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!

Fleetworthy, the only technology suite for fleet safety, compliance, and efficiency, is seeking a Director of Digital Marketing to drive our digital strategy and optimize our online experience and investments. This role will oversee all digital marketing initiatives, optimize performance through continuous experimentation, and manage multiple corporate websites. The ideal candidate is a data-driven digital marketing leader with deep expertise in SEO, SEM, CRO, and website optimization and management and has successfully managed high-budget SEM campaigns ($100K-$200K/month) with a focus on lead conversion, ROAS, and marketing originated pipeline.

We are looking for a digital marketing leader who thrives in high-growth Enterprise SaaS and self-service/Product-Led Growth (PLG) environments, leveraging digital channels to drive user acquisition, activation, and retention.

Essential Duties and Responsibilities

Digital Marketing Strategy & Execution
Develop and execute a comprehensive digital marketing strategy aligned with business goals, driving demand generation, customer acquisition, and revenue growth.
Oversee and optimize SEM campaigns (Google Ads, Bing, paid social) to maximize return on ad spend (ROAS) and impact marketing originated pipeline.
Lead SEO and CRO initiatives, ensuring continuous website optimization for search rankings, user experience, and conversion rate improvements.
Manage four corporate websites across major brands, overseeing site structure, content strategy, and performance tracking.
Implement and optimize A/B testing, personalization, and audience targeting to enhance lead generation and engagement.
Drive self-service acquisition and PLG growth strategies to convert website visitors and free and trial users into paying customers.

_Team Leadership & Agency Management

Lead and mentor a team of in-house and external digital marketing professionals, including contractors and agencies.
Partner with external agencies to maximize digital investments, ensuring cost efficiency and high performance across paid search, display, and programmatic channels.
Collaborate with Marketing, Product, Sales, and Revenue Operations teams to align digital strategies with broader business objectives.

_Performance Analytics & Optimization

Track and report key digital marketing KPIs, including website traffic, lead conversions, pipeline impact, and campaign ROI.
Use analytics platforms (Google Analytics, Looker, Marketo, Salesforce) to derive actionable insights and refine marketing strategies.
Leverage data-driven insights to scale self-service revenue and PLG motion, optimizing digital touchpoints for frictionless conversions.

Experience and Competencies

8+ years of experience in digital marketing, with a focus on SEM, SEO, website management, and conversion rate optimization.
Proven track record managing high-budget SEM campaigns ($100K-$200K/month) with a focus on pipeline and revenue impact.
Experience leading multiple websites across brands and driving SEO strategy and UX improvements.
Strong background in marketing analytics, performance reporting, and data-driven decision-making.
SaaS and self-service/Product-Led Growth (PLG) experience strongly preferred.
Exceptional project management and organizational skills, with an eye for detail.
Strong ability to lead, collaborate, and influence across teams and vendors.
Experience with Google Ads, GA4, and Salesforce is required. Experience with Marketo, 6sense, Monday.com, and other MarTech tools is highly preferred.

Compensation Range:

$140,000 - $170,000 USD yearly + 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