Demo

B2B Outside Sales Rep

Sir Speedy Print|Signs|Marketing - Villa Park, IL
Naperville, IL Full Time
POSTED ON 7/30/2026
AVAILABLE BEFORE 9/26/2026

Outside Sales Representative

B2B Print & Marketing | Outside Sales | Recurring Commission That Compounds

We're a locally owned print and marketing company and we're looking for one person, the right person, to build a long-term book of business with us.

This is not a role for someone between jobs or looking for a launchpad. This is for someone who wants to plant a flag, build something, and get paid more every year for the work they did the year before.


The Earning Potential Is Real

$40,000 - $45,000 base salary plus a commission structure built to reward long-term thinkers:

  • 8% commission on all new business, and that 8% stays for 12 months from each customer's first invoice, not a one-time window. Every new account you close starts its own 12-month clock at 8%.
  • After 12 months, each account converts to 4% recurring commission, automatically building a compounding income stream the longer you stay
  • Performance bonuses at key revenue milestones
  • No cap. No ceiling. No resets.


What that looks like in practice:

  • A rep hitting $400k in new business their first year can realistically earn $50k in combined commission and bonuses, on top of base
  • That $400k becomes recurring in year 2, paying 4% while they're also closing new business
  • Our strongest performers in our franchise bring in $1M in new sales by year 2, and their recurring income grows right alongside it
  • A rep with 3 years in always has a mix of accounts earning 8% and a growing base of accounts paying 4% recurring
  • Top performers across our franchise system have built portfolios into multi-million-dollar revenue streams

If you're a high performer, $400k in new business your first year is realistic. Our average rep does $250k, and that average includes everyone in our franchise.


Our Customers Stay

Many of our top accounts have been with us for 10 or more years. The recurring commission you build is real, reliable, and grows over time. This isn't a structure built on churn, it's built on relationships, and our retention proves it.


What the Role Actually Looks Like

This is outside sales. You will be in the field, on the phone, and in front of people every day.

  • Daily outbound prospecting: calls, emails, in-person visits
  • 20 outbound touches per day
  • Building your own pipeline within defined verticals
  • Managing relationships and growing accounts over time
  • Tracking activity and pipeline in our CRM

We provide structure, training, vertical targeting strategy, and real coaching. But pipeline creation starts with you. If you need inbound leads to survive, this isn't the right fit.


What We're Looking For

  • Proven self-starter with daily activity discipline
  • Comfortable with outbound prospecting from scratch
  • Organized, coachable, and accountable
  • Motivated by performance, and patient enough to let the recurring income build

We're a locally owned business. When you win, we win. We invest in people who are here to grow.


To Apply

Send your resume to info@sirspeedy6025.com and include a short written response to these two questions:

1. What does your average sales day look like in terms of outbound activity and tracking?

2. How do you generate new leads when none are provided?

Applications without responses to both questions will not be reviewed.

Salary : $40,000 - $45,000

If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

What is the career path for a B2B Outside Sales Rep?

Sign up to receive alerts about other jobs on the B2B Outside Sales Rep career path by checking the boxes next to the positions that interest you.
Income Estimation: 
$80,062 - $120,119
Income Estimation: 
$104,680 - $202,844
Income Estimation: 
$122,633 - $166,569
Income Estimation: 
$116,413 - $176,962
Income Estimation: 
$129,120 - $252,029
Income Estimation: 
$80,062 - $120,119
Income Estimation: 
$104,680 - $202,844
Income Estimation: 
$122,633 - $166,569
Income Estimation: 
$116,413 - $176,962
Income Estimation: 
$129,120 - $252,029
Employees: Get a Salary Increase
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Not the job you're looking for? Here are some other B2B Outside Sales Rep jobs in the Naperville, IL area that may be a better fit.

  • Rep-Lite Chicago, IL
  • Associate Sales Representative Calling early career candidates with entry level experience from the following industries: Medical Device Sales | Healthcare... more
  • 23 Days Ago

  • American Residential Services Vernon, IL
  • Overview Pay: $65,000 - $100,000 annually based on performance* (average compensation range of top performers) Schedule: Varies, (1) weekend day required F... more
  • 11 Days Ago

AI Assistant is available now!

Feel free to start your new journey!