Director of SaaS Sales (ShipperGuide)

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Requirements

  • The ideal candidate is a hands-on SaaS sales leader with experience in multi-product, high-growth environments selling logistics tech/ TMS
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  • 7+ years in SaaS TMS sales with at least 5 years in a leadership role, including direct quota-carrying responsibility at the Director level or above
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  • Experience in public speaking and events
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  • Proven track record of personally closing multi-million-dollar deals while simultaneously leading a team to exceed ARR targets
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  • Strong operational discipline with the ability to build scalable, repeatable sales processes
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  • Proven track record of leading teams to exceed multi-million-dollar ARR targets
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  • Exceptional communication, negotiation, and presentation skills
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  • Proficiency in Salesforce, SalesLoft, and sales analytics tools
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  • Experience selling into supply chain, logistics, transportation, or similar industries
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  • Experience managing multi-product sales teams or selling a platform with complementary offerings
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  • Familiarity with both SMB/mid-market and enterprise SaaS sales motions
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  • History of working closely with marketing and product to refine GTM strategy

What the job involves

  • We are seeking an experienced, results-driven Director of SaaS Sales to lead our ShipperGuide TMS team
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  • This is a player-coach role where you will personally carry and be accountable to an individual sales quota while simultaneously leading, developing, and scaling your team
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  • You own end-to-end sales strategy, execution, and revenue growth for the product; driving alignment, building scalable processes, and consistently exceeding both personal and team targets
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  • A key focus will be maximizing cross-sell opportunities by positioning ShipperGuide’s complementary solutions, increasing customer lifetime value, both through your own book of business and through the deals your team closes
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  • This role will work closely with marketing to ensure timely, persistent, high-quality follow-up on inbound leads, resulting in closed deals through disciplined outreach, consistent cadences, and a consultative, value-selling approach
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  • You’ll balance strategy and execution, while shifting from competing on features or price to selling business value and ROI
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  • Carry and achieve a personal annual sales quota, directly owning a pipeline of net-new and expansion opportunities across ShipperGuide
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  • Actively prospect, develop, and close strategic deals, modeling best-in-class selling behaviors for the team
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  • Own and manage a personal book of business, including key accounts and high-value prospects, with full accountability for forecasting and pipeline health
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  • Develop and execute a unified go-to-market strategy for both ShipperGuide and OpenDock that maximizes market penetration and revenue growth
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  • Drive full-funnel sales execution, from lead qualification to closing and onboarding
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  • Establish repeatable sales processes and ensure consistent adoption of tools, CRM hygiene, and reporting standards
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  • Partner with marketing to define and refine ICPs, messaging, and campaign strategies
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  • Align with Customer Success to ensure a smooth handoff from sales to onboarding and retention initiatives
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  • Collaborate with Finance on pricing strategies, discount approvals, and revenue forecasting
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  • Work with the Account Management team to proactively identify and execute account growth strategies, including upsells and cross-sells
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  • Work closely with Managed Transportation and Brokerage sales leadership to identify cross-sell and upsell opportunities
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