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 - 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 What you can expect - 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