Direct Sales Manager

Business Development Representative - Mid Market

As a member of the Ship Bob 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 Ship Bob, 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 Ship Bob, 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.

Start Date:

8/10/2026

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.

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 including 60+ dials, 6+ quality connections, and 20+ minutes of call time per day.
• Strategic Prospecting:
  Leverage platforms like Linked In, 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.
• 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.

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

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.