Outside Sales Team Manager in Oakbrook, Illinois at Trelevate

Field Sales Leader
Full-Time | Base + Uncapped Commission | Daily Local Travel | Lead From the Front

Trelevate is hiring a hands-on Outside Sales Team Manager to build, train, and lead a team of B2B Business Advisors as we continue to expand into Illinois. This is a true field leadership role — you and your team will spend the majority of the week in the territory, meeting business owners, driving activity, and producing daily wins.

If you’re the type of leader who thrives in motion, coaches in real time, and believes the best way to lead is shoulder-to-shoulder in the field, this is your next step.

About the Role

This is a true people-leadership role — not an individual contributor position. You must have experience managing and developing a team of B2B field sales representatives.

This position is built for a high-energy, high-accountability field leader who knows how to ramp fast, drive activity, and build a winning culture. You’ll be responsible for developing a team of B2B Advisors, coaching them live in the field, and modeling the hustle required to succeed.

You and your team will advise businesses on how they can reduce operating costs by optimizing their electricity and natural gas procurement — the core focus of this role.

This is not a desk job. This is not a “manage from afar” role. This is lead-from-the-front field sales leadership.

What You’ll Do

• Build, train, and manage a team of 7+ B2B field sales advisors
• Spend the majority of your week in the field coaching, shadowing, and closing
• Drive daily activity standards and accountability across your territory
• Conduct in-person meetings with business owners to uncover cost-reduction opportunities
• Demonstrate consultative selling and teach your team how to win consistently
• Ramp quickly — this role requires urgency, discipline, and a hunter’s mentality
• Create a performance-driven culture built on hustle, coaching, and results

What You Bring

• Minimum 3 years of proven success leading high-velocity B2B field sales teams with daily activity expectations and in-market execution.
• Strong background in outside sales: energy procurement (ideal), telecom, merchant services, or similar
• Ability to coach in real time, build trust fast, and elevate performance daily
• Hunter/Closer mentality with a passion for developing talent
• Strong CRM and technology proficiency
• High discipline, high urgency, and a team-first leadership style

What You’ll Get

• Base Pay + Uncapped Commission First-year earnings: $80K–$125K+ depending on drive and team performance
• Higher leadership base + training & performance overrides
• Benefits, 401K, and PTO
• National expansion opportunities and long-term leadership growth
• Daily incentives, bonuses, and recognition programs
• Full training, mentorship, and tech support
• Annual trips and performance rewards
• A fantastic M-F, 8-5 schedule

Lead From the Front

If you’re ready to step into a role where your leadership is visible, your impact is immediate, and your team follows your pace, this is your opportunity.

Apply today and elevate your future.