Jimmy R.

Partnering with founders and executive teams to provide hands-on product leadership across strategy, platform evolution, team structure, and AI-enabled product development. Engagements typically focus on clarifying product direction, modernizing platforms, improving execution, and supporting leadership through periods of scale or transition.

• Led product strategy and roadmap definition for SaaS and platform businesses across commerce, payments, and customer experience
• Advised leadership teams on product org design, operating models, and delivery cadence
• Supported platform modernization initiatives involving APIs, data, and AI-driven capabilities
• Operated in fractional, hands-on roles bridging strategy and execution

Built and scaled a modern digital product organization inside a legacy enterprise, launching new customer and partner platforms while establishing product operating models from the ground up.

• Led zero-to-one initiatives including a DTC mobile app and a B2B retailer platform
• Built and led a 40+ person product, design, and engineering organization across multiple domains
• Established product strategy, roadmaps, OKRs, and execution standards to shift from project delivery to outcome-driven product teams
• Introduced AI-assisted discovery and prioritization to improve decision quality and alignment
• Modernized customer-facing platforms across mobile, web, and partner experiences
• Embedding experimentation, behavioral analytics, and AI-powered personalization across customer journeys to drive measurable outcomes.

Owned and scaled a customer experience platform serving 15,000+ ecommerce brands, focused on self-service, automation, and AI-enabled workflows.

• Led product strategy across onboarding, in-product guidance, automation, analytics, and support workflows
• Built and mentored globally distributed product teams across multiple squads
• Embedded AI and automation into customer workflows to reduce friction and improve time-to-value
• Improved retention and expansion by aligning product investments to activation, engagement, and operational efficiency metrics
• Leading the enterprise-readiness initiative, ensuring the platform could meet the demands of larger, more complex customers.
• Balanced platform scalability with intuitive, human-centered experiences

Led commerce and payments product strategy through rapid scale and post-acquisition integration, modernizing platform architecture and onboarding experiences.

• Transformed a monolithic commerce platform into a multi-tenant SaaS architecture
• Led product integration following acquisition, aligning commerce and payments strategies
• Drove significant user growth through improved onboarding and product-led growth initiatives
• Expanded platform integrations across payments, ordering, and inventory systems
• Established core product management practices including roadmaps, discovery, and KPI-driven planning

Co-founded and scaled an ecommerce SaaS platform from early growth through acquisition, owning long-term product, technology, and business outcomes.

• Defined product strategy and roadmap for a platform serving 25,000+ merchants
• Built and scaled product, engineering, and customer teams to 100+ employees
• Owned end-to-end ecommerce experiences including acquisition, conversion, checkout, and retention
• Built a broad partner ecosystem across payments, shipping, and tax providers
• Led the company through sustained growth and eventual acquisition

Led early-stage product and engineering execution, designing and building the core platform while scaling the organization and operations.

• Designed the core ecommerce platform architecture and APIs
• Led zero-to-one product development across inventory, SEO, performance, and post-purchase workflows
• Established early engineering practices and delivery rhythms
• Balanced product development with operational and business constraints

• Designed and implemented SQL Server databases to support the intranet.
• Built internal data and reporting platforms to improve operational visibility
• Integrated ERP data into decision-support tools for manufacturing and logistics
• Designed, coded, tested, and documented web and business applications using .NET technologies

• Implemented ERP systems for manufacturing and warehouse operations
• Used Microsoft SQL Server to manage ERP data, ensuring integrity and accuracy.
• Led process documentation and standardization initiatives