Director of Sales
Better Trucks
Executive Vice President at Better Trucks | Driving Innovation and Growth in Last-Mile Parcel Services Better Trucks is one of the fastest-growing regional last-mile carriers in the nation, and we’re just getting started. We partner with the world’s leading retailers, eCommerce firms, and fulfillment centers to deliver parcels to over 50% of the country in under two days. As a technology-first organization, we are redefining the last-mile delivery landscape with an advanced, purpose-built technology stack that drives efficiency, accuracy, and an unparalleled customer experience. We’re hiring a Director of Sales to help fuel our growth and to manage and lead our Sales team. In this role, you will work closely with company leadership and key demand and delivery teams to shape transformative sales strategies, build high‑performing teams, and drive exceptional revenue growth and market leadership. Successful candidates bring a positive attitude, high energy, and curiosity to the role, combined with strong leadership, strategic thinking, and an innate drive to excel. Above all else, we’re looking for results‑driven leaders to help push the firm to its next level of growth. Key Responsibilities Develop and execute a comprehensive sales strategy to drive revenue growth and market share. Collaborate with the executive team to align sales initiatives with company goals. Recruit, mentor, and manage a high-performing sales team, fostering accountability and collaboration. Strengthen relationships with key accounts and build long-term partnerships. Set, track, and exceed sales targets, KPIs, and financial objectives. Analyze market trends and competitor data to inform decision-making. Drive alignment between sales, marketing, and customer success teams to optimize the customer journey. We’re a small, agile team, and we need a coach-player. This isn’t a role where you’ll sit back—it’s hands‑on every day. You’ll be deeply engaged in the full sales lifecycle, from prospecting and qualifying leads to closing deals. Demonstrated expertise in all three areas is essential for success. Qualifications 10+ years in B2B sales with 5+ years in a senior leadership role, preferably in logistics, transportation, or technology sectors. Proven track record of achieving and exceeding revenue targets. Deep understanding of sales operations, CRM systems, and go-to-market strategies. Exceptional communication and leadership skills. Strategic thinker with strong analytical and decision‑making abilities. What We Offer Competitive salary with strong performance-based incentives. Equity opportunities in a fast-growing company. Comprehensive benefits package (healthcare, 401(k), etc.). Opportunity to lead a transformative initiative in the logistics industry. Join Us The coming years are pivotal for Better Trucks. With a solid foundation and a proven track record of success, we’re poised to lead the charge in an industry primed for change. If you’re ready to make a lasting impact and take your career to the next level, apply today. #J-18808-Ljbffr Better Trucks
- ...creativity and talent of inspired individuals together to accomplish great things. Come join us – become a Maverick! Role: Director of Sales – Offshore Rooftop at Navy Pier, Chicago, IL Offshore Rooftop is one of Chicago's most iconic high-volume hospitality...SuggestedLocal areaAfternoon shift
$100k - $110k
...well-being-within one of the most distinctive senior living communities in the country.We are seeking a seasoned and strategic Director of Sales to lead occupancy growth and sales performance for this highly sought-after community. This is an exciting and professionally...SuggestedHourly payFull timeTemporary workFlexible hours- ...Overview Opportunity: Director of Sales The Home2 Suites Chicago River North is seeking a results-driven Director of Sales to lead the hotel's revenue growth efforts in the heart of Magnificent Mile. This leader will drive strategic sales initiatives focused on...SuggestedWeekend work
$130k - $150k
...Director of Sales Berkeley, IL, USA Requisition Number 16354 Location Berkeley, IL Job Description SUMMARY The Director of Sales serves as a senior commercial leader within Whitsons’ Prepared Meals division, responsible for driving strategic revenue...SuggestedFull timeContract workHome officeMonday to FridayShift workWeekend workAfternoon shift- ...Director of Sales The Home2 Suites Chicago River North is seeking a results-driven Director of Sales to lead the hotel's revenue growth efforts in the heart of Magnificent Mile. This leader will drive strategic sales initiatives focused on building strong client relationships...SuggestedWeekend work
$123.75k - $198k
...mission to Protect Life, exploring critical safety and justice issues through devices and cloud software. This role leads the Majors Air sales organization, defining how agencies deploy the next generation of aerial response technology. Axon’s Drone as First Responder (DFR)...Work at officeRemote work$100k - $104k
Overview Schulte Hospitality Group is seeking a dynamic, service-oriented Director of Sales to join our team. Schulte Hospitality Group is an organization whose success is rooted in its service culture. Our mission is to exude hospitality, be respectful and authentic, prioritize...Daily paidWork at officeImmediate startFlexible hoursNight shiftAfternoon shift- We are seeking a high-impact Director of Channel Sales to lead and scale our distribution footprint across the Electronics and Electrical markets. This is a strategic leadership role responsible for managing a team of Channel Managers who serve as the primary link between...Full timeContract work
$100k - $123k
...-exceeding, fun-loving, innovative professionals. And that’s who we like to hire. SUMMARY OF POSITION As a member of the Sales team, the Director, Midwest Regional Sales promotes and sells Cleveland to increase convention and event business, helping Destination Cleveland...Work experience placementWork at officeLocal areaRemote workFlexible hoursNight shiftWeekend workAfternoon shift- Responsibilities We are seeking an experienced, results-driven Director of SaaS Sales to lead our ShipperGuide TMS team This is a player‑coach role where you will personally carry and be accountable to an individual sales quota while simultaneously leading, developing...Temporary workLocal areaFlexible hoursShift work
- ...doors in 2009, the world of commerce has evolved immensely, and so has Square. After enabling anyone to take payments and never miss a sale, we saw sellers stymied by disparate, outmoded products and tools that wouldn't work together. So we expanded into software and...Local areaRemote workWorldwideFlexible hours
$135k - $300k
The Role As the Director of Sales, QualityOne Extended Industries you will lead a high‑performing team of Account Partners focused on selling global enterprise eQMS solutions to large manufacturing organizations. This role is accountable for achieving regional revenue targets...Local areaFlexible hours- ...Senior Director of Sales, Chicago We are seeking a senior commercial leader with a proven record of closing complex enterprise business & scaling revenue to join Azerion's U.S. team, based in Chicago. This senior leadership role will drive regional revenue growth, strategic...Work at officeFlexible hours
$120k - $150k
## Description**Position Title:** Director of Sales **Location:** Chicago, IL - Hybrid (In office 3 days per week) **FLSA Status:** Exempt **Effective Date:** February 2026 **Annual Salary Range:** $120,000 - $150,000### Choose Chicago is the official sales and marketing...Temporary workWork at officeFlexible hoursAfternoon shift3 days per week- ...move our customers’ freight — giving shippers control, reliability, and accountability from origin to destination. The Role The Director of Sales leads revenue growth across USMMG’s full-service portfolio. You will build and execute the strategy to win new shippers,...Contract work
- Director of Sales (Outside Sales) opportunity is a very exciting opportunity for any Property Management professional who enjoys working independently and leading a team! This person will be the face of their Property Management market, representing BG Staffing. We are...Local area
- ...markets. Thank you for understanding! About the Role As Attain's commercial organization continues to expand, we are looking for a Director of Sales, Insights to drive adoption & revenue for Attain's Insights product. This role will be highly specialized as a SaaS‑focused...Immediate start
$150k - $175k
...looking for a meaningful career, a culture of excellence, and the ability to make a difference, we want to talk to you! Job Title: Director of Sales Company: Marksman Titan Security Group Division: Titan Electronics Incorporated Security Solutions Location: Flexible (Ideally...Contract workLocal areaFlexible hours- United Service Companies is seeking a dynamic Director of Sales for Offshore Rooftop at Navy Pier in Chicago, IL. This leadership role focuses on creating demand and driving revenue across group, event, and experiential channels, with full responsibility for the commercial...
$144.2k - $268k
...growth? Do you enjoy collaborating cross-functionally to deliver on common goals? Intelligize, a LexisNexis company, is seeking a Director of Sales to lead a high‑performing SaaS sales organization focused on SEC filings, disclosure, compliance, and capital markets...Work from home$150k - $160k
Director of Sales, North America The Peninsula Hotels is synonymous with timeless luxury, owning and operating 12 magnificent properties in key gateway cities across the US, Europe and Asia. As we continue to expand our reach and influence, we are recruiting a newly created...Work at office- ...Description Location: Chicago, IL 6- 8 years of Business development skills Experienced Hunter with the understanding of the overall sales cycle and preferably having own new logos consistently year on year Experienced in selling to Banking and Financial Services domain...Contract work
$140k - $190k
Description The Global Director of Sales is responsible for leading Ball FloraPlant's worldwide sales strategy to drive profitable growth, expand market share, and strengthen customer and breeder partnerships. This role provides strategic leadership across global sales...Worldwide- Semios is seeking a Director of Sales Excellence in Chicago to design and implement high-performance sales operations across its group. You will collaborate with various GTM teams, establish sales standards, and enhance operational frameworks to drive predictable revenue...Remote work
- ...Senior Director of Sales About the Company Aggressively growing custom ingredients company specializing in B2B food ingredient solutions. Industry Food Production Type Privately Held About the Role The Company is seeking a Senior Director of Sales...Remote work
- A global promotion organization is seeking a Director of Sales based in Chicago to manage national association and convention accounts. This senior role requires 7 to 10 years of experience in sales, strong consultative skills, and a deep knowledge of the Chicago area and...Work at office3 days per week
$130k - $135k
...leading digital marketing software but we’re even prouder of the people behind it. That’s where you come in! Skai is seeking a Director of Sales for our US Independent Agency Team, who will be responsible for generating new agency accounts, owning the GTM sales process...Base plus commissionContract workWork at officeWork from homeHome office3 days per week- A technology company is seeking a Sales Leader to establish a new office in Chicago and drive growth in the Americas. Ideal candidates will have over 10 years of experience in B2B sales, particularly in industrial automation. The role includes leading a team, managing a...Work at office
$190k - $220k
...nuanced environment where credibility is earned, not assumed. Sales excellence here is not aspirational — it is mission-critical .... ...in the field doesn’t survive. About the Role They are hiring a Director of Sales Training who can operate as a true partner to senior sales...- Loadsmart is seeking a Sales Director to lead and develop a sales team while managing personal quotas. The role involves defining sales strategies, ensuring processes are repeatable, and collaborating with various departments to drive revenue growth. Ideal candidates have...
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Director of Sales. Be the first to apply!
- area director of sales Chicago, IL
- global sales director Chicago, IL
- head of sales Chicago, IL
- sales director Chicago, IL
- executive sales director Chicago, IL
- director sales finance Chicago, IL
- director of sales enablement Chicago, IL
- remote sales director Chicago, IL
- director sales development Chicago, IL
- managing director sales Chicago, IL

