Fractional Technology Executive

I come into businesses that need to change, and make the change happen.

Three decades in software: running organisations large and small across Europe, North America and beyond, in startups, scale-ups and global enterprises.

Paddy Benson
Experience
30+ years in software
Teams led
Up to 230, globally
Engagement
Interim · Fractional · Advisory
Based
Dublin, Ireland

The approach

These businesses don't need another diagnosis. They need someone to own the fix.

I come into businesses that need to change, and I make the change happen. I work alongside CEOs, founders and leadership teams through periods of significant change. I am comfortable being accountable for outcomes, not just recommendations.

Over three decades I've run organisations large and small people across Europe and North America and beyond: in startups, scale-ups and global enterprises. I have worked as an advisor and mentor to companies and leadership teams.


Areas of expertise

Where I create value.

Assess fast, decide what must change, and drive it into execution across the operating model and the technology beneath it.

E—01

Transformation & turnaround

Assess fast, decide what must change, drive it into execution.

Took on JoinedUp as a brittle platform and grew revenue 30% inside 21 months while stabilising it. At IONA, consolidated three product lines into one repositioned offering that generated over $10m in its first two quarters through a 50% reduction in force.

E—02

Scaling & growth

Navigating the stage changes that break operating models.

Built Utmost from zero to trade sale in four years, winning Unilever, AstraZeneca and DoorDash. Mentored the Soundwave exec team from first raise to Spotify acquisition. Shipped platforms at scale for Verizon, Vodafone, T-Mobile and AT&T (one serving 18 million subscribers).

E—03

Operational excellence

Structure, prioritisation, accountability, throughput.

Lifted delivery throughput 60% at JoinedUp with no increase in cost base, and reduced cost to serve at both JoinedUp and Utmost. Moved IONA from one release a year to one a quarter, and standardised delivery and uptime across Groupon Engineering.

E—04

High-performing teams

Organisational design, talent, culture, leadership.

Strengthened the JoinedUp leadership team cost-neutrally through redesign and targeted hiring. Held an 80-person organisation across Ireland, the US and Canada together through a 50% cut. Built engineering organisations from nothing at Utmost, Groupon Dublin, NewBay and SoftCo.

E—05

M&A, integration & transition

Both sides of the table and the years after the deal closes.

Co-founded Utmost and sold it to Beeline in 2022, then operated inside the acquirer for four years, ultimately running one of its business units. On the deal team through NewBay's two acquisitions in 14 months. Integrated Ambeo Technologies into Prime Carrier.

E—06

AI, data & automation

Practical application over experiments.

Set a 2× productivity goal for JoinedUp and built AI-agent governance and coordination frameworks for an organisation running multiple independent AI workstreams. Delivered a full agentic content-marketing system from scratch, generating content, leads and targeted prospects. Held global ownership of Groupon's BI and enterprise data warehouse.

When to bring me in

The moments I'm built for.

If one or more of these is true, it's probably time we talked.

  • A business is underperforming and someone needs to own the fix, not just diagnose it.
  • Growth is outpacing the operating model and what worked at the last stage has stopped working.
  • There's a leadership gap at COO, CTO or GM level that needs covering now, not in six months.
  • Post-acquisition, integration has stalled or an acquired business unit needs a credible operator.
  • Product and technology spend isn't translating into commercial or customer outcomes.
  • Delivery is slow, unpredictable or expensive, and nobody can say why.
  • A team isn't performing, and the cause is structural rather than individual.
  • The business is being prepared for a raise, a sale, or its next stage of scale.
Résumé

A short history of running things.

[[2022 – Now]]

President

JoinedUp (Beeline)

Full P&L ownership across go-to-market, product, delivery and operations. Turned a stagnant platform into growth: revenue +30%, throughput +60%, cost to serve down, cost base flat.

[[2018 – 2022]]

Co-founder

Utmost

Built a new category business from zero to trade sale (Beeline) in four years, winning Unilever, AstraZeneca and DoorDash and then operated inside the acquirer.

[[2015 – 2018]]

Engineering & operations leadership

Groupon

Ran a 230-person global organisation. Owned production and cloud strategy, business intelligence and the enterprise data warehouse, and founded the global Engineering Excellence programme.

[[2008 – 2015]]

Product & platform leadership

BlackBerry · Synchronoss· NewBay

Shipped carrier-scale platforms for Verizon, Vodafone and AT&T (one serving 18M subscribers) and repositioned the consumer stack for the enterprise market. On the deal team through two acquisitions in 14 months.

[[Earlier]]

Product turnaround & engineering leadership

IONA · SoftCo · others

Consolidated and repositioned product at IONA ($10m+ in two quarters), and built engineering organisations from the ground up across Dublin and Budapest.


Get in touch

Let's talk about the chair you need filled.

Interim, fractional, project or advisory: I work alongside CEOs, founders and leadership teams through significant change, accountable for outcomes rather than recommendations. Based in Dublin; available across Ireland, the UK, Europe and the US.

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