Competitive & Product Enablement Lead

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 Competitive & Product Enablement Lead, you will play a pivotal role in shaping our competitive strategy, delivering product training, and driving go-to-market (GTM) execution. You will collaborate closely with product, marketing, sales, and executive teams to ensure we have a clear understanding of our competitive landscape and can effectively enable internal teams for success.

Key Responsibilities:

• Conduct deep market and competitive analysis to identify industry trends, threats, and opportunities.
• Develop and maintain a competitive intelligence framework, gathering data from various sources, including market research, customer feedback, competitor analysis, and industry reports.
• Synthesize complex data into actionable insights, reports, and presentations for stakeholders.
• Work closely with product teams to assess competitive differentiation and provide insights to drive product strategy.
• Design and deliver comprehensive product training programs for sales, customer success, and marketing teams.
• Partner with marketing and sales to refine positioning, messaging, and go-to-market strategies based on competitive insights.
• Monitor emerging technologies, business models, and strategies within the SaaS industry to anticipate future trends.
• Establish a system for tracking and disseminating competitive intelligence to key stakeholders in a timely and impactful manner.
• Act as a backup resource for product marketing initiatives, supporting key campaigns, launches, and content development.

• Experience: 5+ years in competitive intelligence, product marketing, or sales enablement within SaaS or tech.
• Market Analysis: Strong ability to assess competitive landscapes and translate insights into strategy.
• Product & GTM: Deep understanding of SaaS products and go-to-market strategies.
• Communication: Excellent skills in writing, presenting, and influencing cross-functional teams.
• Collaboration: Proven success working with product, sales, and marketing teams.
• Training & Enablement: Experience developing and delivering competitive insights and product training.
• Data-Driven: Skilled in synthesizing complex data into actionable insights.
• Adaptability: Agile, strategic thinker with a passion for market trends and innovation.

By Joining Us You'll Enjoy

• Great people to work within an inclusive and collaborative culture
• Open vacation program with unlimited vacation days
• Competitive compensation package, including benefits 
• Opportunities to make your mark, experience growth, professional development, and advancement within the company
• Social initiatives- virtual games and contests, pickle ball, basketball, ping pong, foosball, darts, you name your game

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