The CFO Playbook

Soldo
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Mar 26, 2026 • 38min

Why Operational CFOs Win: Strategy, Speed, and Leading Through Change with SmartRecruiters' Tom DiDesidero

How does a CFO help a business stand out in a crowded market, execute a bold AI strategy, and lead the company through acquisition without losing focus? In this episode of The CFO Playbook, David McClelland is joined by Tom DiDesidero, CFO at SmartRecruiters, the hiring platform focused on making recruitment easier and more effective for enterprise customers. Tom explains why the most effective CFOs are deeply operational, not just financial stewards. He reflects on joining SmartRecruiters at a pivotal moment, partnering closely with CEO Rebecca Carr, and helping the company sharpen its strategy in an increasingly commoditised HR tech market. That meant narrowing the product focus, moving decisively on AI, and building belief across the organisation that the business could move faster than bigger competitors. Tom shares how SmartRecruiters differentiated itself by simplifying its offering and investing in an AI-powered platform, including its agentic system, Winston. He discusses the importance of making bold decisions early, aligning teams around a clear direction, and turning strategy into execution through disciplined sequencing, milestones, and focus. The conversation also explores what SAP saw in SmartRecruiters, and what it really takes to prepare a company for acquisition. Tom breaks down the finance leader’s role before, during, and after a deal: getting the data right, creating a credible story, managing confidentiality tightly, supporting teams through uncertainty, and adapting from a fast-moving independent company into a much larger, more matrixed organisation. Tom also reflects on his wider career journey across software, e-commerce, payments, IPO environments, and transformation moments, and shares his view on AI in finance: use it to automate lower-value work, free up time, and help teams focus on better decisions and more valuable analysis. Tom’s CFO Playbook principle: move quickly, be decisive, communicate clearly, and keep repeating the why until people understand their role in it. Useful Links 🔗 SmartRecruiters - https://www.smartrecruiters.com Tom Di Desidero - https://www.linkedin.com/in/thomasdidesidero/  About The CFO Playbook The CFO Playbook is hosted by David McClelland, exploring how world-class finance leaders use technology, set goals, plan, lead teams, and drive growth. Brought to you by Soldo.  
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Feb 26, 2026 • 34min

From Metrics to Meaning: Building a Customer-Centric Finance Org

How do you keep finance customer-centric—especially when you’re scaling fast, operating across regulated markets, and navigating crisis moments?In this episode of The CFO Playbook, David McClelland is joined by Mohamed “Mo” Omaizat, CFO and Managing Director at Taxfix, the Berlin-based, AI-first tax platform helping customers file taxes more easily across multiple European markets. Mo shares why customer-centricity isn’t a slogan - it’s a leadership system: calendar time with frontline teams, regular rituals, and tying financial models directly to customer behaviour (retention, frequency, cohort dynamics). He also explains how he approaches resource allocation across product, segment, and geographic growth using a customer-weighted ROI lens - and why regulation, at its core, is about trust.Mo reflects on lessons from investment banking and private equity through to scaling playbooks at Rocket Internet, and the leadership demands of guiding teams through crisis - staying authentic, telling the truth, setting direction, and rebuilding step by step. He closes with a sharp view on AI’s opportunity in finance: automate low-value work (data ingestion, reconciliation), so teams can move up the stack into insight, scenario thinking, and better decisions.Mo’s CFO Playbook principle: “If you touch it, stick with it—choose wisely, commit fully, and make the trade-offs explicit.”Useful Links 🔗Mohamed Omaizat - https://de.linkedin.com/in/mohamed-omaizat-3b951a11Company - https://taxfix.comAbout The CFO PlaybookThe CFO Playbook is hosted by David McClelland, exploring how world-class finance leaders use technology, set goals, plan, lead teams, and drive growth.Brought to you by Soldo.
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Jan 29, 2026 • 31min

CFO Leadership: Asking Better Questions Instead of Saying No with John Glasgow

How do you raise $100m fast and still keep finance discipline as you scale?In this episode of The CFO Playbook, David McClelland is joined by John Glasgow, CFO and CEO at Campfire (a Silicon Valley scale-up building a modern ERP for growing companies). John shares what it really looks like to run both the vision and the purse strings, including how Campfire raised $100m across Series A and B in rapid succession, why investors sometimes want you to spend more, and how finance leaders can enable speed without becoming the “office of no.”Listeners will hear John unpack how fundraising becomes easy when the business is genuinely great, what investors looked for at an inflection point, and how a steepening growth curve changes the CFO mindset from protecting cash to deploying it with disciplined intent. He also explains Campfire’s bet on AI for accounting, including building a specialised “large accounting model,” and why many companies cannot unlock AI value without rebuilding their core data foundation.We also explore the realities of migrating off legacy ERP systems, how implementation can be redesigned to move faster, and what changes when a founder hires themselves out of role after role. John closes with a practical CFO playbook principle: start every tough finance conversation by aligning on the same goal, because you are on the same side of the table.John’s CFO Playbook principle: “We want the same thing. If you hit your plan, I hit mine. Let’s solve this together.”Useful Links 🔗Guest website: https://www.linkedin.com/in/johnglasgow/Company (Campfire): https://campfire.ai/About The CFO PlaybookThe CFO Playbook is hosted by David McClelland, exploring how world-class finance leaders use technology, set goals, plan, lead teams, and drive growth.Brought to you by www.soldo.com
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Dec 29, 2025 • 33min

Reflecting on progressive finance with Sacha Herrmann

How do finance leaders move from reporting the past to shaping the future — and what will truly matter for CFOs in the year ahead?In this special end-of-year episode of The CFO Playbook, host David McClelland is joined once again by Sacha Herman, Chief Financial Officer at Soldo, to reflect on the most powerful themes and insights shared by finance leaders throughout 2025. Drawing on conversations from across the season, David and Sacha revisit how the role of finance is evolving — from strategic partnership and collaboration, to technology adoption, talent, diversity, and innovation — and look ahead to what 2026 may hold.Listeners will hear highlights from guests across industries who redefine what progressive finance really means today. From being a true co-pilot to the CEO, to breaking down silos across the organisation, the episode explores how finance teams are moving out of the rear-view mirror and into the driver’s seat of decision-making. Sacha reflects on the cultural conditions required for this shift and why collaboration — not just with the CEO, but across every function — is now central to finance leadership.The conversation also dives deep into technology as a catalyst for change. Building on insights from leaders at Nestlé, IBM, and Accel, David and Sacha unpack how AI and data analytics are moving beyond hype into practical, embedded tools that enhance forecasting, accelerate close, and free finance teams from low-value work. Rather than shrinking teams, the focus is on improving data quality, insight, and impact, making finance a more attractive, strategic career for the next generation.We also explore people and purpose: how diversity strengthens finance teams, why representation matters for building better products, and how finance can help organisations become more sustainable, innovative, and resilient. As the episode concludes, Sacha shares his predictions for the year ahead, not bold promises, but grounded expectations about how CFOs will begin to see real learning and value from AI-enabled finance tools in 2026.This episode is both a look back at the defining conversations of 2025 and a forward-looking guide for finance leaders preparing for what comes next.
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Nov 27, 2025 • 42min

How to Scale Without Slowing Down: Lessons from Motorway CFO Liz Kistruck

How do you build a finance organization that fuels rapid scale without losing agility and clarity of purpose?In this episode of The CFO Playbook, David McClelland is joined by Liz Kistruck, Chief Financial Officer at Motorway, the UK’s largest consumer to dealer used car marketplace and one of the country’s fastest-growing unicorns. Liz shares how Motorway has transformed a fragmented offline industry into a digital platform that creates value for both sellers and dealers, and how the company is preparing for its next chapter as it approaches profitability.Listeners will hear Liz break down the CFO remit inside a high-growth scale up, from saying yes faster with confidence to knowing when to pump the brakes. She explains the discipline required to avoid the trap of doing too much, why organizations should only pursue slam dunk initiatives and how finance can be a force for clarity, conviction and forward momentum rather than the office of no.We also explore the evolution of hybrid work, scaling communication muscles as companies grow, the realities of navigating regulation as a disruptive business model and the mindset needed to push through uncertainty. Liz reflects on her path from engineering jet engines to building finance functions at Expedia, fashion marketplaces and now Motorway, sharing insights on problem solving, leading change and staying curious across an entire business.Liz’s contribution to the CFO Playbook centers on the power of confident decision making. Her guiding principle If it has to be now, it has to be no helps finance leaders resist pressure, create space for better choices and lead with calm clarity.
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Oct 30, 2025 • 48min

From Fighter Jets to Forecasts: Planning the Future with Anaplan CFO Hemant Kapadia

Hemant Kapadia, CFO at Anaplan, shares his journey from engineering microelectronics for fighter jets to leading finance in an AI-driven world. He discusses the importance of connected scenario planning and real-time insights for decision-making. Hemant emphasizes building trust in AI, aligning finance with business goals, and fostering an owner mindset within teams. He offers advice for those transitioning into finance, advocating for mentorship and embracing challenges. Discover how finance can be proactive and impactful in today's fast-paced environment.
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Sep 25, 2025 • 42min

Skating on Thin Ice: Finance, Pharma and AI with Riccardo Calliano

Download our checklist, The CFO’s AI checklist: six practical stepsFor your chance to win the ultimate CFO library, enter the competition today: www.soldo.com/competitionWhat role should finance play when artificial intelligence is reshaping the way global businesses operate?In this episode of The CFO Playbook, David McClelland is joined by Riccardo Calliano, VP Finance, GenAI Commercial Investments at GSK, to explore how AI is transforming finance and business decision-making. With a career spanning Europe, the US, China and beyond, Riccardo has built a reputation for leading finance teams through transformation while staying focused on value creation.Listeners will gain insights into the opportunities and challenges of deploying AI at scale, from driving productivity and compliance to unlocking real-time insights that fuel commercial outcomes. Riccardo shares why traditional ways of measuring ROI don’t always apply in the age of AI, and why CFOs must move beyond being guardians of value to become true drivers of innovation.Our conversation also looks at leadership and career development. Riccardo reflects on his own journey from finance roles across multiple markets to embracing technology head-on, even learning to code in Python in order to bridge the gap between business and tech. His philosophy of investing in “optionality, not certainty” offers lessons for finance leaders navigating change, and he explains why, in his words, “our safety is in our speed.”
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Aug 28, 2025 • 49min

Full Steam Ahead: Driving Change in Finance with Funto Agbeniga

Download our checklist, 6 practices of a fulfilling Finance career Enter the competition today: www.soldo.com/competitionWhat does it take to keep a finance function firmly on track in one of the UK’s most asset-heavy industries?In this episode of The CFO Playbook, David McClelland is joined by Funto Agbeniga, Head of Finance at GB Railfreight, to explore her intentional career journey and the leadership lessons she’s picked up along the way. From her early days at KPMG, to roles at Unilever and the charitable sector, Funto has made purposeful stops along the way — each one shaping how she drives transformation and keeps momentum in her career.Listeners will gain a firsthand look at how finance powers GB Railfreight’s operations — from keeping contracts on the right track and managing the life cycle of heavy-duty assets, to balancing short-term reporting with the long-haul view of strategy. Funto shares how she’s helped her team move from number-crunching to true business partnering, ensuring finance always has a seat at the table when critical decisions are made.Our conversation also dives into transformation and innovation: from the role of AI and tools like ChatGPT, to investing in the Class 99 dual-mode locomotive — a major step in building a more sustainable railway. Funto reflects on the importance of leadership visibility, nurturing future talent, and why finance leaders need to understand their stakeholders beyond the numbers.It’s not only understanding others that Funto highlights, but it is also about ensuring you are staying true to yourself. Funto advice: don’t settle — be the driver of your own locomotive.
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Jul 31, 2025 • 50min

From Finance to Focus: Building a Product-Led Culture at Yoto with CFO Ben Averis

Download our checklist, The 8 CFO Stategies for Smart ScalingEnter the competition today: www.soldo.com/competition What does it mean to build a finance function that is truly aligned with product, operations and customers?In this episode of The CFO Playbook, David McClelland is joined by Ben Averis, CFO of Yoto, the screen-free audio platform helping children explore stories, music and learning on their own terms. Ben shares his strategic journey of steering Yoto through its ambitious expansion across five countries, including the US, which stands as its largest market. Listeners will gain a firsthand account of balancing operational growth with financial discipline in a seasonal business, as well as insights into the distinct challenges of raising capital and making sound decisions in a fast-paced startup environment.Our conversation takes a deep dive into Ben's transition across industries, from navigating the turbulent waters of the travel sector during the pandemic to embracing the vibrant startup landscape at Yoto. His reflections on cash flow management during crises offer valuable lessons and underscore the critical nature of agility and foresight in financial leadership. We also explore the broader scope of Ben’s role, which encompasses finance, operations, and supply chain management, highlighting the importance of strategic planning and collaboration for informed decision-making.Ever wondered how AI and outsourcing can revolutionise productivity? Ben unveils the innovative ways Yoto is leveraging these tools to enhance efficiency and maintain flexibility, especially in a seasonal market. Through strategic playdates and community-driven content creation, Yoto fosters a vibrant ecosystem that stands resilient against competition. Ben shares his vision for progressive finance, where clarity and simplicity reign supreme, and invites listeners to transform insights into action with a unique high-value resource crafted to guide finance leaders on their journey.
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Jun 26, 2025 • 41min

FinOps and Beyond: The Hybrid Role of a CFO-COO with Charlie Hunt

What if you could transform your finance operations by integrating technology and automation into every aspect of your business strategy? In this episode of The CFO Playbook, David McClelland is joined by fractional CFO-COO Charlie Hunt to explore how FinOps are reshaping the landscape of finance by shifting from isolated departments to integrated roles, with finance leaders becoming strategic partners to CEOs.Starting out in retail banking during the 2008 financial crash to now working with a portfolio of companies as a fractional CFO-COO, Charlie is an advocate for the hybridisation of the roles, emphasising trust and collaboration with CEOs as a paramount feature. FinOps, as a philosophy, merges financial and operational efficiencies, streamlining processes like reporting and cash flow management, ultimately boosting business performance. For modern businesses, this dual understanding is pivotal, especially in fast changing economic conditions, integrating financial insights with broader operational strategies can be a catalyst for growth and transformation.From her experience of working in construction and manufacturing, Charlie explains that despite some initial resistance, traditional sectors are now embracing transformation through the adoption of technology. Integrating tools such as automated reporting and cloud accounting software are significantly enhancing efficiency. Hear about the evolving nature of software, the imperative for finance teams to stay current with technological advancements, and the critical traits of curiosity and adaptability for today's finance leaders. Download your free CFO-COO alignment checklist here.Find all episodes of The CFO Playbook here 

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