Regional SaaS Sales Manager

  • Location: Chicago, Illinois
  • Type: Direct Hire
  • Job 11802
  • Salary: $70,000$100,000
Our client is modernizing transportation management through their cloud-based TMS, mobile driver applications, and AI-powered operational insights. Their solutions enable carriers and brokers to streamline operations, improve connectivity, and increase profitability across their fleets. With more than 20 years of industry expertise, their team combines deep logistics knowledge with strong technical capability to deliver reliable, enterprise-grade software. They’ve also been recognized on the Inc. 5000 list for two consecutive years, underscoring their growth and commitment to customer success. Their mission is to empower transportation companies by automating workflows, improving efficiency, and maximizing driver and asset utilization.

Regional SaaS Sales Manager

Job Type: Full-time; Remote

Responsibilities:
  • Own qualified opportunities from discovery through close, working leads sourced by Marketing and Inside Sales (no cold prospecting required).
  • Conduct thorough, thoughtful discovery to understand customer pain points, quantify operational impact, and establish solution fit.
  • Drive complex, multi-stakeholder sales cycles involving dispatch, operations, finance, safety, and executive teams.
  • Clearly articulate Magnus’ value proposition, including workflow efficiency, labor savings, operational visibility, and driver utilization improvements.
  • Prepare and deliver tailored product demonstrations in partnership with Sales / Product Engineering.
  • Maintain accurate activity tracking, deal stages, next steps, and forecasting in HubSpot CRM.
  • Collaborate closely with Implementation to ensure a seamless handoff and successful onboarding.
  • Build and maintain strong customer relationships, serving as a trusted advisor throughout the sales process.
  • Participate in regional industry events and association meetings to
    support brand presence.
  • Provide structured customer feedback to internal teams, including
    product enhancements and market insights.

Experience:
  • Bachelor’s degree in Business, Marketing, or a related field preferred.
  • 3–5 years of solution-based SaaS sales experience; experience in trucking, logistics, fleet operations, or transportation technology preferred.
  • Demonstrated ability to close mid-market or enterprise-level deals with multiple stakeholders.
  • Strong discovery skills and experience managing structured sales cycles.
  • Ability to clearly communicate the value of Software-as-a-Service (SaaS) solutions to both technical and non-technical audiences.
  • Self-motivated and resourceful, able to manage time effectively and work independently.
  • Proficient in Google Workspace (Docs, Sheets, Slides) and virtual communication tools.
  • Experience using CRM platforms, preferably HubSpot.
  • Strong interpersonal and relationship-building skills with a team-focused mindset.
  • Experience selling into trucking, logistics, or related transportation segments (carriers, brokers, fleet operators).
  • Familiarity with dispatch, planning, billing, or driver workflow processes.
  • Experience with structured qualification frameworks or formal sales methodologies.
  • Prior MEDDICC training.

This position offers a competitive base salary.

Related to: SaaS, Software as a Service, Technology, Software Solutions, Technology Solutions, Data Solutions, Analytics, TL, Truckload, FTL, Full Truckload, Truck Load, Semi, Tractor-Trailer, SaaS, Software as a Service, Technology, Software Solutions, Technology Solutions, Data Solutions, Analytics, EDI, WMS, TMS, Data Engineering, Data Analytics, Applications, Apps, Implementation, Tech, Hardware, Customer service, client relationships, customer relationships, client growth, maintain clients, account maintenance, build relationships, grow clientele, grow business, RFP, RFQ, generate sales, lead generation, networking, cold calling, revenue growth, negotiate rates, customer service, RFP, RFQ, business development, enterprise, CRM, prospect, client development, client relationships, Logistics Technology, TMS, WMS, Tracking Applications, Tracing Applications, 3PL Technology, Blockchain, Freight Forwarding Technology, Software, Logistics Software, Telematics, Independent Contributor, Team Player, Individual Contributor, IC
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