and pipeline management
• Tech-savvy and comfortable selling technical products
• Strong coaching and people management skills
• Self-starter who thrives in a fast-growing startup environment
• Based in or willing to relocate to Chicago, IL

Benefits

• High-impact role in a fast-growing company
• Fast growth of responsibility
• Competitive compensation package
• An open, informal culture grounded in strong values
• Flexibility in working hours and a hybrid work environment