Director, SaaS Sales ShipperGuide

1 month, 2 weeks ago
Full-time
Executive
Sales and Business Development
Loadsmart

Loadsmart

Loadsmart is a logistics solutions provider automating freight transportation with innovative technology to move more efficiently.

Air Freight & Logistics
251-1K
$346M raised

Description

  • Carry and achieve a personal annual sales quota for net-new and expansion opportunities across ShipperGuide.
  • Actively prospect, develop, and close strategic deals while modeling strong selling behaviors for the team.
  • Manage a personal book of business, including key accounts and high-value prospects, with responsibility for forecasting and pipeline health.
  • Develop and execute a unified go-to-market strategy for ShipperGuide and OpenDock to drive market penetration and revenue growth.
  • Drive full-funnel sales execution from lead qualification through closing and onboarding.
  • Build repeatable sales processes and ensure consistent CRM hygiene, tooling adoption, and reporting standards.
  • Partner with marketing to refine ICPs, messaging, and campaign strategies.
  • Work with Customer Success to support smooth handoffs from sales to onboarding and retention.
  • Collaborate with Finance on pricing, discount approvals, and revenue forecasting.
  • Work with Account Management and other sales leaders to identify and execute upsell and cross-sell opportunities.

Requirements

  • 7+ years of SaaS TMS sales experience, including at least 5 years in a leadership role.
  • Direct quota-carrying responsibility at the Director level or above.
  • Proven track record of closing multi-million-dollar deals while leading a team to exceed ARR targets.
  • Strong operational discipline and ability to build scalable, repeatable sales processes.
  • Exceptional communication, negotiation, and presentation skills.
  • Proficiency in Salesforce, SalesLoft, and sales analytics tools.
  • Experience selling into supply chain, logistics, transportation, or similar industries.
  • Experience managing multi-product sales teams or selling a platform with complementary offerings.
  • Familiarity with both SMB/mid-market and enterprise SaaS sales motions.
  • Experience with public speaking and events.
  • History of working closely with marketing and product teams to refine GTM strategy.
  • Must be currently authorized to work in the United States full-time; Loadsmart will not sponsor work visas.

Benefits

  • Competitive base salary.
  • Extremely competitive equity package.
  • Unlimited PTO and sick days.
  • Comprehensive medical, dental, and vision insurance.
  • 401(k) match.

Interested in this position?

Apply directly on the company website

Apply Now

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