Sales manager Jobs in Chicago, IL

Canals

Canals builds software for wholesale distributors, helping them operate more efficiently through automation and AI.

Our customers are the companies responsible for moving the materials that power the real economy; electrical supplies, plumbing products, roofing materials, HVAC equipment, and more. Every day, thousands of people rely on Canals to help process orders, manage purchasing, handle accounts payable, and streamline critical business workflows.

We're a profitable, rapidly growing company with a team of roughly 100 people distributed across North and South America. We care deeply about building great products, hiring exceptional people, and creating an environment where talented individuals can do the best work of their careers.

The Role

We're looking for an experienced Sales Manager to lead and develop a team of Account Executives while helping shape the next phase of growth at Canals.

This is a hands-on leadership role. You'll spend part of your time coaching, mentoring, and managing a team of AEs, and part of your time staying close to the sales process itself. You'll help reps navigate complex deals, improve their craft, manage their pipelines, and consistently achieve strong results.

You'll also play an important role in building the team - helping attract, evaluate, and hire great sales talent as we continue to scale.

What You'll Do

• Lead, coach, and develop a team of Account Executives
• Conduct regular pipeline reviews, forecast calls, and deal strategy sessions
• Help reps improve discovery, qualification, demo delivery, negotiation, and closing skills
• Set clear performance expectations and provide ongoing feedback and coaching
• Conduct performance reviews and support career development planning
• Partner with leadership to establish sales goals, processes, and operating rhythms
• Identify trends, opportunities, and areas for improvement across the sales organization
• Participate in recruiting efforts, including interviewing and helping attract top sales talent
• Serve as a trusted resource for reps throughout the sales cycle

What You'll Bring

• Significant experience selling B2B SaaS solutions
• Experience managing and developing quota-carrying sales teams
• Strong track record of coaching reps to exceed performance goals
• Deep understanding of sales process, pipeline management, forecasting, and deal execution
• Ability to balance hands-on involvement with people leadership
• Excellent communication, coaching, and relationship-building skills
• High standards, strong accountability, and a genuine desire to help others succeed

Why Join Canals

We're building software that solves real problems for an industry that keeps the world running. Our customers rely on our platform every day to operate their businesses.

We've found strong product-market fit and continue to grow quickly, creating opportunities for people who want to have a meaningful impact on the trajectory of a company.

We believe great people build great companies. That's why we invest heavily in hiring, development, and creating an environment where talented individuals can do the best work of their careers.

You'll work alongside ambitious, thoughtful teammates who care deeply about what they do, challenge each other directly, and have a lot of fun along the way.

We value ownership, transparency, and continuous improvement. Good ideas can come from anywhere, and people are trusted to make things happen.

We're remote-first, flexible, and distributed across North and South America, bringing together talented people from a wide range of backgrounds and experiences.

Canals.ai is an equal opportunity employer. In addition to EEO being the law, it is a policy that is fully consistent with our principles. All qualified applicants will receive consideration for employment without regard to status as a protected veteran or a qualified individual with a disability, or other protected status such as race, religion, color, national origin, sex, sexual orientation, gender identity, genetic information, pregnancy or age.