Business Development Representative - Mid Market

As a member of the Ship Bob Team, you will help our largest merchants solve their logistical challenges with our full suite of services.

• Grow with an Ownership Mindset
  :
  We champion continuous learning and innovation. You'll take on real problems, create tangible solutions, and drive results that move the needle for Ship Bob, our merchants, and your own professional growth.
• Collaborate with Peers and Leaders Alike
  :
  Leaders are accessible; feedback flows in both directions, and everyone steps up to help when needed. We hold each other to high standards because we trust each other to meet them.
• Experience a High-Performance Culture and Clear Purpose
  :
  We are results‑driven and clear about what that means: goals are specific, accountability is shared, and every team member can see how their work connects to our mission.

Start Date: 6/22/2026

Compensation: Base salary of $65,000 annually + Commission; may also earn sales incentives based on company plans.

Location: Remote Monday and Friday. Onsite Tuesday, Wednesday, and Thursday at 120 N Racine Ave #100, Chicago, IL 60607.

In this high‑impact role, you'll be the first point of contact for mid‑market prospects, building meaningful connections and fueling the sales pipeline. Your mission: craft thoughtful, targeted outreach to set high‑quality meetings that turn into closed deals for our Mid‑Market Account Executives.

Ship Bob is proud to be named on the Chicago Tribune's list of Top Workplaces:

• Drive Growth
  :
  Identify, research, and qualify new enterprise leads—adding 10+ high‑potential prospects to your pipeline daily.
• Proactive Outreach
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  Execute a high‑volume, multi‑channel outreach strategy (cold calls, emails, and social selling) including 60+ dials, 6+ quality connections, and 20+ minutes of call time per day.
• Strategic Prospecting
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  Leverage platforms like Linked In, CRM tools, and industry databases to identify and target ideal customer profiles.
• Engage Decision‑Makers
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  Connect with key stakeholders at target companies to understand their current operations and determine alignment with our solutions.
• Advocate & Advise
  :
  Use sound judgment to identify non‑traditional opportunities that may fall outside the typical scope and make thoughtful recommendations to leadership.
• Collaborate for Success
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  Schedule qualified demos for Account Executives and help drive deals forward through strategic collaboration.
• Own the Metrics
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  Meet and exceed daily activity benchmarks and contribute consistently to monthly and annual revenue goals.
• Stay Ahead
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  Keep a pulse on industry trends, competitive movements, and evolving enterprise needs to inform outreach strategy and messaging.

• Minimum 1 year of demonstrated success in a sales environment.
• Experience using ABM strategies.
• Experience selling over the phone and smart calling various types of businesses or merchants.
• Demonstrate a high degree of diligence and accountability.
• Comfortable in a competitive environment, with evidence of personal ambition.
• Relentless persistence in the face of daily rejection and delays from potential merchants.
• An aptitude for research and understanding data.

• Medical, Dental, Vision & Basic Life Insurance
• Paid Maternity/Parental Leave Program
• Paid Holidays & Flexible Time Off Program
• Paid Sick Leave
• Wellness Days (1 day/quarter)
• 401K Match
• Comprehensive Benefits Package ()

Ship Bob provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation and training.

There is no Final date to receive applications for this position, as Ship Bob accepts applications on an ongoing basis.