Note: The job is a remote job and is open to candidates in USA. Loadsmart is a growth-stage technology company valued at over $1 billion, seeking an experienced Director of SaaS Sales to lead their ShipperGuide TMS team. The role involves carrying a personal sales quota, developing sales strategies, and leading a team to maximize revenue growth and customer engagement.
Responsibilities
- Carry and achieve a personal annual sales quota, directly owning a pipeline of net-new and expansion opportunities across ShipperGuide
- Actively prospect, develop, and close strategic deals, modeling best-in-class selling behaviors for the team
- Own and manage a personal book of business, including key accounts and high-value prospects, with full accountability for forecasting and pipeline health
- Develop and execute a unified go-to-market strategy for both ShipperGuide and OpenDock that maximizes market penetration and revenue growth
- Drive full-funnel sales execution, from lead qualification to closing and onboarding
- Establish repeatable sales processes and ensure consistent adoption of tools, CRM hygiene, and reporting standards
- Partner with marketing to define and refine ICPs, messaging, and campaign strategies
- Align with Customer Success to ensure a smooth handoff from sales to onboarding and retention initiatives
- Collaborate with Finance on pricing strategies, discount approvals, and revenue forecasting
- Work with the Account Management team to proactively identify and execute account growth strategies, including upsells and cross-sells
- Work closely with Managed Transportation and Brokerage sales leadership to identify cross-sell and upsell opportunities
Skills
- 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
- Experience in public speaking and events
- Proven track record of personally closing multi-million-dollar deals while simultaneously leading a team to exceed ARR targets
- Strong operational discipline with the ability to build scalable, repeatable sales processes
- Proven track record of leading teams to exceed multi-million-dollar ARR targets
- 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
- History of working closely with marketing and product to refine GTM strategy
Benefits
- Competitive base salaries - we believe in rewarding top talent
- Extremely competitive Equity package - become a shareholder in our company!
- Loadie Time Off - PTO and sick days without a limit
- Comprehensive Medical, Dental, and Vision insurance plans
- 401k Match
Company Overview