• Prepare materials and recommendations for executive team and board-level discussions on business unit strategy, including product, pricing, and market expansion. • Define and maintain executive dashboards, KPI frameworks, and leading indicators to monitor product performance, pricing impact, and GTM effectiveness. • Support setting the product vision and multiyear roadmap for Auto Integrate, working with executive leadership and Product to align on strategic bets and sequencing. • Define target customer segments, use cases, and vertical focus; clarify where we win versus competitors and adjacent solutions in fleet, logistics, and broader B2B SaaS. • In partnership with the product team. ensure market, customer, and competitive insights are translated into clear product requirements, investment cases, and prioritization frameworks. • Support ownership of the Auto Integrate and payments business model, including 3-year financial plans, scenario analyses, and investment cases for new initiatives. • Own the quantitative analysis underpinning pricing and packaging decisions for Auto Integrate, using customer cohort data, product usage, and transaction-level patterns to identify opportunities to improve revenue, margin, and adoption. • Build and maintain robust pricing and monetization models (e.g., unit economics, CLTV, payback, elasticity, sensitivity analyses) that directly inform changes to list pricing, discounting guardrails, value metrics, and packaging constructs. • Mine product and payments telemetry (e.g., active usage, feature adoption, TPV, invoice/transaction volume, interchange yield) to design and iterate on usage-based and transaction-based monetization levers. • Create clear, executive-ready pricing and monetization reporting: track and communicate key KPIs (ARPU, attach rate, adoption/activation, gross margin, churn/expansion by price point) and proactively flag risks and opportunities. • Maintain a source-of-truth pricing and packaging framework, ensuring that analytical logic, assumptions, and metrics are well documented, reproducible, and easy for stakeholders to understand and apply. • Support product marketing for Auto Integrate, including positioning, messaging, narrative, and sales enablement across self-serve, inside sales, and field motions. • Partner with Product to ensure launches and roadmap investments are deeply tied to monetization opportunities and measurable business outcomes. • Own integrated go-to-market plans for major launches and campaigns, partnering with Sales, Marketing, and Partnerships to hit pipeline, activation, and revenue targets. • Drive adoption and growth programs to increase Auto Integrate participation among existing Fleetio customers and expand usage within current accounts.