Sales Representative - Chicago
This is a fantastic opportunity to work with a new delivery program launching in the Chicago area. In this role, you will be responsible for recruiting local businesses to join a new delivery partner program. You will collaborate with a Field Manager and other local contractors to visit prospective businesses, pitch the program, qualify businesses, guide them through the application process, drive referrals through community organizations, and coordinate recruitment events. Responsibilities: Visit prospective businesses door to door in targeted towns, up to 90-minute driving distance. Present and pitch the new program opportunity to prospective businesses and generate interest to apply. Qualify prospective businesses, guide them through the application process, and manage leads and pipeline in Salesforce. Support the Field Manager in planning and hosting recruitment events in the community such as lunch and learns and town hall meetings. Collaborate with the Field Manager to work with local influencers like chambers of commerce and economic development associations. Import Excel spreadsheets into Salesforce on a weekly basis. Essential Skills: 2+ years of experience in sales and/or customer service. Experience in outside or field sales is required, including door knocking and territory sales. CRM experience is required, with Salesforce preferred. Bilingual in Spanish and Hindi (Indian) is beneficial. Additional Skills & Qualifications: Exceptional customer service and communication skills. Field sales experience is a plus. Prior experience in roles involving sales and/or negotiation with customers is beneficial. Professionalism, enthusiasm to work with others, and a high sense of urgency. Attention to detail and problem-solving abilities for applicants in the field. Tech-savvy, with experience working with multiple systems and technology. Ability to travel up to 4 hours round-trip daily. Work Environment: The role involves working in the field 4-5 times a week and working from home when not in the field. The position requires traveling up to a two-hour driving distance. The environment offers uncapped commission opportunities, reimbursement of 70 cents per mile, and additional monthly incentives for hitting goals. Job Type & Location: This is a Contract position based out of Chicago, IL. Pay and Benefits: The pay range for this position is $28.00 - $28.50/hr. Eligibility requirements apply to some benefits and may depend on your job classification and length of employment. Benefits are subject to change and may be subject to specific elections, plan, or program terms. If eligible, the benefits available for this temporary role may include the following:
Medical, dental & vision
Critical Illness, Accident, and Hospital
401(k) Retirement Plan
Pre-tax and Roth post-tax contributions available
Life Insurance (Voluntary Life & AD&D for the employee and dependents)
Short and long-term disability
Health Spending Account (HSA)
Transportation benefits
Employee Assistance Program
Time Off/Leave (PTO, Vacation or Sick Leave) Workplace Type: This is a hybrid position in Chicago, IL. Application Deadline: This position is anticipated to close on Feb 24, 2026.
This is a fantastic opportunity to work with a new delivery program launching in the Chicago area. In this role, you will be responsible for recruiting local businesses to join a new delivery partner program. You will collaborate with a Field Manager and other local contractors to visit prospective businesses, pitch the program, qualify businesses, guide them through the application process, drive referrals through community organizations, and coordinate recruitment events. Responsibilities: Visit prospective businesses door to door in targeted towns, up to 90-minute driving distance. Present and pitch the new program opportunity to prospective businesses and generate interest to apply. Qualify prospective businesses, guide them through the application process, and manage leads and pipeline in Salesforce. Support the Field Manager in planning and hosting recruitment events in the community such as lunch and learns and town hall meetings. Collaborate with the Field Manager to work with local influencers like chambers of commerce and economic development associations. Import Excel spreadsheets into Salesforce on a weekly basis. Essential Skills: 2+ years of experience in sales and/or customer service. Experience in outside or field sales is required, including door knocking and territory sales. CRM experience is required, with Salesforce preferred. Bilingual in Spanish and Hindi (Indian) is beneficial. Additional Skills & Qualifications: Exceptional customer service and communication skills. Field sales experience is a plus. Prior experience in roles involving sales and/or negotiation with customers is beneficial. Professionalism, enthusiasm to work with others, and a high sense of urgency. Attention to detail and problem-solving abilities for applicants in the field. Tech-savvy, with experience working with multiple systems and technology. Ability to travel up to 4 hours round-trip daily. Work Environment: The role involves working in the field 4-5 times a week and working from home when not in the field. The position requires traveling up to a two-hour driving distance. The environment offers uncapped commission opportunities, reimbursement of 70 cents per mile, and additional monthly incentives for hitting goals. Job Type & Location: This is a Contract position based out of Chicago, IL. Pay and Benefits: The pay range for this position is $28.00 - $28.50/hr. Eligibility requirements apply to some benefits and may depend on your job classification and length of employment. Benefits are subject to change and may be subject to specific elections, plan, or program terms. If eligible, the benefits available for this temporary role may include the following:
Medical, dental & vision
Critical Illness, Accident, and Hospital
401(k) Retirement Plan
Pre-tax and Roth post-tax contributions available
Life Insurance (Voluntary Life & AD&D for the employee and dependents)
Short and long-term disability
Health Spending Account (HSA)
Transportation benefits
Employee Assistance Program
Time Off/Leave (PTO, Vacation or Sick Leave) Workplace Type: This is a hybrid position in Chicago, IL. Application Deadline: This position is anticipated to close on Feb 24, 2026.