VP of Sales

New
Chicago, Illinois / Jacksonville, Florida / Minneapolis, Minnesota / Kansas City, Missouri / Austin, TX / Phoenix, ArizonaFull-TimeVp
Salary not disclosed
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Job Details

Experience
15+ years of progressive experience in B2B SaaS sales
Required Skills
CRM

Requirements

  • 15+ years of progressive experience in B2B SaaS sales
  • 10+ years in senior sales leadership roles with direct ownership of multi-million-dollar revenue targets
  • 5+ years of direct experience selling Transportation Management Systems (TMS) or last-mile / logistics technology
  • Background scaling mid-market to enterprise SaaS companies
  • Proven track record of forecasting accuracy and using standardized qualification frameworks (MEDDPICC, SPICED)
  • Demonstrated experience building and scaling sales organizations from the ground up using repeatable frameworks and playbooks

Responsibilities

  • Develop and execute a comprehensive sales strategy that drives predictable, scalable revenue growth across all target markets.
  • Lead as a true player-coach, actively supporting SEs on complex opportunities and personally running point on our largest, most complex enterprise deals to ensure successful close.
  • Drive cross-functional alignment across Marketing, Customer Success, and Product to ensure integrated GTM execution.
  • Build and scale the sales organization from the ground up, including SEs, SDRs, and sales operations.
  • Define and enforce process discipline across the sales cycle, including ICP clarity, outbound and SDR scripting, and CRM hygiene.
  • Establish and manage KPIs, forecasting models, and pipeline discipline.
  • Own forecasting accuracy through rigorous pipeline inspection and standardized qualification frameworks.
  • Serve as the public-facing sales leader for the organization by participating in webinars, conferences, trade shows, and customer-facing events.
  • Drive expansion in key verticals (courier, shippers, healthcare) through targeted initiatives.
  • Develop and execute strategic partnership initiatives to unlock new revenue channels.
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