Extropy on AIR: Finance Transformation, AP Automation & AI in Finance

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.

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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 coherence
• The concept of "visible progress with invisible stagnation" and how executive reporting can reinforce the illusion
• The 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 it
• Four concrete actions leaders can take right now if their transformation feels harder than it should

Building 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

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 them
• The gap between technology, people, and process
• What “Monday morning” actually looks like after a conference like SSON
• Key takeaways from International Women’s Day and evolving leadership expectations

And 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.

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 AI

One 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.

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 leadership
• Confidence, visibility, and finding your voice
• Mentorship, empathy, and modern leadership
• Finance transformation and process excellence
• Building strong teams and creating opportunity for others
• Why women need to stop shrinking and start being more

Bo’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

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 tomorrow

Transformation 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.

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 intentionally

Bo’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.

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 flag
• How unmanaged complexity and turnover erode trust and adoption
• The warning signs leaders often miss until it’s too late
• Why stacking tools increases entropy instead of reducing it
• What it actually takes to design for sustained success after go live

If 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.

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.

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 workflows
• The hidden cost of manual AP processes, late payments, and approval bottlenecks
• How organizations achieve 80%+ touchless invoice rates without re-engineering their ERP
• Real examples of recovered value, faster cycle times, and improved control
• Why successful automation requires both the right platform and the right partner

If your AP team is still chasing approvals or fixing preventable errors, this episode offers a clear path forward.