Afleveringen
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Extropy CEO Ravit Gutman and VP Mike Jasper hit pause at the midpoint of 2026 to grade what they got right (and wrong) back in January. Agents went from trade show demos to running quietly in the background of everyday finance work.
Anthropic and OpenAI both launched enterprise deployment arms within 72 hours of each other. And new data shows 78% of organizations have deployed AI in at least one business function, with finance teams among the most active adopters.
But the execution gap hasn't closed. 81% of finance departments have tried AI in some form, only 14% call it a successful transformation.
Ravit and Mike break down what's driving that gap, what the EU AI Act's August 2 deadline and France's e-invoicing mandate mean for finance leaders, and make their predictions for the back half of the year, including one bold call about AI and a material financial error.
Tune in for a clear-eyed midyear check-in, no hype, just what's real.
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Most strategies don't fail because they're wrong. They fail because organizations can't execute them.
In this episode, Mike Jasper sits down with Extropy Project Manager Cecile Brown-Smith to unpack the systematic forces behind that gap. They explore why entropy quietly erodes even the best-laid plans, how ambiguity stalls teams and kills momentum, and why the people closest to the work are often left out of the rooms where decisions get made.
From tribal knowledge to missing legal sign-off, the execution gap is rarely dramatic. It's dozens of small breakdowns that pile up until the project is already off course.
Tune in for a practical conversation on what it actually takes to convert strategic intent into daily behavior, and why structure, clarity, and the right people in the room make all the difference.
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Zijn er afleveringen die ontbreken?
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Growth is supposed to be a good thing, so why does it make everything harder?
In this episode, Kevin Zirkle and Mike Jasper unpack the tension between speed and structure, and why scaling faster than your systems can support is one of the fastest paths to corporate entropy.
They break down what "scaling before stabilizing" really looks like, why speed is a multiplier for both good and bad, and what it actually takes to design for sustainable velocity.
If your organization is growing but things feel increasingly chaotic, this one is for you.
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Most SAP Cloud ERP migrations treat Accounts Payable as an afterthought. That's a mistake that costs organizations years of lost value, compliance fines, and a core that's anything but clean.
In this episode of Extropy On AIr, host Ravit Gutman sits down with Jason Kurtz, CEO of Basware, to break down why the calls you make about AP during your migration window will shape how your finance function performs for the next decade.
They get into the real reasons nearly 60% of SAP migrations run over budget or behind schedule, why a specialist AP layer actually protects your clean core instead of adding complexity, how Basware's AI is built on 2.5 billion processed invoices and what that means for touchless processing, what compliance-as-a-service looks like when over 100 global mandates are actively shifting, and why "we'll deal with AP later" is the phrase finance leaders come to regret most.
If you're a CFO, CIO, Controller, or transformation lead anywhere near an SAP program right now, this one is worth your full attention.
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In this episode, Kevin Zirkle sits down with Steve Ramirez, a senior manager at Extropy who lived these challenges firsthand on the client side before joining the team.
Together, they dig into something most transformation conversations skip: where entropy actually originates. Not from bad leadership or poor execution, but from silos that started as solutions, incentives that were never aligned across functions, and slow drift that happens between the moments of intentional change.
If your organization feels like everything is getting harder without one clear reason why, this one's for you.
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Most organizations don't know their systems are failing until something very visible and very costly goes wrong.
In this episode of Extropy On AIr, Kevin Zirkle and Mike Jasper break down the five telltale signals of organizational entropy: exception dependency, shadow systems, decision escalation, metric conflict, and hero dependency.
The uncomfortable truth? These don't look like problems. They look like people doing their jobs. That's exactly what makes them so dangerous.
If you're a leader trying to get ahead of dysfunction before it becomes a crisis, this episode gives you a practical lens for seeing what's hiding in plain sight, and a simple place to start this week.
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In this preview episode, Ravit Gutman and Mike Jasper introduce the Extropy Think Tank, a members-only community built for finance transformation practitioners who are tired of vendor pitches and ready for real conversation. No software providers. No marketing fluff. Just honest peer dialogue about what's actually working (and what isn't) as organizations navigate AI adoption, process automation, and the human side of change.
Topics are driven by the community, conversations stay in the room, and the goal is simple: connect the people who are living these challenges so they can learn from each other.
Stay tuned for more exciting news from Extropy!
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Before the official launch, Ravit Gutman and Mike Jasper sit down to pull back the curtain on the Extropy Think Tank, what it is, why Extropy is the right place to host it, and what finance leaders can expect.
This isn't another product demo or vendor pitch. It's an honest, people-first space for finance transformation conversations that actually matter.
Subscribe so you don't miss what's coming!
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Most enterprises believe digital transformation is a technology problem. They're wrong, and it's costing them millions.
In this episode of Extropy on AIr, Kevin Zirkle sits down with Mike Jasper, Vice President at Extropy Advisors, to dismantle one of the most expensive myths in business today: that buying better platforms leads to better outcomes.
They dig into why organizations invest heavily in automation, AI, and analytics — and still end up with teams working overtime, shadow processes, and dashboards full of green lights that mask real dysfunction. Sound familiar?
In this episode, you'll learn:
Why technology is the amplifier, not the driver, and what happens when what you're amplifying lacks coherenceThe concept of "visible progress with invisible stagnation" and how executive reporting can reinforce the illusionThe three most common failure patterns in digital transformation (including "fragmentation through success" — where every team wins but the company loses)Why the Structure → System → Technology sequence matters, and what goes wrong when organizations invert itFour concrete actions leaders can take right now if their transformation feels harder than it shouldBuilding on earlier episodes, Kevin and Mike connect the dots between corporate entropy, the concept of extropy, and the deliberate design of organizational coherence — the real center of any lasting transformation.
Next episode: How entropy shows up inside finance operating models: AP, AR, procurement, and treasury. Where it hides, how it manifests, and how to start diagnosing it.
🔗 Learn more at getextropy.com
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AI is everywhere right now.
But most organizations are still asking the same question:
Where do we even start?
In this episode of Extropy on Air, Mike Jasper sits down with Extropy's CEO, Ravit Gutman, to unpack what’s really happening in finance transformation after a week at the SSON conference.
Because while every solution is “AI-first,” the reality on the ground looks very different.
Leaders aren’t lacking tools. They’re lacking clarity.
We get into:
Why so many companies feel stuck between where they are and where AI is taking themThe gap between technology, people, and processWhat “Monday morning” actually looks like after a conference like SSONKey takeaways from International Women’s Day and evolving leadership expectationsAnd most importantly, we share a real example of what getting it right looks like.
Dexcom’s Finance Transformation Award win wasn’t about replacing people with AI, it was about using AI to support them.
Reducing overtime.
Creating space for higher-value work.
Scaling without burning out teams.This is what happens when you focus on the human side of AI.
If you're navigating AI, finance transformation, or trying to figure out where to start, this episode brings clarity to the noise.
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Most AI pilots never deliver real financial impact.
In fact, research from MIT suggests that 95% of AI pilots fail to accelerate revenue.
So what separates organizations experimenting with AI from the ones actually seeing measurable results?
In this episode of Extropy on Air, Kevin Zirkle sits down with Adam Lustig from Basware to explore what is really happening inside finance organizations as AI adoption accelerates.
The conversation highlights an important shift: moving from AI that simply generates insights to AI that actually executes work.
Together they discuss:
• Why many AI pilots stall before delivering value
• How agentic AI is transforming accounts payable operations
• Why AP is one of the most successful entry points for AI adoption
• The difference between AI that informs work and AI that performs work
• How governance enables organizations to scale AI responsibly
• The buy vs. build decision many finance leaders face when deploying AIOne theme came up again and again throughout the discussion:
Execution beats experimentation.
For finance leaders exploring AI, this episode offers a grounded look at what it actually takes to move from pilots to measurable operational impact.
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As part of our International Women’s Month series, we’re bringing this powerful conversation back into the spotlight.
In this episode of Extropy on Air, Ravit Gutman sits down with Bo Senu Hodo for an honest and energizing discussion about women in finance, leadership, transformation, visibility, empathy, and what it truly takes to grow into your voice.
From navigating corporate spaces as a woman to mentoring the next generation to leading with both strength and humanity, Bo shares a perspective that is grounded, practical, and deeply empowering.
This conversation touches on:
Women in finance and leadershipConfidence, visibility, and finding your voiceMentorship, empathy, and modern leadershipFinance transformation and process excellenceBuilding strong teams and creating opportunity for othersWhy women need to stop shrinking and start being moreBo’s message is clear: you do not have to wait to be chosen. You do not have to lead from limitation. You can be more.
If you missed this conversation the first time, we’re proud to share it again as part of our continued celebration of the remarkable women shaping our industry.
#InternationalWomensMonth #WomenInFinance #WomenInLeadership #FinanceTransformation #ExtropyOnAir
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Most digital transformations do not fail because the technology is wrong. They fail because entropy wins.
In this episode of Extropy On Air, Kevin Zirkle and Mike Jasper explore the concept of entropy as the slow drift toward disorder inside growing organizations. They unpack why traditional transformation language, like automation, optimization, and modernization, often misses the deeper structural problem.
From system fragmentation and dashboard illusion to AI amplifying weak architecture, this conversation reframes transformation as intentional system design rather than tool deployment.
You will learn:
• What entropy really means in a business context
• Why scale often increases complexity faster than capability
• How AI magnifies existing structural weaknesses
• What “coherence velocity” means for leadership
• Practical steps CFOs and transformation leaders can take tomorrowTransformation is not a project milestone. It is the continuous application of energy to maintain coherence.
If you lead finance, operations, or enterprise systems, this episode is for you.
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What does it truly mean to lead in modern finance?
It means rising higher, thinking deeper, and choosing to be more.In this episode of Extropy On Air, Extropy Founder and CEO Ravit Gutman sits down with finance leader Bo Senu-Hodo, whose voice and perspective first captured attention at IOFM last fall.
Bo brings decades of global experience across shared services, source to pay, and finance transformation. From building teams across Europe and Asia to mentoring the next generation of leaders, she shares what it truly takes to lead with both strength and empathy in today’s finance landscape.
This conversation explores:
• Why finance must become a true business partner
• The importance of understanding process before investing in technology
• How data transforms conversations with leadership
• Why mentorship is essential for sustainable growth
• How women can stop pouring from an empty cup and start leading intentionallyBo’s message is clear. Be the CEO of your own life. Protect your energy. Audit what no longer serves you. And always strive to be more.
As always, we continue to Transform Forward.
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Digital transformations rarely fail because of bad technology.
They fail because the organization underneath the technology starts to break down.
In this episode of Extropy on Air, Kevin Zirkle and Mike Jasper unpack the hidden cost of organizational entropy. The slow, cumulative drift toward complexity, fragmentation, and disorder that quietly undermines even the most well funded transformation efforts.
They explore:
Why “we’re live, but it doesn’t feel like we’re live” is a red flagHow unmanaged complexity and turnover erode trust and adoptionThe warning signs leaders often miss until it’s too lateWhy stacking tools increases entropy instead of reducing itWhat it actually takes to design for sustained success after go liveIf you’re a CFO, transformation leader, or executive navigating digital change, this conversation offers a clear lens for diagnosing issues early and designing systems that scale with intention, not chaos.
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Digital transformation works when people are brought along, not pushed through.
In this episode of Extropy On Air, Extropy's Director of Digital Transformation and Client Success, Mike Jasper, and Project Manager Maira Correia share how clear communication, strong project structure, and hands-on support help teams navigate financial transformation with confidence.
From kickoff to go-live, this conversation shows what it looks like to lead change in a way that works for the people doing the work.
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Many finance teams believe their ERP system is “automation.”
In reality, it often just digitizes manual work.
In this episode of Extropy on Air, Kevin Zirkle sits down with Kevin Farrell, BD&A Special Projects at Basware, to break down why ERP-centric thinking holds AP teams back and how intelligent invoice lifecycle management changes the equation.
You’ll learn:
Why ERP systems manage transactions but don’t automate workflowsThe hidden cost of manual AP processes, late payments, and approval bottlenecksHow organizations achieve 80%+ touchless invoice rates without re-engineering their ERPReal examples of recovered value, faster cycle times, and improved controlWhy successful automation requires both the right platform and the right partnerIf your AP team is still chasing approvals or fixing preventable errors, this episode offers a clear path forward.
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2026 is here, and the AI conversation is changing.
In the first episode of the year, Ravit Gutman and Mike Jasper unpack what organizations learned from AI adoption in 2025 and what will truly separate leaders from laggards in the year ahead.
They explore why most companies struggled to see value from early AI investments, how to rethink AI strategy beyond buzzwords, and why success is no longer about buying AI, but about using it intentionally. From measuring ROI and time-to-value, to building trust, mastering prompts, and treating AI like a teammate with a specific skill set, this episode gets practical fast.
You’ll also hear real examples of where AI is making the biggest impact today, including customer service, finance operations, healthcare, and contract management and why comfort, curiosity, and iteration matter more than perfection.
Whether you’re just getting started or refining your AI strategy for 2026, this conversation will help you think differently about how humans and AI work better together.
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As 2025 comes to a close, Ravit Gutman and Mike Jasper sat down at Extropy's headquarters in Florida for an honest, forward-looking conversation about what this year taught us, and how those lessons are shaping the road ahead.
In this episode, they reflect on:
What truly moved the needle in 2025 (and what didn’t)How Extropy’s approach to AI, automation, and transformation continues to evolveWhat intentional growth looks like as we head into 2026This isn’t a highlight reel. It’s a grounded conversation about focus, people, and building systems — and cultures — that last.
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As finance leaders look ahead to 2026, one question keeps coming up:
What resolutions will actually change how finance operates, not just how it talks?In this episode of Extropy On AIR, Kevin Zirkle and Mike Jasper, of Extropy Advisors break down 10 real, executable resolutions CFOs must commit to in 2026.
This is not a conversation about buzzwords, pilot programs, or aspirational strategy decks.
Instead, Kevin and Mike challenge each other on what it really takes to:
Move AI from experimentation into everyday finance operationsReduce manual work by 25–40 percentEliminate risky spreadsheet dependencyModernize cash forecasting and Source-to-Pay controlsDrive touchless transactions at scaleUpskill finance teams for an AI-enabled futureShift finance from historical reporting to true business advisoryIf you are a CFO, Controller, or finance leader preparing for planning season, this episode offers a clear, execution-focused lens on what must change next year and where to start.
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