Business Development Representative - Mid Market

As a member of the ShipBob Team, you will... 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 ShipBob, our merchants, and for your own professional growth.

If you're ready to do the most meaningful work of your career, this is the place. Collaborate with Peers and Leaders Alike: At ShipBob, leaders are accessible; feedback flows in both directions, and everyone, regardless of their seniority or role, steps up to help when needed. We hold each other to high standards because we trust each other to meet them.

That combination of transparency and mutual respect is what makes the work here feel worth doing. Experience a High-Performance Culture and Clear Purpose: We are results-driven and clear about what that means: our goals are specific, accountability is shared, and every team member can see how their work connects to our mission. When we hit milestones, we celebrate them together.

When we fall short, we learn and move forward.

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

Package https://www.shipbob.com/careers/ See Our High-Performing Culture Check