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James Pilkington

Client-Obsessed People-First AI-Enabled Systems-Oriented Data-Driven Execution-Focused Product & Implementation Leader
๐Ÿ“ Boston, MA

Hello! I'm James

I specialize in building scalable Product Ops foundations and turning complex enterprise needs into measurable outcomes. Iโ€™ve led 0โ†’1 product launches, influenced multi-million dollar revenue, and partnered with executive teams to improve how products are built, launched, and adopted. My strength lies in systems thinking, people leadership, and using data to drive clarity and momentum across teams. This site showcases selected projects and experiments Iโ€™ve built to sharpen my technical, AI, and UI skills, and to demonstrate how I think about product problems end to end. If youโ€™re interested in Product Ops, product leadership, or building scalable systems that serve both customers and teams, Iโ€™d love to connect. And if you have a great book or course recommendation, Iโ€™m always learning.

๐Ÿ“…

15+

Years Product, Ops & Implementation

๐Ÿ‘ฅ

12+

Years leading & scaling teams

๐Ÿš€

100+

Products/Features Shipped

Career Highlights

A timeline of my professional growth & impact.

BNY

Jan 2009 โ€” May 2021

Various - Including Product Management and BA Team Management

Held progressively senior roles in fintech, Senior Business Analyst, Product Management, and Leadership contributing to large-scale digital transformation and reporting initiatives

  • Product Manager for a client-facing, self-serve data integration platform; prioritizing backlogs, defining user stories, collaborating with dev teams, and aligning product roadmaps with business goals.
  • 0>1 Product Manager for an internal workload tracking platform, serving monthly institutional accounting and reconciliation teams.
  • Spent 12 months in India training a new multi-level team and helping run the new business unit

Grubhub

May 2021 โ€” Apr 2024

Senior Manager of Technical Product Operations

Hired at Manager level and promoted to Senior Manager within 12 months expanding scope to include Data & Product Analytics, Product Operations, PCI audits, and Sales Engineering support and team managers bridging physical and digital experiences

  • Key leadership role launching v4 of our POS/Kiosk product. Owning feature parity, design choices, hardware scoping, supply chain and various other functions as both product and prgram management roles
  • Built and maintained team KPI monitoring frameworks, surfacing actionable trends, resulting in increased team velocity of 20% within 12 months.
  • Owned the rollout of 100+ features and bug fixes, including deployment cycles, comms, training, release management, and monitoring.

Monotype

Apr 2024 โ€” Jul 2025

Senior Manager of Implementation

Reporting to the C-Suite, ownership client-facing APIs and AI solutions centered around the partner business.

  • Successfully launched an API product from 0-1, creating product-market fit through market research and channel partner collaborations.
  • Ownership of API strategy, working cross-functionally to ensure a scalable and profitable business unit

Funnel Leasing

Jul 2025 โ€” Current

Enterprise Consultant II - Product Operations Focus

Strategic advisor to enterprise clients, leading SaaS implementations and driving change management initiatives across the property technology space.

  • Led multiple process improvements, identifying and removing flow bottlenecks to create scalable team structures.
  • Designed workflow automations using no-code tools and AI, reducing manual task load and increasing internal efficiency across implementation and CX teams.
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What the Experts Say

References & Recommendations

Education & Certifications

Continuous learning and professional development.

๐ŸŽ“ Academic Degrees

2008

Bachelors (BSc (Hons)) in Mathematics & Computer Science

University of Derby

2026

Master's (MSc) in Strategic/Business Management

University of Derby

๐Ÿ… Professional Certifications

2025 Product Led Alliance
Product Ops Certified Core & Masters
2025 IBM
AI Product Manager Professional Certificate
2024 University of Virginia
Certification in Digital Product Management
2024 Atlassian
Agile Project Management Professional Certificate
2023 Scrum Alliance
Certified Scrum Master