Director of Sales

Better Trucks; Chicago (IL); On-site; USD 120,000 - 160,000; Full time

Benefits offered by this job

Competitive salary

Performance-based incentives

Equity opportunities

Comprehensive benefits package

Job summary

A fast-growing logistics firm in Chicago is looking for a Director of Sales to lead and manage their Sales team. This role will develop sales strategies, align with executive goals, and drive revenue growth. Candidates should have over 10 years of B2B sales experience and strong leadership skills. A competitive salary, equity opportunities, and comprehensive benefits are offered.

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.

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.

Skills

B2B sales experience

Leadership

Strategic thinking

Analytical skills

Communication skills

Job description

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.