Business Development Representative - Mid Market
Start Date: 9/14/2026
Compensation: Base salary of $65,000 annually + Commission
Location: Remote Monday and Friday. Onsite Tuesday, Wednesday, and Thursday at 120 N Racine Ave #100, Chicago, IL 60607.
Are you a strategic thinker with a passion for uncovering opportunities and driving growth? Join our Mid-Market Sales team as a Business Development Representative and play a vital role in helping our largest merchants solve their logistical challenges with our full suite of services.
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.
ShipBob is proud to be named on the 2026 Top Workplace USA list and on the Chicago Tribune's list of Top Workplaces.
What you’ll do:
Drive Growth: Identify, research, and qualify new enterprise leads—adding 10+ high-potential prospects to your pipeline daily.
Proactive Outreach: 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: Leverage platforms like LinkedIn, CRM tools, and industry databases to identify and target ideal customer profiles.
Engage Decision-Makers: 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: Schedule qualified demos for Account Executives and help drive deals forward through strategic collaboration.
Own the Metrics: Meet and exceed daily activity benchmarks and contribute consistently to monthly and annual revenue goals.
Stay Ahead: Keep a pulse on industry trends, competitive movements, and evolving enterprise needs to inform outreach strategy and messaging.
What you’ll bring to the table:
Minimum 1 year of demonstrated success in a sales environment required.
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.
Perks & Benefits:
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 >>> https://www.shipbob.com/careers/
See Our High-Performing Culture >>> Check us out on Instagram (@lifeatshipbob)
In addition to base salary, the role includes the opportunity to receive and/or earn sales incentives based on Company’s plans and in accordance with Company’s policies.
#LI-EZ1