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Outside Sales Representative - Chicago Loop
Outside Sales Representative - Chicago Loop-November 2024
Chicago
Nov 9, 2025
About Outside Sales Representative - Chicago Loop

  As an S&P 500 software company with innovation at its core, Paycom empowers employees to manage their own data while equipping businesses with the HR technology they need to thrive.

  At Paycom, our people drive our success. Our values are simple: We innovate, we win, we serve, we care and we believe. Paycom sales employees enjoy a fast-paced, engaging work environment empowering them to set and achieve their personal and professional goals.

  Outside Sales Representative Pay Transparency Statement

  This position has a starting salary of $100,000 per annum, consisting of $80,000 base pay and $20,000 supplemental pay with an additional uncapped commission plan. Paycom provides health insurance to employees at an employee cost of $1 per pay period; a 401(k) plan with company match; available flexible spending accounts; $50,000 basic life and AD&D; paid vacation, holidays and sick leave; employee stock purchase plan; paid family leave; and many other benefits.

  Your Role at Paycom

  As an Outside Sales Representative for Paycom, you will be responsible for selling net new prospects, from generating the first appointment through closing. You’ll contact prospects, set appointments, demonstrate our software, negotiate agreements and secure new business accounts. You will be accountable for hitting weekly metrics that lead to selling Paycom’s human capital management technology products and services to clients in an assigned region, with support from our leadership and sales enablement teams.

  RESPONSIBILITIES

  Demonstrate essential skill competencies throughout new-hire training by maintaining and/or exceeding assigned metrics

  Make cold calls to potential clients according to assigned standards and goals

  Set appointments with leads from companies with 50 or more employees when assigned

  Cultivate a consistent sales pipeline to meet goals for new business by holding and progressing in-person meetings with prospects

  Build value-added relationships with decision makers and C-level executives within assigned territory

  Close net new accounts, collecting critical items for implementation quickly and efficiently

  Support new clients by participating in initial kickoff meetings for implementation

  Build and maintain expert knowledge of Paycom products and services, continually enhancing knowledge through weekly team meetings and sales training

  Perform other duties as assigned

  Travel

  Up to 25% travel — may include overnight on all avenues of transportation (plane, train and/or automobile)

  Required to attend in-person new hire, regional and department trainings

  Perks and Benefits

  At Paycom, we offer unique perks and benefits that support you in all areas of your life. Here’s what you can expect from a Paycom career:

  Base salary, transportation allowance and an uncapped commission plan

  $1-per-pay-period individual health insurance coverage for employees

  Paid vacation, sick, holiday and personal days to encourage you to accomplish your goals outside work

  401(k) with matching + employee stock purchase program to help you build wealth for the future

  Company + team-based events to create community

  Ongoing companywide roundtable discussions called Better Conversations to promote diversity, equity and inclusion

  Paid family leave programs to ensure you have support and time off when you need it most

  Employee referral bonuses to reward you for introducing other great people to Paycom

  Award-winning learning and development programs to enable your long-term growth with Paycom

  Qualifications

  Education/Certification:

  Bachelor’s degreeExperience:

  Experience in a competitive environment with a record of success exceeding goals, which may be demonstrated through previous sales work, competitive internships or excelling in collegiate sales competitions.PREFERRED QUALIFICATIONS

  Education/Certification:

  Bachelor’s degree in business or professional sellingExperience:

  1-3 years of demonstrated sales experience

  Strategic sales and closing experience

  Skills/Abilities:

  Achieves/exceeds appointment and sales metrics

  Ability to work in a structured and fast-paced team sales environment

  Ability to analyze client needs and provide strategic business solutions

  Solid problem-solving and consultative skills required

  Product and payroll knowledge is a plus

  Excellent written and verbal communication

  Highly self-motivated and results-oriented

  Strong presentation, organization, multitasking and time management skills

  Experience with Microsoft Office, including PowerPoint, Excel and Outlook

  Culture and commitment to diversity

  Our people are our priority. Paycom engages and empowers our employees through a culture steeped in growth and innovation. At Paycom, each team member is equipped with the tools, resources and leadership to become their best selves. This includes our commitment to diversity, equity and inclusion. We have zero tolerance for racism, harassment or discrimination. Our teams are encouraged to form deeper relationships with those around them based on mutual respect, dignity and understanding. To help further these goals, we are committed to equal employment opportunity and affirmative action policies.

  Paycom is an equal opportunity employer and prohibits discrimination and harassment of any kind. Paycom makes employment decisions on the basis of business needs, job requirements, individual qualifications and merit. Paycom wants to have the best available people in every job. Therefore, Paycom does not permit its employees to harass, discriminate or retaliate against other employees or applicants because of race, color, religion, sex, sexual orientation, gender identity, pregnancy, national origin, military and veteran status, age, physical or mental disability, genetic characteristic, reproductive health decisions, family or parental status or any other consideration made unlawful by applicable laws. Equal employment opportunity will be extended to all persons in all aspects of the employer-employee relationship. This policy applies to all terms and conditions of employment, including, but not limited to, hiring, training, promotion, discipline, compensation benefits, and separation of employment. The Human Resources Department has overall responsibility for this policy and maintains reporting and monitoring procedures. Any questions or concerns should be referred to the Human Resources Department. **To learn more about Paycom's affirmative action policy, equal employment opportunity, or to request an accommodation - Click on the link to find more information:** paycom.com/careers/eeoc

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