84k Weekly Pay Outside Sales Rep Hiring NOW

Aston Carter•North Chicago, IL

1d•$26 - $29•Remote

About The Position

This field-based role supports the launch of a new delivery partner program by recruiting local businesses across targeted Illinois markets. You will visit prospective merchants, present the program’s value, guide them through the application process, and help build a strong pipeline of qualified partners. Working closely with a Field Manager and other local contractors, you will drive outreach, coordinate community-based recruitment events, and maintain accurate records in Salesforce. The position involves regular travel of up to a two-hour driving radius and offers uncapped commission based on partner conversions.

Requirements

1–2+ years of experience in sales and/or customer service.
Proven outside or field sales experience, including door-to-door or in-person business outreach.
Experience using a Customer Relationship Management (CRM) system; Salesforce experience is preferred and strongly valued.
Strong customer service skills with the ability to build rapport and trust quickly with business owners and decision makers.
Excellent verbal and written communication skills, including the ability to clearly explain program benefits and next steps.
Demonstrated ability to manage a sales pipeline, track activities, and follow up consistently with prospects.
Ability to travel up to approximately four hours round trip on a daily basis within the assigned territory.
Comfort working with Excel and importing data into CRM systems on a regular basis.
High level of professionalism and a strong sense of urgency in responding to prospects and managing deadlines.
Attention to detail and the ability to troubleshoot and solve problems for applicants in the field.
Tech-savvy mindset with experience working with multiple systems and technology tools.

Nice To Haves

Prior experience in roles that involved sales negotiations with customers is a plus.
Additional 1–2 years of experience in sales and/or customer service beyond the minimum requirement is beneficial.
Field sales experience beyond the required baseline is considered a strong asset.
Enthusiasm for working with others and contributing positively to a collaborative team environment.
Ability to adapt quickly to new processes, tools, and program updates.
Motivation to work in a performance-driven role with uncapped commission opportunities.

Responsibilities

Visit prospective businesses door to door in targeted towns within approximately a two-hour driving distance to promote the delivery partner program.
Present and pitch the new program opportunity to prospective businesses in a clear, compelling way to generate interest and encourage applications.
Qualify prospective businesses based on program criteria and guide them step-by-step through the application process.
Lead outreach activities and manage a robust pipeline of prospects and applicants using Salesforce, ensuring all information is accurate and up to date.
Support the Field Manager in planning, coordinating, and hosting recruitment events in the community, such as lunch-and-learn sessions and town hall meetings.
Collaborate with the Field Manager to build relationships with local influencers and organizations, including chambers of commerce and economic development associations, to drive referrals and expand outreach.
Import and update Excel spreadsheets into Salesforce on a weekly basis to maintain organized and reliable data.
Provide exceptional customer service to prospective partners by answering questions, addressing concerns, and helping them solve problems encountered during the application process.
Proactively identify and resolve issues that applicants experience in the field, ensuring a smooth and positive onboarding journey.
Consistently raise the bar for the delivery experience by helping recruit partners capable of operating in complex last-mile delivery scenarios.
Travel regularly within the assigned territory, managing your daily schedule to balance on-the-road outreach with administrative and follow-up tasks.
Work collaboratively with other local contractors and internal stakeholders to share insights, best practices, and feedback from the field.