Logo for OSM Worldwide

Sales Development Representative - Midwest

Key Facts

Remote From: 
Full time
English

Other Skills

  • Customer Service
  • Communication
  • Teamwork
  • Goal-Oriented
  • Coaching
  • Relationship Building
  • Self-Motivation
  • Problem Solving

Job description

Launch Your Career in Sales with OSM:
Are you motivated, energetic, and ready to break into sales? OSM is looking for a Sales Development Representative (SDR) to help grow our customer base by introducing small and midsized businesses to our package delivery solutions.

This is an entrylevel, hunterstyle sales role—perfect for someone who enjoys building relationships, thrives on outbound outreach, and wants handson experience developing real sales skills in the field.

What You’ll Do:
  • As a SDR, you’ll focus on generating new business opportunities within an assigned geographic territory.  We are looking for an SDR to be located within the Chicagoland area and will be assigned the mid-west territory.  
  • Proactively reaching out to prospective customers through phone calls, emails, and inperson visits.
  • Identifying and qualifying businesses that can benefit from OSM’s delivery solutions.
  • Following a structured sales process to open and close new customer accounts.
  • Meeting or exceeding activity goals and lead generation targets.
  • Researching prospects to identify decisionmakers and tailor outreach.
  • Managing prospect activity and interactions in Salesforce.
  • Overcoming common objections and clearly communicating our value proposition.
  • Partnering with sales leadership to refine messaging and territory strategies.
  • Handing off larger or more complex accounts to senior sales team members when appropriate.
  • What We’re Looking For
  • You don’t need decades of experience—we’re looking for drive, coachability, and hustle.
Required:
  • Bachelor's degree or equivalent experience.
  • Valid driver's license and ability to travel within territory.
  • Strong communication skills.  
Preferred:
  • Previous sales, customer service, or outbound calling experience.
  • Familiarity with logistics, shipping, or supply chain.
  • Thrives in competitive environments with a track record of working toward measurable goals.
  • Motivated by metrics, coaching, and continuous improvement.
What We Offer:
  • Paid 6-week sales training program. 
  • Comprehensive health benefits: medical, dental, and vision.
  • Employer-paid short-term disability and life insurance.
  • Immediate access to paid time off and holidays.
  • 401(k) with 4–7% employer contribution and profit sharing.
  • Gym reimbursement.
Our Culture:
OSM is a dynamic, high-growth organization specializing in B2C eCommerce small parcel mail sortation.  We’re a performance-driven organization that values initiative, collaboration, and integrity. Our team thrives on solving complex challenges, supporting one another, and celebrating wins — big and small. If you’re passionate about growth and making a measurable impact, you’ll fit right in.

Base salary of $48K with on-target earnings of $78K.  This is a remote position with travel, as needed, locally to support customer growth.
 

SDR - (Inside) Sales Development Representative Related jobs

Other jobs at OSM Worldwide

We help you get seen. Not ignored.

We help you get seen faster — by the right people.

🚀

Auto-Apply

We apply for you — automatically and instantly.

Save time, skip forms, and stay on top of every opportunity. Because you can't get seen if you're not in the race.

AI Match Feedback

Know your real match before you apply.

Get a detailed AI assessment of your profile against each job posting. Because getting seen starts with passing the filters.

Upgrade to Premium. Apply smarter and get noticed.

Upgrade to Premium

Join thousands of professionals who got noticed and hired faster.