Business Developer: 

We are looking for a sharp, energetic individual to join our B2B sales team in Chicago!

This is a hybrid role, combining outside sales with regular time in the office, to ensure your continued product learning and participation in our team environment.

You will be responsible for prospecting, generating opportunities and closing new business within the many industries and key vertical markets we service. What does a Windward client look like? Generally they sell, service or rent products. Think lighting showrooms, equipment rental, furniture stores, garden centers, and power sport shops. Click Here for a full listing of our target markets. 

Excellent communication skills are required for this consultative sales process: you will have discovery and solutions-based discussions with entrepreneurs. Your job will be to help them understand the value and ROI of our fully integrated business management software. What does our software do? Primarily, it consists of invoicing, inventory, CRM and accounting, in addition to a roster of other industry integrations and add-ons.

We will be looking for:

  • A self-starter, with enthusiasm to be successful, grow your career and contribute to the company’s success.
  • Ability to think critically and be resourceful; control your outcome, versus being a victim of your circumstances
  • Huge appetite for learning, eager to expand knowledge, highly coachable.
  • Gregarious, not afraid to pick up the phone, or go into a business and initiate a conversation, build rapport, and maintain business relationships.
  • Familiar with the Chicago area.
  • This position will feature travel to and attendance at various events and trade shows in US and internationally; as such, a valid Driver’s License and Passport are required.

We can offer you a competitive compensation plan, a great working environment where you matter, and the CEO will know you by name, rather than by number.


Send your details to us at and don’t forget a cover letter!  While we appreciate all interest, only those selected for further review will be contacted.  Thank you.

Job Info

Location: Chicago, Illinois, USA

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