Career Listing

Are you looking at getting into the Sales world and are curious where to start? 

We’re always looking for great people to work with us! LeadingIT is Chicagoland's NEXT generation technology and cloud support company and we’re looking for motivated people to join our Field Sales Team to help us find new business clients in your area.

No Degree or Experience Needed — Just Hustle

Whether you’re a college student, athlete, aspiring entrepreneur, or looking for a side hustle — this is a career-starting opportunity.

What You’ll Be Doing:

• Interacting with local business parks and commercial areas.
• Starting conversations with business owners and office managers.
• Gathering basic company info.
• Representing the LeadingIT brand with energy and professionalism.
• Using simple tech tools (like Google Maps & our CRM) to log leads.

 What you'll be learning:

• How real businesses work.
• The world of IT and cybersecurity.
• Professional communication and lead generation.
• Earning commission through sales (without cold calling!).

What we need from you (system requirements):

• DRIVEN to succeed at work and in all of life, hard work required
• ACCOUNTABLE to our clients as well as our company
• Keep a POSITIVE mindset with a solution focus.
• Desire for EXCELLENCE in what we do, all day every day.
• HUMBLY CONFIDENT you can make it happen, and if not, able to ask for help.
• You’re friendly, outgoing, and don’t mind walking into businesses
• You love talking to people and aren’t afraid to get a few “no’s”
• You’re hungry to learn and open to feedback
• You want to get paid well for putting in effort

 Perks Include: 

• Hourly pay + bonuses for each appointment or qualified lead & closed deal.
• Flexible hours: 3–5 days/week (Part time position, max 20-25 hours per week).
• Sales training & coaching.
• Fun, competitive, team-first environment.
• Free lunch Fridays where employees get to pick food from a local restaurant.
• An upbeat, successful, and motivated team to work with.

This is an awesome opportunity for someone who:

• Wants to be a part of a company that truly CARES about its clients and team members.
• Friendly, energetic and confident when talking to new people.
• Able to follow a simple script and ask the right questions.
• Reliable, responsible, and willing to learn.
• Is interested in getting into the sales field.

Compensation/Bonus structure:

• $15/hour 

• $10 BONUS for every quality appointment you help us book (more detail on this during onboarding)

• $100 BONUS for every lead that turns into a closed deal.

• BONUS bumps to $150 after 3 closed deals for each deal closed. 

• Weekly rewards for top performers (gift cards, cash bonuses, etc.)

For a more in depth look at our jobs/benefits/hiring timeline check out www.goleadingit.com/careers