Director, SaaS Sales, Shipper Solutions

Chicago / Remote

Full Time Executive-level / Director
Loadsmart, Inc. logo
Loadsmart, Inc.
Loadsmart is a logistics technology platform that enables shippers, carriers, and brokers to efficiently manage an automated supply chain. Backed by data scientists, engineers, and world-class support — Loadsmart integrates seamlessly to give...
Apply now Apply later

→ Do you want to join a rocket ship that has had +200% growth of year-over-year revenue? → Are you interested in disrupting the logistics industry through the latest technology stack? → Are you an experienced software sales leader who has successfully built and scaled teams?
If so, nice to meet you! We are Loadsmart and we have recently created a new Director, SaaS Sales, Shipper Solutions. We are a Series C-funded logistic technology company that has increased our revenue by 200% year over year, led by a leadership team of logistics veterans and experienced engineers, product leaders and data scientists continuing to disrupt this $800 billion industry. Loadsmart is looking for Director to help lead and grow a sales team focused on both enterprise and SMB markets for some of our newly developed and/or acquired products.
In this role you’ll lead and oversee a growing team of Enterprises Sales Managers, Digital Sales Reps and Sales Development Reps. From day one, you will leverage your industry knowledge, sales leadership, and high energy to help with lead generation and closing business. You will obsess over customer acquisition, establishing market share and developing your team as highly effective and productive sales professionals while having fun along the way! 
REPORTING TO: Tim Evans, Vice President, SalesLOCATION:  US Remote; our HQ is Chicago but this role can be based anywhere in the US with travel expected to increase eventually


  • Manage and develop a team of Enterprise Sales Managers, Digital Sales Representatives and Sales Development Representatives to ensure individual and company sales targets accurately forecasted and achieved 
  • Establish and proactively manage individual sales quotas, call targets and other key performance metrics 
  • Partnering with Marketing to aggressively drive high level of sales outreach primarily focused on acquiring and onboarding new customers while 
  • Partnering with the Customer Success team to retain and grow existing customers
  • Assist with lead generation and initial sales pitches to successfully onboard new SaaS 
  • Maintain sales pipeline, drive Salesforce compliance, and ensure accurate forecasts
  • Participate as an active member of our collaborative sales team and contribute to our culture of sales success
  • Develop a high-performing team by hiring diverse talent, prioritizing development, leading by example to prepare people for their next role


  • 2+ Years of sales leadership experience selling software in the logistics industry - preferably shipper facing
  • Demonstrated success building and managing a software sales team in fast paced environment
  • Leveraging sales productivity tools such as Salesforce, SalesLoft, ZoomInfo and LinkedIn Sales Navigator 


  • Energetic sales leader with a positive presence and get the job done mentality
  • A self-starter, innovative, result-focused and team-oriented
  • Passion about developing your team with High EQ
  • Someone who helps add value to customers in a strategic way; Knows how to partner with clients and identify technical solutions to business challenges.
  • Possessing a strong ability to establish and manage relationships with prospects
  • Embracing a growth mindset, sense of curiosity and strong problem solving skills; you are constantly learning about emerging market trends to identify potential opportunities and gaps
  • You challenge the status quo and roll up your sleeves to implement meaningful change. You relentlessly pursue your mission with a strong sense of urgency
Prosperity• Competitive base salaries - we believe in rewarding top talent • Plus uncapped commission• Extremely competitive Equity package - become a shareholder in the company that is on a rocket ship trajectory!
Good Health• Comprehensive Medical, Dental, and Vision insurance plans• 401k Match up to $5,000 regardless of salary • Short and Long Term Disability Insurance covered 100% by the company• Teledoc (remote doctors) and Talkspace (mental health counseling) membership fees covered 100% by the company
Happiness!• 10 Paid holidays, plus 15 days of accrued PTO for a total of 25 paid days off per year• An opportunity to work with an inclusive, global community of Loadies across 15 countries united by our core value of Teamwork • Regular recognition, feedback, and transparency across all levels; we offer monthly Business Updates, monthly "Ask Me Anything" Sessions with the CEO and Quarterly Equity updates • Opportunities for you to join our community service initiatives and donation drives• Lots of employee engagement activities both offsite and onsite; if you’re in Chicago expect to have an amazing time as we move into our beautiful new 35,000 sq foot office where we host happy hours, free lunches, free breakfast, lots of games (ping pong, pool, arcade, etc) plus get out of the office regularly for company social events (i.e. bowling, baseball games, golf outings)
Are you up to the challenge? Apply today!
At Loadsmart, we believe our biggest asset is our people. We are proud to be an equal opportunity employer, hiring and developing individuals from diverse backgrounds and experiences to add to our collaborative culture. Loadsmart treats all candidates and employees with respect and does not discriminate in our recruiting, hiring, and promoting processes, including on the basis of race, color, religion, sex, age, sexual orientation, gender identity and/or expression, national origin, veteran status, or disability.
Job region(s): North America
Job stats:  0  0  0
  • Share this job via
  • or

Explore more Remote Work and WFH career opportunities