Director, Mid Market Sales

  • Keep Truckin


Who we are:
KeepTruckin is on a mission to modernize the trucking industry. With the leading fleet management platform, we are bringing trucks online and fundamentally changing the way freight is moved on our roads.
We are a Forbes Cloud 100 company and weve been recognized by Glassdoor as a Best Place to Work in 2019. Were on the hunt to find talented individuals to join our growing team.
As a Director of Mid Market Sales, you will be managing all business related tasks, reporting, account organization and process oversight, BI, sales process control, SFDC admin, sales data integrity, and ROI analysis and positioning. This role will be highly cross-functional and you will work closely with Sales, Marketing, Finance, Fulfillment, Customer Success, and executive management. This is a unique opportunity to grow and guide Mid Market sales team strategy, and most importantly Manage Regional Sales Managers that are managing the Account Executives for Mid Market sales sector.


  • Identify gaps, organize schedule so we dont miss filing dates, set reminders etc.
  • Meet and exceed ACV Bookings and revenue targets
  • Drive the overall hiring strategy and capacity planning for Mid Market sales team
  • Set and refine KPIs and other operating metrics to assess team effectiveness
  • Implement sales management training and coaching programs to ensure consistency and effectiveness across the organization
  • Collaborate with marketing and sales development to increase demand generation
  • Ensure use of CRM and other data to achieve forecast accuracy on a weekly, monthly, and quarterly basis
  • Partner with HR and Talent Acquisitions to ensure solid alignment of sales with KT culture and OKRs


  • 5+ years experience directly managing SaaS sales teams
  • Prior experience meeting and exceeding sales targets
  • Active listening skills with ability to build trust
  • Competitive mindset always striving for success
  • Receptive to feedback, willingness to learn and embrace continuous improvement
  • Knows what results are important, and focuses resources to achieve them
  • Keenness and quickness in understanding and dealing with a business situation
  • Experience with Salesforce or other CRM and sales technologies for forecasting, pipeline management, and sales acceleration
As an equal opportunity employer, we are committed to diversity in the workforce. In accordance with applicable law, we prohibit discrimination against any applicant or employee based on any legally recognized basis, including, but not limited to; race, color, religion, sex (including pregnancy, lactation, childbirth or related medical conditions), sexual orientation, gender identity, age (40 and over), national origin or ancestry, physical or mental disability, genetic information (including testing and characteristics), veteran status, uniformed service member status or any other status protected by federal, state or local law.
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