Entry Level Sales Specialist

Milwaukee, United States | Posted on 10/09/2026

Aboutthe opportunity

JR Recruiting is partnering witha Fortune 500 global logistics leader — one of the largest and most trustednames in freight, with a technology-forward approach to moving goods forcustomers around the world — to hire the next class of Associate AccountExecutives across seven offices.

This role sits where sales,service, and operations meet. You'll learn the freight business from theinside, support a team (a “pod”) of experienced account executives, and buildtoward a portfolio of customers that's yous to grow. It's a genuine feederrole into a senior sales career, and the company invests in it accordingly:structured training, a dedicated coach, and a clear promotion path.

What thefirst year actually looks like — the more you know

• Months 1–3: About 70% operational. After athree-week structured training program, you're paired with a coach and embeddedin your pod — quoting, building loads, activating shipments, and supportingyour team's customers. You'll begin warm outreach to a list of roughly 50dormant accounts.
• Months 3–9: As you earn trust with customers andyour team, your time shifts from supporting others to building your ownportfolio.
• Beyond: Associate Account Executive → AccountExecutive → Lead. Advancement is tied to production milestones; most peopletake 18 to 24 months to reach full productivity.

Whatyou'll do

• Convert warm and dormant leads into active customerrelationships
• Build trust with small and mid-size shippers andunderstand their transportation needs
• Provide pricing using established tools, processes, andmarket knowledge
• Respond to customer questions, shipment issues, andservice exceptions
• Execute customer-facing operations: quoting, loadbuilding, shipment activation, and escalations
• Communicate proactively with customers, carriers,suppliers, and internal teams
• Use reporting, data, and technology to spotopportunities for growth and better service

Requirements

Who doeswell here

• Naturally curious — you want to know how theclock works, not just the time.
• A self-starter — you look for the answer beforeyou ask the question.
• Comfortable on the phone — with people you'venever met, in the office and with customers. Email is a last resort, not afirst move.
• Competitive and persistent — athletes,competitors, people who like a scoreboard and don't quit at the first no.
• Resilient — you can tell us about a failure andwhat you did next.
• A clear communicator — with a genuinepersonality that comes through on the phone. You don't have to be loud; youhave to be real.
• Flexible — willing to do the mundane tasksthat keep a team running, and to pivot when a customer's season changes.

Qualifications

• Bachelor's degree or equivalent experience; recent graduates are encouraged to apply
• 0–2 years of professional experience. Prior sales, customer service, or transportation/logistics experience earns the higher end of the compensation range
• Ability to work on-site at one of the listed officelocations

What'soffered

• Structured training, a dedicated coach, and a definedpromotion path
• Competitive base salary with commission eligibility asyou progress
• Comprehensive benefits, including medical, dental,vision, and 401(k)
• Hybrid schedule after ramp

Interviewprocess

• Step 1: 30-minute conversation with JRRecruiting — we'll walk you through the role honestly and answer your questions
• Step 2: 60 minute interview with the hiring team(video and in person)
• Step 3: Offer, with a start date in one of themonthly cohorts

Our client is an equal opportunity employer. All qualifiedapplicants receive consideration without regard to race, color, religion, sex,sexual orientation, gender identity, national origin, disability, or veteranstatus.