#277 How CFOs Scale to $100M+ Without Leaving Xero, David Tuck, Founder, Mayday and Kate Hayward, Managing Director UK, Xero

This episode of The GrowCFO Show brings together David Tuck, Founder of Mayday and CFO Tech Stack, and Kate Hayward, Managing Director UK at Xero, to challenge one of the biggest assumptions in mid-market finance: that fast-growing businesses must eventually abandon Xero for a larger ERP. Drawing on real-world data from the State of the Stack report and the CFO Tech Stack community, they demonstrate how finance teams are successfully scaling to $100M+ in revenue, and running sizeable in-house finance functions, while staying on Xero and surrounding it with a best-in-class ecosystem of tools.
The discussion moves from the origins and purpose of Xero as a cloud-based system of record through to the realities of scaling with an app stack versus undertaking a disruptive ERP migration. David and Kate share evidence from dozens of growing businesses, highlighting how Xero plus Mayday and complementary apps are delivering better, cheaper, and faster outcomes compared with traditional ERP transformations. They also explore how AI and automation are reshaping month-end, reporting, and forecasting, positioning Xero and its ecosystem as “AI winners” rather than legacy holdovers. The result is a practical, evidence-backed roadmap for CFOs who want to keep their finance function agile, tech-enabled, and focused on value creation rather than costly system overhauls.
At its core, this episode underscores why the default assumption for modern CFOs should be to scale on Xero with an ecosystem, only moving to ERP when there is a truly critical business reason to do so. It frames the Xero-based tech stack not as a compromise, but as an empowered, future-ready platform for ambitious mid-market finance teams who want to avoid unnecessary transformation risk while still achieving enterprise-grade capabilities.
Key topics covered:
- The guests dismantle the myth that growing companies must abandon Xero as they scale, showing multiple examples of businesses surpassing $50–100M+ in revenue while remaining on Xero with an ecosystem of specialist apps.
- David introduces the CFO Tech Stack community and the State of the Stack report, explaining how it provides psychological safety and precedent for finance leaders who want to scale on Xero rather than defaulting to ERP.
- Kate explains Xero’s original mission as a single cloud-based system of record for small and mid-sized businesses, and outlines how it now supports larger, multi-entity and franchise-style organizations through integration with a rich app ecosystem.
- The conversation details common components of a modern Xero-based finance stack including reporting, operations (AP, payroll, spend, FX, inventory, billing), and planning tools, and how these collectively rival or surpass ERP capabilities.
- Both speakers stress the risks and weak business cases of unnecessary ERP transformations, arguing that many scale-ups should prioritize growth, fundraising, and market expansion over complex finance system migrations.
- They explore how AI and automation are being embedded into Xero and Mayday, turning Xero from a system of record into a system of action and decision-making, and automating month-end tasks like intercompany reconciliations and revenue recognition.
Links
Timestamps:
- 00:00:00 – 00:00:05 – Introduction to the episode, guests, and core premise: can CFOs scale past perceived Xero “limits” without moving to ERP?
- 00:00:05 – 00:00:07 – Kate outlines Xero’s origin story and its role as a single source of truth for small and medium businesses needing real-time financial insight.
- 00:00:07 – 00:00:10 – Discussion of how far Xero can scale, including examples of larger, multi-entity businesses successfully running on Xero with an app ecosystem.
- 00:00:10 – 00:00:13 – David breaks down the State of the Stack report: core infrastructure and the main categories of apps (reporting, operations, planning) that typically surround Xero.
- 00:00:13 – 00:00:16 – Kevin explains GrowCFO’s independent stance on technology and why GrowCFO chose to sponsor the State of the Stack report for the CFO community.
- 00:00:16 – 00:00:19 – Deep dive into the myth of “outgrowing Xero” and the importance of proving that many mid-market businesses can and do scale on Xero plus a tech stack.
- 00:00:19 – 00:00:23 – Discussion of the real cost and distraction of ERP transformations, and why many high-growth CFOs should avoid them unless there is a compelling business case.
- 00:00:23 – 00:00:29 – Exploration of AI-native platforms vs. Xero ecosystem: how Xero and Mayday are integrating AI for decisioning, automation, and month-end efficiency.
- 00:00:31 – 00:00:33 – Call to action: how finance leaders can access the State of the Stack report and join the upcoming webinar to see real-life examples of Xero-based scaling.
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