Senior Product Manager at Bestpass by Fleetworthy

Canada (Remote)Full-timeRemoteProductPosted 8 days ago

About the Role

<div class="content-intro">Fleetworthy offers the only complete technology suite for fleet readiness, uniting safety and compliance, toll management, and weigh station bypass solutions. We help fleets streamline operations, control costs, and operate with confidence.    Trusted by 75% of the top fleets in North America, Fleetworthy offers the most adopted toll management solution and largest weigh station bypass network. Going beyond regulatory requirements, our safety and compliance capabilities strengthen safety programs and enable proactive audit readiness. We support millions of vehicles and drivers and are recognized across the industry for innovation and leadership.    Fleetworthy is shaping the future of fleet readiness with AI-enabled, connected fleet technology that keeps drivers safe, fleets compliant, and operations running at peak efficiency. Learn more at <a class="Hyperlink SCXW248234814 BCX0" href="http://fleetworthy.com/" target="_blank">fleetworthy.com</a>.</div>Road Map:  The Senior Product Manager position is focused on strategic growth and product leadership. You will define and drive initiatives that accelerate revenue, user retention, and market expansion by synthesizing deep customer insight with rigorous quantitative analysis to set the product direction for growth. You will own key growth metrics and lead cross-functional alignment across design, engineering, marketing, and analytics teams to achieve and exceed company growth targets. Primary responsibilities include defining product strategy, leading discovery and roadmap planning, championing stakeholder alignment, and ensuring all product initiatives are executed in line with the broader product vision. This position is a senior leadership role where you will mentor team members, influence decisions within your product area, and drive a product-led, customer-focused evolution of Fleetworthy platforms.  What Your Ride Will Look Like:  <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="3" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="1" data-aria-level="1">Work closely with the VP of Product and Senior Leadership to gain a deep understanding of the product vision, direction, and needs within your product area. Promote the vision throughout the company to ensure Development, Sales, Customer Experience, and Marketing efforts are aligned and moving in concert. </li> </ul> <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="3" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="2" data-aria-level="1">Define and continuously evolve lean product methodologies and processes within your product area, setting a strong example of best practices. </li> </ul> <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="3" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="3" data-aria-level="1">Lead and scale a continuous discovery practice, coaching internal stakeholders on customer-centric product thinking. </li> </ul> <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="3" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="4" data-aria-level="1">Drive synthesis of user research, interviews, and prototype feedback into clear, actionable strategic recommendations for leadership and cross-functional teams. </li> </ul> <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="3" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="5" data-aria-level="1">Own and maintain product documentation standards within your area. Define and review requirements, user stories, epics, and acceptance criteria for complex product functions and features. </li> </ul> <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="3" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="6" data-aria-level="1">Own the Product Owner seat at the Agile table by setting priorities, unblocking the team, and keeping delivery aligned with the product vision. </li> </ul> <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="3" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="7" data-aria-level="1">Coordinate and lead cross-functional teams through the full product lifecycle including design, development, testing, and post-launch assessment for major product releases. </li> </ul> <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="3" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="8" data-aria-level="1">Navigate ambiguity and competing priorities to balance business objectives with customer needs, making principled trade-offs and presenting clear recommendations to leadership. </li> </ul> <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="3" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="9" data-aria-level="1">Drive strategic decisions on scope and delivery, defining MLP (Minimum Lovable Product) thresholds while maintaining a long-term product vision. Serve as the senior internal authority on your product area across all teams. </li> </ul> <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="3" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="10" data-aria-level="1">Define and own a product analytics framework within your area. Lead analysis of adoption, usage trends, and business outcomes. Synthesize user feedback from multiple channels into a prioritized roadmap of impactful enhancements, and present recommendations to leadership. </li> </ul> <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="3" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="11" data-aria-level="1">Own the release governance process within your product area, ensuring product quality, scope integrity, and delivery timelines across multiple concurrent workstreams. Conduct and oversee QA acceptance testing and coordinate user acceptance testing. </li> </ul> <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="3" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="12" data-aria-level="1">Partner with customers and key stakeholders to validate strategic concepts, themes, and prototypes. Define, track, and report on product-area KPIs tied to business outcomes. </li> </ul> <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="3" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="13" data-aria-level="1">Provide clear, consistent communication to leadership on roadmap status, product impact, and priorities, including risks, trade-offs, and mitigation plans. </li> </ul> <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="3" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="14" data-aria-level="1">Own and continuously refine the product backlog, applying strategic prioritization to maximize business value and team throughput. </li> </ul> Show Off What You Have:  <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="1" data-aria-level="1">Exceptional ability to communicate complex product strategy, system architectures, and technical concepts to leadership, cross-functional, and customer audiences. </li> </ul> <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="2" data-aria-level="1">Deep experience working within lean product methodologies, particularly in fast-moving SaaS environments. Proven track record contributing to product strategy for a SaaS platform. </li> </ul> <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="3" data-aria-level="1">Demonstrated expertise creating detailed product documentation, business cases, and strategic roadmaps. </li> </ul> <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="4" data-aria-level="1">Proven ability to lead, influence, and align cross-functional stakeholders without direct authority. </li> </ul> <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="5" data-aria-level="1">Highly inquisitive mindset with strong presence; able to drive resolution of ambiguous, complex challenges. Exceptional prioritization, time management, and organizational skills across multiple strategic initiatives. </li> </ul> <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="6" data-aria-level="1">Strong technical, analytical, and strategic planning skills, including experience defining and tracking product KPIs. Demonstrated ability to perform under pressure and deliver results. </li> </ul> <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="7" data-aria-level="1">Experienced in managing multiple high-visibility product workstreams simultaneously. Deep customer empathy combined with the ability to build internal consensus and drive innovative solutions. </li> </ul> <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="8" data-aria-level="1">Ability to lead Product Management across complex user interface, information architecture, and backend data reconciliation and integration workstreams. </li> </ul> <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="9" data-aria-level="1">Proficiency in SQL and the ability to independently analyze data to inform product decisions and support business cases. </li> </ul> <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="10" data-aria-level="1">BS/BA degree in Technology, Business, or equivalent; MBA or related advanced degree a plus. </li> </ul> <ul> <li style="font-family: arial, helvetica, sans-serif; font-size: 12pt;" data-leveltext="" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559683":0,"335559684":-2,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"hybridMultilevel"}" data-aria-posinset="11" data-aria-level="1">Minimum 6–8 years of product management experience; prior experience in a senior or lead PM capacity is a plus. </li> </ul><div class="content-conclusion">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.</div>

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