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# James Pilkington

**Headline:** Scaling Product Ops With The Same Rigour As Product Management
**Profession:** Chief of Staff \- Data & Analytics
**Location:** Davenport, Florida, United States

## About

James Pilkington is Chief of Staff, Data & Analytics at WeVote and a product, operations, and client\-strategy leader with more than 15 years of experience at the intersection of technology, product, operations, and customer needs\. James is strongest at building scalable product operations, translating client requests into durable product solutions, and using data\-backed insights to influence product direction, prioritization, adoption, and ROI\. His work spans product management, implementation strategy, CX operations, technical consulting, and cross\-functional leadership across SaaS, APIs, higher education dining, financial services, and civic engagement\. At Grubhub, James built KPI frameworks that increased team velocity by 10% and reduced implementation time by 25% across more than 200 accounts, while leading the lifecycle of more than 300 features and fixes\. At Monotype, he founded the product leadership role for a new external API business unit, owning its P&L, strategy, and execution\. At Funnel Leasing, he advises enterprise portfolios valued above $5 million ARR and develops operational automation and AI\-enabled CX workflows\. The University of Derby has recognized James for career excellence in digital implementation, product leadership, and people\-first impact\.

## Services

- Cloud Computing
- Software as a Service \(SaaS\)
- Cross\-functional Collaborations
- Software Implementation
- Customer Escalation Management
- Key Performance Indicators
- Data\-driven Decision Making
- Product Management
- Engineering
- Strategic Vision
- Technology Leadership
- IT Escalation
- Information Systems
- Payment Card Industry Data Security Standard \(PCI DSS\)
- Point of Sale \(POS\) Systems
- IT Services
- B2C e\-commerce
- D2C
- Technical Product Management
- Computer Science
- Application Programming Interfaces \(API\)
- Market Analysis
- Product Placement
- Business Planning
- Business Case Preparation
- Technical Requirements
- Technical Consultation
- Coaching
- Change Management Communications
- Business Relationship Management

## Highlights

- Serves as Chief of Staff, Data & Analytics at WeVote\.
- Serves as a Senior Consultant in Customer Strategy and Consulting at Funnel Leasing, advising enterprise portfolios valued at more than $5 million ARR\.
- Manages Funnel Leasing consultants responsible for the organization’s highest\-complexity enterprise accounts and de\-escalates at\-risk high\-value accounts through white\-glove intervention\.
- Designed AI\-driven workflow automations and Exceptions Reporting tools at Funnel Leasing to reduce CX administrative work and improve visibility into client health and configuration anomalies\.
- Created AI\-powered integrations at Funnel Leasing, including Daily CX summarization agents\.
- Partnered with Funnel Leasing Product leadership to evolve the product development lifecycle and led pilots and full\-scale product rollouts with client\-to\-engineering feedback loops\.
- Founded the Product Lead role for Monotype’s new external API business unit, reporting directly to the C\-suite and owning its P&L, product strategy, and execution\.
- Conceptualized and launched Monotype’s greenfield API offering, using channel\-partner collaboration to identify market gaps and validate product\-market fit\.
- Developed plugin\-based customer\-acquisition solutions at Monotype that turned passive integrations into active, measurable revenue drivers\.
- Led Monotype’s AI\-driven contextual search and discovery integration and championed a Data as a Service roadmap using API usage data for internal AI models and customer data products\.
- Owned the full Monotype API customer lifecycle, including pre\-sales, solution engineering, and customer success\.
- Built KPI monitoring frameworks at Grubhub that increased team velocity by a further 10% and reduced implementation time by 25% across more than 200 accounts\.
- Engineered an AI\-powered bug\-review system at Grubhub that reduced manual engineering triage time by 10%\.
- Managed end\-to\-end delivery for more than 300 Grubhub features and bug fixes across mobile, POS, hardware, robot, and Amazon JWO product lines\.
- Built Grubhub dashboards with SQL, APIs, Amplitude, and Redash to surface product and support trends\.
- Doubled the size of Grubhub’s technical\-operations team and used targeted coaching to develop underperforming staff into top contributors\.
- Implemented RICE and MoSCoW prioritization frameworks and formalized Grubhub release management with analytics and internal post\-release surveys\.
- Increased Grubhub technical\-operations team velocity by 20% in the first year through workflow optimization\.
- Automated Grubhub cross\-functional bug tracking with Zapier pipelines linking Zendesk, Jira, and Monday\.
- Led Grubhub mobile, kiosk, and hardware version rollouts with 100% cross\-functional readiness for deployment schedules\.
- Developed BNY Mellon’s Jira\-based deliverable tracking, prioritization, and workload\-management process, plus workload dashboards in Power BI, Excel, and VBA\.
- Built a BNY Mellon relational database and VB\.net front end supporting more than 400 users with workload, workflow, client, headcount, and KPI management\.
- Managed the migration of BNY Mellon roles from the UK to India, training and managing a team of 30 people\.
- Led UAT and implementation of an automated BNY Mellon system for processing adjustments on inflation\-linked assets\.
- Reengineered a BNY Mellon Access tool to model estimated workload for all EMEA clients\.
- Migrated BNY Mellon’s accounting platform for all investment\-account clients and developed a tool that reduced reconciliation\-creation time\.
- Received numerous employee recognition awards for BNY Mellon efficiency and risk\-reduction tools, as well as a quarterly Aspire award for work on the London\-to\-Manchester job\-function migration\.
- Recognized by the University of Derby for career excellence in digital implementation, product leadership, and people\-first impact\.
- Implements voice\-AI solutions for prospect workflows and measures outcomes through containment rates, adoption, time savings, and ROI\.
- Member of the Boston Product Management Association\.

## Experience

- **Chief of Staff \- Data & Analytics at WeVote** (2026\-07\-01–present)
- **Sr Consultant \- Customer Strategy and Consulting at Funnel Leasing** (2025\-07\-01–present) — Operating as a strategic leader within the Customer Strategy & Consulting vertical, managing a team of consultants responsible for the highest\-complexity enterprise accounts\. Bridge the gap between CX and Product, driving internal operational rigour, automating workflows, and influencing the product roadmap to support scaling in a high\-growth startup environment\. Enterprise Portfolio Strategy: Serve as the primary strategic advisor for enterprise portfolios valued at \+$5M ARR, guiding complex SaaS implementations and successfully de\-escalating at\-risk high\-value accounts through white\-glove intervention\. Product\-Led Operations: Partnered with Product leadership to evolve the PDLC Operational Automation: Designed AI\-driven workflow automations and Exceptions Reporting tools, significantly reducing manual administrative load for the CX team while increasing visibility into client health and configuration anomalies\. Launch Execution: Orchestrated the pilot and full\-scale rollout of new p
- **Member at Boston Product Management Association \(BPMA\)** (2024\-12\-01–present)
- **Senior Manager, Client Implementation and Strategy at Monotype** (2024\-04\-01–2025\-07\-01) — Reported directly to the C\-Suite as the founding Product Lead for a new external API business unit\. Owned full P&L, product strategy, and execution, driving financial decision\-making and cross\-functional alignment to scale a new revenue stream\. 0\-to\-1 Product Strategy: Conceptualized and launched a greenfield API product offering, identifying market gaps and validating product\-market fit through strategic channel partner collaborations\. Revenue Engineering: Drove customer acquisition strategy by ideating and delivering plugin\-based solutions, transforming the ecosystem from passive integrations into active, measurable revenue drivers\. Cross\-Pod Orchestration: Aligned Engineering, SRE, Sales, and Support teams to establish scalable frameworks for API adoption, client onboarding, and integration support\. AI Product Enhancement: Directed the integration of AI\-driven contextual search and discovery features to enhance product functionality and user engagement\. Data Strategy: Championed a
- **Senior Manager, Technical Product Operations at Grubhub** (2022\-01\-01–2024\-04\-01) — Promoted to Senior Manager and expanded scope to include Data & Product Analytics, Product Operations, PCI audits, and Pre\-Sales\. Working collaboratively with Product and Engineering to improve workflows, remove friction, and drive tool adoption through influence without authority Strategic Growth: Built KPI monitoring frameworks that increased team velocity by a further 10% and reduced client implementation time by 25% across 200\+ accounts\. AI Innovation: Engineered an AI\-powered bug review system to analyze ticket completeness, reducing engineering manual triage time by 10%\. Product Ownership: Managed the end\-to\-end lifecycle for 300\+ features and bug fixes across mobile, POS, hardware, robot, and Amazon JWO product lines, overseeing QA, UAT, and release comms\. Data Strategy: Architected internal and external dashboards using SQL, APIs, Amplitude, and Redash to surface actionable trends in product metrics and support\. Leadership & Mentorship: Scaled the technical ops team \(2x size
- **Manager Technical Operations at Grubhub** (2021\-05\-01–2022\-01\-01) — Managed a team of operations engineers responsible for implementing and supporting higher education dining operations and student card integrations including ownership of restaurant hardware, POS, and mobile ordering platforms Cross\-Functional Leadership: Served as the highest technical escalation point for internal teams and key accounts, successfully de\-escalating at\-risk clients and managing critical 3rd\-party vendor relationships\. Process Automation: Revamped cross\-functional bug tracking using Zapier automation to create pipelines between Support \(Zendesk\) and prod/eng orgs \(Jira, Monday\), driving increased data accuracy and transparency across the organization\. Operational Velocity: Achieved a 20% increase in team velocity within the first year by optimizing workflows\. Scope Management: Managed capacity forecasting and project planning for B2B and B2C higher education partnerships, overseeing SaaS, hardware, and API integrations\. Release Leadership: Led end\-to\-end version roll
- **Data BA Manager \|\| Product Manager at BNY Mellon** (2016\-07\-01–2021\-05\-01) — \-	Managed a virtual team of BA’s responsible for client data delivery / implementation projects \-	Provided guidance in development of functional & technical design, test plans and user documents \-	Developed end to end process for deliverable tracking including deliverable submission, prioritization policies and workload tracking across the team through JIRA \-	Developed reporting based on work tracking to allow users to track personal deliverables \-	Developed management dashboards to report on team workload through PowerBI & Excel including VBA \-	Senior level consultation to internal business groups on project and process improvements \-	Managed scope, objectives, constraints & assumptions for a large, strategic, multi\-year projects \-	Acted as a BA developing requirements on data delivery / implementation projects \-	Trained staff in technical tools, new processes, skills, applications and business functions
- **Senior Business Analyst at BNY Mellon** (2013\-08\-01–2016\-07\-01) — Identified and implemented operational process improvements for investment accounting teams • Mapped out process flow diagrams through Visio and created functional requirements documents for all changes • Created custom tools, automations and ad\-hoc client reports using Excel, Access, VBA, SQL, & VB\.net • Assisted Supervising a virtual team including delivering feedback and managing daily tasks • Managed numerous small to medium projects such as system upgrades, process changes and roll out of enterprise solutions • o	Managed UAT & implementation of automated system to process adjustments on inflation linked assets • o	Reengineered an Access database tool to model all EMEA client’s estimated workload • o	Gathered requirements, designed and developed relational database with integrated front end designed and created in VB\.net to track and manage workload / workflows / client information / headcount data and KPIs to support 400\+ users
- **Migration Project Manager at BNY Mellon** (2012\-05\-01–2013\-08\-01) — \-	Successfully created a project plan and managed migration of roles from the UK to India, training and managing a team of 30 individuals\. \-	Completed staff assessments and provided updates to global stakeholders and varying levels of management\.
- **Junior Business Analyst at BNY Mellon** (2009\-01\-01–2012\-05\-01) — Became department technical & process expert and handled queries from internal and external clients • Delivered presentations to other internal teams and clients • Delivered new starter and refresher training for accounting teams • Spearheaded numerous small projects primarily system changes or process improvements • Designed numerous reports and dashboards for clients and internal management • Migrated accounting platform for all investment account clients\. • Developed a tool which slashed the time it took to create reconciliations • Processed transitions and new client take\-ons • Implemented and developed a number of tools to increase efficiency and reduce risk for which I received numerous employee awards in lieu of recognition • Key player in the migration of job functions from London to Manchester\. • Received quarterly aspire award for the work completed
- **Team Leader at Tesco PLC** (2008\-06\-01–2009\-01\-01) — Managed staff on day to day basis • Motivated staff to ensure all required duties were completed • Handled client/customer complaints

## Education

- Master of Science \- MSc, Strategic Management — University of Derby (2023\-12\-01–2025\-12\-01)
- Mathematics and Computer Science — University of Derby (2004\-01\-01–2008\-01\-01)

## FAQ

### What does James do now?

James is Chief of Staff, Data & Analytics at WeVote\. He also serves as a Senior Consultant in Customer Strategy and Consulting at Funnel Leasing and is a member of the Boston Product Management Association\.

### What are James’s core strengths?

James works across product operations, product management, implementation strategy, customer experience operations, analytics, and technical consulting\. He uses KPI tracking, including product adoption, containment rates, time savings, and ROI analysis, to connect operational work to business impact\.

### How does James approach customer requests and product scope?

James is particularly skilled at turning customer requests into the underlying business problems and identifying scalable solutions rather than defaulting to custom work\. He uses prioritization and scope management, favors practical MVPs that meet customer needs without overbuilding, and protects core product experiences while improving them\.

### What does James do at Funnel Leasing?

At Funnel Leasing, James operates as a strategic leader in the Customer Strategy and Consulting organization, managing consultants responsible for the highest\-complexity enterprise accounts\. He bridges CX and Product, drives operational rigor and workflow automation, influences the product roadmap, and coaches the team in project\-management methods and client strategy\. James serves as a strategic advisor to enterprise portfolios worth more than $5 million ARR, de\-escalates at\-risk high\-value accounts through white\-glove intervention, and helps create a scalable team structure by removing process bottlenecks\.

### What operational and AI work has James delivered at Funnel Leasing?

At Funnel Leasing, James partnered with Product leadership to evolve the product development lifecycle\. He designed AI\-driven workflow automations and Exceptions Reporting tools that reduced administrative load and increased visibility into client health and configuration anomalies orchestrated product pilots and full launches with feedback loops between clients and engineering and created AI\-powered integrations, including Daily CX summarization agents\.

### What did James accomplish at Monotype?

At Monotype, James was Senior Manager of Client Implementation and Strategy and the founding Product Lead for a new external API business unit, reporting directly to the C\-suite\. He owned the unit’s P&L, product strategy, and execution identified market gaps and validated product\-market fit through channel\-partner collaborations and launched a greenfield API offering\. James also developed plugin\-based acquisition solutions, coordinated Engineering, SRE, Sales, and Support around API adoption and onboarding, directed AI\-driven contextual search and discovery work, and championed a Data as a Service roadmap based on API usage data for internal AI models and customer data products\. He owned the customer lifecycle from pre\-sales and solution engineering through customer success\.

### What did James accomplish as Senior Manager of Technical Product Operations at Grubhub?

As Senior Manager of Technical Product Operations at Grubhub, James expanded his scope to Data and Product Analytics, Product Operations, PCI audits, and Pre\-Sales\. He built KPI monitoring frameworks that raised team velocity by a further 10% and reduced client implementation time by 25% across more than 200 accounts\. He engineered an AI\-powered bug\-review system that reduced manual engineering triage time by 10%, managed the lifecycle of more than 300 features and bug fixes across mobile, POS, hardware, robot, and Amazon JWO product lines, and built dashboards using SQL, APIs, Amplitude, and Redash\. James doubled the technical\-operations team’s size, coached underperforming staff into top contributors, implemented RICE and MoSCoW prioritization, and formalized release management with analytics and post\-release surveys\.

### What did James accomplish as Manager of Technical Operations at Grubhub?

As Manager of Technical Operations at Grubhub, James led operations engineers supporting higher\-education dining operations and student\-card integrations across restaurant hardware, POS, and mobile\-ordering platforms\. He was the highest technical escalation point for internal teams and key accounts, de\-escalated at\-risk clients, managed critical third\-party vendor relationships, and improved team velocity by 20% in his first year\. James automated bug tracking with Zapier pipelines connecting Zendesk with Jira and Monday, managed capacity forecasting and planning for B2B and B2C higher\-education partnerships, and led mobile, kiosk, and hardware releases with 100% cross\-functional readiness for deployment schedules\.

### What did James do as a Data BA Manager and Product Manager at BNY Mellon?

As a Data BA Manager and Product Manager at BNY Mellon, James managed a virtual team of business analysts delivering client data and implementation projects\. He guided functional and technical designs, test plans, and user documentation established end\-to\-end deliverable tracking, submission, prioritization, and workload processes through Jira and built personal\-deliverable reporting and workload dashboards using Power BI, Excel, and VBA\. James provided senior consultation on projects and process improvements, managed scope and constraints for large strategic multiyear projects, developed requirements for data\-delivery work, and trained staff in tools, processes, applications, skills, and business functions\.

### What did James accomplish as a Senior Business Analyst at BNY Mellon?

As a Senior Business Analyst at BNY Mellon, James improved investment\-accounting operations, mapped processes in Visio, produced functional requirements, and built custom tools, automations, and ad hoc reports using Excel, Access, VBA, SQL, and VB\.net\. He helped supervise a virtual team, managed system upgrades and enterprise rollouts, led UAT and implementation of an automated inflation\-linked\-asset adjustment system, reengineered an Access tool to model estimated workload for EMEA clients, and developed a relational database and VB\.net front end for workload, workflow, client, headcount, and KPI management supporting more than 400 users\.

### What were James’s earlier roles at BNY Mellon?

As a Migration Project Manager at BNY Mellon, James created the project plan and managed the migration of roles from the UK to India\. He trained and managed a team of 30 people, completed staff assessments, and provided updates to global stakeholders and multiple levels of management\. Earlier, as a Junior Business Analyst, he became a department technical and process expert, delivered client and internal presentations and training, migrated the accounting platform for all investment\-account clients, built a tool that reduced reconciliation\-creation time, processed transitions and client take\-ons, and developed efficiency and risk\-reduction tools that earned employee recognition awards\. He was also a key contributor to the migration of job functions from London to Manchester and received a quarterly Aspire award for that work\.

### What did James do at Tesco PLC?

James was a Team Leader at Tesco PLC, where he managed staff day to day, motivated the team to complete required duties, and handled client and customer complaints\.

### What is James’s education and recognition?

James holds a Master of Science in Strategic Management from the University of Derby and studied Mathematics and Computer Science there\. The University of Derby has recognized his career excellence in digital implementation, product leadership, and people\-first impact\.

### What tools, domains, and professional skills does James bring?

James’s experience includes cloud computing, SaaS, APIs, technical product management, product operations, product strategy, market analysis, business planning, technical requirements, product launches, analytics, KPIs, SQL, VBA, Microsoft Excel, Microsoft Access, Power BI, Jira, Agile methods, UAT, SDLC, POS systems, PCI DSS, financial services, fund accounting, cybersecurity, generative AI, prompt engineering, web development, and JavaScript\. He also brings strengths in cross\-functional collaboration, customer escalation management, coaching, change communication, voice of the customer, NPS, data storytelling, team leadership, training delivery, global staff management, diversity and inclusion, allyship, and cross\-cultural communication\.

### What experience does James have with voice AI?

James has implemented voice\-AI solutions for prospect workflows with strong containment rates\. He measures adoption through business outcomes and has experience using voice AI to capture missed demand\.

### What interests and values does James bring outside of work?

Outside work, James enjoys Formula 1, follows England in football, rugby, and cricket, and explores new technology projects for fun\. His personal brand centers on lifting others, including mentoring early\-career talent and contributing to product management in civic engagement\.

## Links

- LinkedIn: https://www\.linkedin\.com/in/jamespilkington1

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