Sales Development Representative- Chicago-

project44•Chicago, IL
•$45,000 - $65,000•Hybrid

About The Position

As a Sales Development Representative at project44, you will qualify inbound leads and prospect outbound within North America, advancing potential customers through the sales funnel and arranging sales-qualified appointments. Performance is measured against daily activity and call metrics, as well as quarterly quotas. The role is suited to an organized, tenacious salesperson who is enthusiastic about the product and can succeed in a fast-paced environment. The position is based at project44’s Chicago headquarters, with an on-site commitment of four days per week. Team members are also expected to use AI thoughtfully in their day-to-day work, identifying opportunities for it to add value, evaluating its outputs, and using it responsibly.

Requirements

  • Experience in demand generation or cold-call sales in enterprise software, SaaS, or logistics.
  • Competitive nature and eagerness to learn and succeed.
  • Strong pre-call planning, opportunity qualification, and objection-handling skills.
  • Solid verbal and written communication skills.
  • Positive, energetic phone manner and excellent listening skills.
  • Outstanding attention to detail, time management, and project management skills.
  • Ability and commitment to work on-site at the Chicago headquarters four days a week.
  • Willingness to leverage AI in day-to-day work with intent, curiosity, judgment, and responsibility.

Nice To Haves

  • Direct experience with Salesforce.com and SalesLoft.
  • Experience using AI to enhance demand-generation efforts and improve outreach in enterprise SaaS or logistics.

Responsibilities

  • Promote project44 to prospects and qualify them for the sales team.
  • Respond promptly to inbound lead requests and conduct qualification calls.
  • Book qualified meetings with prospects for the sales team.
  • Collaborate on and refine inbound emails and messaging.
  • Use the CRM to target and prioritize prospects for re-engagement.
  • Use Salesforce to research accounts, identify key contacts, and cold-call prospective customers.
  • Meet daily activity and call metrics and quarterly quotas.

Benefits

  • Stock options for EOR and project44-employed team members.
  • Bonus or commission eligibility depending on role.
  • Benefits package tailored to country of employment, which may include health, dental, and vision coverage, retirement plans, and paid time off, in line with local market standards and statutory programs.
© 2026 Teal Labs, Inc
Privacy PolicyTerms of Service