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Senior Director, Demand Generation

Remote or Hybrid

We Speak Safety and Efficiency:  

In September of 2024, Bestpass, Fleetworthy, ExpressTruckTax and Drivewyze rebranded as Fleetworthy. This rebrand reflects our ongoing mission to simplify fleet safety, compliance, and toll management under one unified brand.

Fleetworthy is revolutionizing road safety and fleet management with a command center for safety, compliance, and efficiency. Our connected suite provides real-time insights and control, enabling customers to maximize efficiency, reduce risk, and save money.

With technology that unifies safety, compliance, toll management, weigh station bypass, and more, Fleetworthy empowers organizations to perform at their best. We simplify operations to ensure every vehicle and driver is not just compliant, but beyond compliant.  Supporting millions of drivers and vehicles, Fleetworthy is leading a new era in road safety and fleet technology.   

At Fleetworthy, you’re in the driver’s seat! 

As the Senior Director, Demand Generation, you will lead a growing team of high-powered Marketers and be responsible for developing the strategy and executing all programs to drive brand awareness, high-quality leads, Marketing Originated Pipeline, Marketing Influenced Pipeline, and Return on Marketing Investment. Fleetworthy is at an inflection point – bringing category leaders to create a leading portfolio for fleet safety, compliance, and efficiency.

In close collaboration with Sales, Customer Success, and other marketing teams, the right leader will develop an effective mix of marketing programs that generate and engage leads at all funnel stages. The ideal candidate will direct and grow a highly capable and energetic team to achieve its goals. 

As a key member of the marketing leadership team and a direct partner to the CMO, this role will shape our go-to-market strategy, drive transformational pipeline growth, and directly influence revenue acceleration across all business segments.  The candidate will bring a mix of marketing experience balanced with tactical and execution skills in previous functional and team leadership roles. The candidate should blend strategy, creative vision, analytics, and organization, while effectively communicating across the company and to prospects and customers.

Responsibilities 

  • Design and execute marketing programs, including planning and ongoing execution across all product lines to achieve all marketing targets.
  • Develop and mentor a team of marketers who develop and deploy campaigns and content across email, digital advertising, social media, and paid media channels.
  • Determine and plan campaigns including the optimal deployment of a robust marketing program budget.
  • Drive awareness and alignment of marketing campaigns within Sales, Customer Success, Partners, and other relevant departments.
  • Own and report on full-funnel performance, from lead to revenue, including conversion optimization, CAC/LTV, pipeline velocity, and contribution to revenue growth targets
  • Continually A/B test and optimize, establishing actionable outcomes from testing results.
  • Demonstrate a strong commitment to ongoing Sales alignment to ensure program success.
  • Be able to think strategically and to dive into the details to get things done.

Qualifications

  • Minimum 10-12 years in B2B Marketing with over 5 years in a Marketing leadership and people management role
  • B2B technology experience across Enterprise to SMB markets required
  • Experience with Account-Based Marketing strategy and tactics
  • Experience with trucking / transportation industry a plus
  • Demonstrated expertise in designing, executing, and measuring annual and account-specific campaigns across multiple product lines and customer segments
  • Proven success in B2B marketing methods and best practices specific to demand generation
  • Extensive understanding of digital marketing and corporate website best practices – experience in SEM, paid search, social and online advertising, SEO, and CRO
  • Hands-on experience working with Marketing technology, including Marketo for marketing automation and email marketing
  • Highly creative – ability to think outside the box to find new ways to generate interest and excitement among targeted audiences
  • Strong analytical and quantitative skills; ability to use customer research, hard data and metrics to back up assumptions, generate credible forecasts and assess efficacy of marketing programs
  • Leverages generative AI tools to accelerate campaign ideation, content creation, personalization at scale, and optimization
  • Strong attention to detail during review of content and creative designs
  • Entrepreneurial spirit and commitment to achieve outstanding results
  • Highly motivated and passionate with the ability to adapt to change

Compensation

  • $170,000 to $180,000 USD Yearly + 10% Bonus

What Drives Us to Work Every Day: 

  • We pride ourselves on making a difference, for our employees, clients, and their businesses.
  • We accept team members for who they are and what they bring to the table. 
  • We are proud to build all our relationships based on transparency and trust. 
  • We are a team of energetic and curious individuals passionate about the work we do every day! 

 Our Core Values – We are 1TEAM 

  • People 1st - People 1st! We win as a team by collaborating, having each other’s backs, and bringing out the best in each other. We always treat others as they would like to be treated.  
  • Trust - We inspire trust by delivering on our promises, owning outcomes, being transparent in our communications, and acting with integrity.    
  • Every Trip Matters - Because every trip that our customers take is important to them, it's important to us. Whether it is a load being hauled across the country or a service vehicle traveling on a toll road, our customers count on us to deliver the right expertise, software, and data to make every trip safe, efficient, and productive.   
  • Always Innovating - We solve for the customer and focus on outcomes.  We are nimble in our approach. When we fail, we fail fast and learn from it. We are here to disrupt, not to fit in. 
  • Mindset - We are committed to a growth mindset. Our efforts and attitudes are what determine our abilities. We embrace good criticism. We seek new challenges. We never stop learning. 

About Bestpass: Bestpass is a comprehensive payment platform provider and leader in toll management solutions for commercial fleets of all sizes. Bestpass saves fleets time and money by consolidating payments and providing insight into cost per vehicle. Bestpass, founded in 2001, covers 100% of major toll roads across the U.S., supports more than 30,000 customers, and processes over $1.5 billion in toll transactions annually. Bestpass offers a range of toll coverage options for owner-operators, regional fleets, and national fleets, as well as customized solutions for specific needs. 

About Fleetworthy Solutions: Fleetworthy Solutions, Inc. provides DOT safety and regulatory compliance services to commercial fleets that take them Beyond Compliant. Fleetworthy combines exceptional client service, advanced technologies, and more than 40 years of transportation industry expertise to make sure that drivers and assets are truly fleetworthy. The company helps private fleets, for-hire carriers and third-party logistics companies of all sizes surpass compliance of federal, state, and local regulations and streamline processes to reduce costs and mitigate risks.  

Fleetworthy is committed to fostering a diverse and inclusive culture that is respectful and welcoming of individual differences. We are proud to be an equal opportunity employer and all qualified applicants will receive consideration for employment without regard to race, color, religion or belief (or lack thereof), sex, nationality, national or ethnic origin, civil status, age, citizenship status, sexual orientation, disability, genetic information, familial status, marital or registered civil partnership status, pregnancy or maternity status, gender identity, gender reassignment, military or veteran status, or any other protected characteristic in accordance with applicable laws and regulations 

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