Outside Sales Manager - B2B

Trelevate

Oak Park, IL

JOB DETAILS
SALARY
$80,000–$125,000 Per Year
SKILLS
B2B eCommerce, Business-to-Business (B2B), Coaching, Communication Skills, Consultative Sales, Cost Control, Customer Relationship Management (CRM), Exceeded Sales Goal, Field Sales, Leadership, Mentoring, Merchant Services, Operational Expenditure (OPEX), Presentation/Verbal Skills, Regional Sales, Risk Management, Sales, Sales Closing Skills, Sales Management, Strategic Planning, Talent Management, Team Lead/Manager, Training/Teaching, eCommerce
LOCATION
Oak Park, IL
POSTED
7 days ago

Location: Territory-Based | Travel Local Daily

Type: Full-Time | Base + Uncapped Commission

Field Sales Leader - Territory Sales Manager - B2B Field Leader

The will be hiring a Outside Sales Manager + 7 new B2B Business Advisors. This leader will work build, train and lead a team of B2B Sales Advisor with a expansion into IL

About the Role:

We’re looking for a driven B2B Outside Sales Manager who thrives on helping others win in sales. This is a hands-on, in-the-field position — not a desk job. You’ll coach, train, and close alongside our sales reps as they meet with local business owners to provide startegy plans when it comes to protecting Top 5 Operating Expense.

If you love the hunt, believe in consultative selling, and get satisfaction from seeing your work translate into real results for people and their businesses — this role was built for you.

What You’ll Do

  • Lead, train, and motivate field sales teams to exceed goals.
  • Conduct in-person meetings with business owners across your local market.
  • Demonstrate consultative selling to identify cost-reduction and risk-control opportunities.
  • Develop sales talent through shadowing, feedback, and live coaching.
  • Drive consistent daily activity and accountability to achieve results.

What You Bring

  • Field Training Experience with team of 7+ in B2B - Preferred
  • Proven experience in outside B2B sales (energy, telecom, merchant services, or similar).
  • Strong communication and presentation skills — you know how to connect and earn trust fast.
  • A love for the thrill of the close and helping others do the same. Hunter/Closer Mentality
  • Solid with CRM / Technology
  • Self-discipline, coachability, and a team-first mentality.

What You’ll Get

  • Base Pay + Uncapped Commission (First Year $80–$125K+ - depends on your drive)
  • Leadership role is a higher base, plus training & performance overrides
  • Benefits, 401K & 10 days of PTO
  • Growth Path: Leadership opportunities and national expansion potential.
  • Daily Wins: Incentives, bonuses, and recognition programs.
  • Support & Tools: Training, mentorship, and tech to help you succeed.
  • Annual Trips and More!

If you’re ready to step out from behind the desk and build something bigger — apply today and lead from the front.

Join a team where performance is rewarded, culture is strong, and growth never stops.

Check out Trelevate on : Facebook, Instagram or YouTube to learn more!

About the Company

T

Trelevate

Trelevate’s leadership team has a solid track record of success with business segments such as Telecommunications, Technology, Energy, Healthcare, Business and Financial Services, Private Aviation, and Private Equity, which include companies like AT&T, Ooma, Sprint, DirecTV, UPS, Constellation Energy and many others. Trelevate builds custom sales team solutions to deliver new customer acquisition, accelerate predictable revenue, build brand value and increase market share.

COMPANY SIZE
100 to 499 employees
INDUSTRY
Business Services - Other
WEBSITE
https://www.trelevate.com/