Benny Rostron, Digital Change Architect
Benjamin Rostron

Project Manager & Digital Strategist

Bridging business goals and technical delivery — from discovery through to launch.

I work with ambitious teams to turn complex digital challenges into clear, deliverable outcomes — combining strategic thinking with hands-on project leadership.

Digital Strategy·Project Leadership·Stakeholder Engagement·AI-Readiness

Who I am

I bridge the gap between what a business needs and what a technical team can build.

I'm a strategic digital professional with a background spanning performance coaching, quality assurance, and digital project leadership. Currently at Cantilever, I lead projects from discovery through delivery — defining scope, building roadmaps, and producing developer-ready documentation that keeps multidisciplinary teams aligned. I combine a genuine curiosity for technology with a people-first approach, using insight and clear communication to drive performance and deliver lasting business value.

Download CV

What I Do

Five disciplines. One integrated approach.

Core Discipline

Project Management & Delivery

End-to-end project leadership from discovery through launch. I define scope, build roadmaps, coordinate multidisciplinary teams, and keep delivery on track — translating complex requirements into clear, actionable plans.

Core Discipline

Digital Strategy & Solution Design

Turning business objectives into structured digital solutions. I map current-state processes, identify opportunities, and produce developer-ready documentation that bridges the gap between vision and implementation.

Stakeholder Engagement

Building alignment across clients, leadership, and technical teams through clear communication, structured governance, and proactive relationship management.

Quality Assurance & Continuous Improvement

Embedding quality throughout the delivery lifecycle — from test planning and UAT coordination to post-launch review and iterative improvement.

Technical Knowledge & Foundational Development

A working understanding of web technologies, APIs, and development workflows that enables more effective collaboration with engineering teams and sharper solution design.

Experience

A track record built across agency delivery, enterprise operations, and independent practice.

Cantilever — New York (Remote) · 2022–Present

Project Manager / Strategist

Leading digital projects from discovery through delivery at a specialist web agency. I act as the bridge between client objectives and technical implementation — defining scope, building roadmaps, producing developer-ready documentation, and coordinating design, development, analytics, and infrastructure teams throughout the project lifecycle.

Project ManagementDigital StrategyStakeholder AlignmentQA

VodafoneThree (via Webhelp) — Kilmarnock · 2017–2022

Quality Coach

Promoted from inbound advisor into a coaching role focused on improving team-wide performance. I used call quality data and productivity metrics to identify development opportunities, delivered structured coaching, and implemented strategies that improved quality, efficiency, and customer satisfaction across the operation.

Performance CoachingQuality AssuranceData AnalysisTeam Development

Ongoing Practice

AI-Augmented Workflows

I actively leverage AI tools — including ChatGPT, OpenAI Codex, and other LLMs — to accelerate project planning, documentation, solution design, and technical validation. I've developed repeatable AI-assisted workflows that improve delivery efficiency while maintaining strong governance, quality assurance, and human oversight.

AI ToolsChatGPTWorkflow DesignGovernance
What people say

Trusted by the people I work with

Benny is one of the best strategists I've ever had the pleasure of working with. He is dedicated to finding the right approach to complex problems, and is extremely communicative about project scopes and expectations. He has a knack for translating complicated technical requests into manageable projects, and communicating what's needed clearly to non-technical stakeholders. Benny's dedication to providing the highest quality of service is unmatched. Combined with his organisation and leadership, this results in a team who loves working under his leadership, and years-long client relationships that have sustained the organisation through many challenging times.

Natalie Van Maerssen

Senior Project Manager·Cantilever

Benny cares. Whether he's building a potential solution for a client, or collaborating with his own colleagues, Benny's empathy is his superpower. He listens carefully, cares deeply and earnestly works to find the best solution, the easiest partnership or the appropriate scope. He's creative in his thinking, diligent in his approach, and willing to go above and beyond when needed to help bring it home for the team. Benny was the bedrock of Cantilever's project management for years, and approached the transition to Client Management and Strategy with care. He delivered proposals big and small, managed the relationship with some of Cantilever's most consequential and demanding clients, while maintaining a strong rapport and meeting the requirements of our SLA.

Andrew Heins

Digital Strategist & Web Developer·Cantilever

Let's work together.

Whether you have a project in mind or just want to connect, I'd love to hear from you.

Connect on LinkedIn