Most finance teams spend two weeks building a board report that gets reviewed in ten minutes. The formatting alone could take days. And if one number changes, the entire approval cycle restarts.

In this episode, I sit down with Fabian Ferrada, Senior Solutions Engineer at Insight Software. Before moving to tech, Fabian spent over a decade in financial and operational leadership for a publicly traded company, carrying P&L responsibility on major projects across South America and the Middle East.

We break down what a great board presentation actually looks like versus what most teams are delivering. Why three out of four manual disclosure processes contain at least one number appearing differently across documents. The real cost of broken reporting, and it is not just overtime. How to present bad news to a board and keep their trust. The difference between board reporting and investor reporting and why most manual processes can barely handle one. And a real case study where a company with 12 subsidiaries across 6 countries cut their disclosure process from weeks to days.

If your team dreads reporting season or your board deserves better than what you are currently delivering, this episode will show you what the fix actually looks like.

Brought to you by insightsoftware's Certent Disclosure Management (CDM). Visit insightsoftware.com/board-reporting to learn more.

Most finance teams stay on Excel longer than they should. The hard part is knowing when it is actually time to switch.

In this episode, I sit down with Paul Barnhurst, also known as The FP&A Guy. Paul has trained thousands of finance professionals, hosts three podcasts including FP&A Unlocked, and has tested almost every major FP&A tool on the market. He is known for his clear, independent reviews and helping finance teams make smarter choices about the tools they use.

We break down when Excel stops being enough and how to know it is time to move to a real FP&A tool. The biggest mistakes companies make when buying FP&A software, including the implementation traps that quietly kill projects. How to spot red flags in software demos and what to ask before signing anything. Where AI actually fits into the modern finance team and where it is just hype. What Paul found when his team tested Claude on real financial modeling cases. The difference between deterministic and generative AI and why finance leaders need to understand it. How FP&A teams will look different in the next few years. And the one soft skill Paul says is now more important than the technical ones.

If you lead a finance team or you are an FP&A professional trying to figure out when to upgrade your tools and how to actually use AI, this episode is the honest map you have been looking for.

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Most founders make the same fundraising mistakes and do not realize it until the cash is gone.

In this episode, I sit down with Julianne Averill, a healthcare AI CFO, board director, and fractional CFO with over 20 years of experience helping life science and digital health companies scale through fundraising, M&A, and IPOs. She has been through over 50 transactions on both the buy and sell side and currently serves as a fractional CFO working with multiple founders.

We break down how startup funding actually works from Seed all the way to IPO. What investors are really looking for at each stage. The difference between debt and equity and why getting that wrong can be one of the most expensive decisions a founder makes. The 9 mistakes she sees founders make during fundraising that kill deals before they start. What actually happens when a company goes public and why it is not the finish line most people think it is. How AI is changing the way investors discover and evaluate companies. And the ideal finance team structure as a company scales.

Whether you are raising capital, sitting on a board, or leading finance at a growing company, this episode covers the full picture.

FREE DOWNLOAD: Julianne shared her sample pitch decks during the conversation. Grab both here: https://drive.google.com/drive/folders/1GlZiV70W4zIulXhFgf1Z9TtkeLyyzR7r

In this episode of The Diary of a CFO Podcast, host Wassia Kamon sits down with Jennifer Warawa, President of insightsoftware and a seven-time honoree as one of the top 25 most powerful women in accounting, to explore what CFOs must fix before implementing AI.

Drawing on over 25 years of experience at the intersection of finance, technology, and leadership, Jennifer shares :

• Why systems and talent have not kept pace with the evolution of the CFO role,
• How AI amplifies what already exists rather than fixing broken foundations,
• What a successful AI implementation looks like and how to bring excited and skeptical team members along

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This episode is brought to you by insightsoftware. With Spreadsheet Server, you can spot trends in your data before they become problems and make faster, smarter decisions. Visit insightsoftware.com/reporting to see how it works.

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👉 If becoming a CFO is in your 5-year plan, get your free CFO Readiness Scorecard here:

http://thecfo.scoreapp.com

📬 Get Involved

Have a question or topic suggestion?

Email: Ask@thediaryofacfo.com

In this episode of The Diary of a CFO Podcast, host Wassia Kamon sits down with Dave DeFreitas, retired group CFO of Caterpillar Inc., to explore the unconventional career path that took him from staff accountant to the C-suite.

Drawing on over 30 years of experience leading finance teams at one of the world's largest manufacturing companies, Dave shares why he had seven different jobs in his first six years before getting his first promotion, and how those lateral moves built the foundation for executive-level thinking.

The conversation also explores:

• The situational leadership framework that allows leaders to adapt their approach based on where each team member is in their development,
• Why understanding how a company works matters more than functional expertise,
• The critical difference between managing change and leading improvements.

This episode is for CFOs, aspiring CFOs, and senior finance leaders who want a realistic roadmap to the C-suite and the leadership skills that matter most once you get there.

Key Timestamps

01:19 Three things that made the difference to group CFO

03:25 The power of lateral moves in career progression

12:06 Situational leadership framework explained

15:41 Leading a team where most direct reports are older than you

24:04 The difference between managers and leaders

28:16 Value stream mapping and process optimization

42:09 How university curriculum needs to evolve for AI

47:37 What finance professionals must do to adapt to AI

Learn more about the podcast at https://www.thediaryofacfo.com

Explore the CFO Readiness Scorecard at https://thecfo.scoreapp.com

👉 If becoming a CFO is in your 5-year plan, get your free CFO Readiness Scorecard here:

http://thecfo.scoreapp.com

In this episode of The Diary of a CFO Podcast, host Wassia Kamon sits down with Tariq Munir, digital transformation advisor and author of Reimagine Finance, to explore what it actually takes to build an AI-ready finance team.

Tariq shares why the biggest barriers to AI adoption are behavioral, not technological. He explains how to identify whether a team is truly data-driven, why streamlining workflows must come before automation, and how CFOs can create a culture of thoughtful experimentation without compromising accuracy or compliance. They also discuss the emerging skills finance leaders need, including change management, emotional intelligence, and responsible AI governance.

This episode offers clarity for CFOs and senior finance leaders navigating transformation, complexity, and the evolving expectations of the role.

Key Takeaways

• AI Readiness Starts with Trust in Data
• Process Optimization Comes First
• Experimentation Requires Boundaries
• Growing a Digital Mindset Across Teams is Essential

Key Timestamps

00:00:00 Welcome

01:22:00 The one litmus test that shows if your team is AI-ready

04:07:00 What broken workflows look like and why AI makes them worse

09:03:00 Earning the right to experiment in finance

13:00:00 Why most AI projects fail to deliver value

20:06:00 How to build a digital mindset across your team

24:14:00 The skills future CFOs need to develop now

25:40:00 Why CFOs are positioned to lead responsible and ethical AI

👉 If becoming a CFO is in your 5-year plan, get your free CFO Readiness Scorecard here:

http://thecfo.scoreapp.com

📬 Get Involved

Have a question or topic suggestion?

Email: Ask@thediaryofacfo.com

Visit: https://www.thediaryofacfo.com

🔗 Connect with Guest Tariq Munir:

LinkedIn: https://www.linkedin.com/in/tariq-munir/

🔗 Connect with Host Wassia Kamon on

LinkedIn: https://www.linkedin.com/in/wassiakamon/

Stepping into your first CFO role can feel overwhelming. In this episode, former divisional CFO and GrowCFO Mentor Kevin Appleby shares what really changes when you move from finance leader to CFO.

Drawing on years of experience working with finance leaders across industries, Kevin shares why many CFOs feel unprepared when they step into the role and how the real work begins after the reporting is done. The conversation examines how CFOs add value through judgment, questioning, and forward-looking insight, especially when the path forward is unclear.

This episode is for CFOs, aspiring CFOs, and senior finance leaders who want clarity on what actually matters in the seat and how to grow into the role without trying to be everything to everyone.

Key Timestamps

00:02 Intro

02:18 What separates good finance teams from great ones

05:48 Asking better questions to drive real insight

09:28 Developing business partnering skills through responsibility

12:42 Why CFOs must shift from backward-looking to forward-looking work

18:34 Imposter syndrome and confidence in new CFOs

24:56 Choosing which CFO skills matter most

37:56 The importance of FP&A and delivering bad news early

41:14 Why risk management sits with the CFO

44:22 What new CFOs should focus on in their first 90 days

Learn more about the podcast at https://www.thediaryofacfo.com

If becoming a CFO is in your 5-year plan, get your free CFO Readiness Scorecard here: http://thecfo.scoreapp.com

Get Involved Have a question or topic suggestion? Email: Ask@thediaryofacfo.com

Connect with Guest Kevin Appleby: LinkedIn: https://www.linkedin.com/in/kevinappleby/

Connect with Host Wassia Kamon on

LinkedIn: https://www.linkedin.com/in/wassiakamon/

Instagram: https://www.instagram.com/wassiakamon/

Connect with The Diary of a CFO Podcast on

LinkedIn: https://www.linkedin.com/company/the-diary-of-a-cfo-podcast/

YouTube: https://www.youtube.com/@Thediaryofacfopodcast/featured

Website: https://www.thediaryofacfo.com

X (Twitter): https://x.com/thediaryofacfo

In this solo episode, Wassia Kamon shares how she went from staff accountant to CFO in 15 years, including the moments that didn’t look like progress at all.

She talks about:

• Moments in her career that didn’t look like “progress” from the outside.
• Rethinking the value of credentials like the CPA, CMA, and MBA.
• Learning to lead under pressure and make decisions with incomplete information.
• What it was really like to grow her career while raising young kids.
• Promotions that looked impressive from the outside but were emotionally hard, including times when she had to support layoffs from the finance side.

If you’re in accounting or finance and you feel like you’re doing everything “right” but still not moving fast enough, this episode will give you a practical sense of what to focus on next.

Resources mentioned:

👉 If becoming a CFO is in your 5-year plan, get your free CFO Readiness Scorecard here: http://thecfo.scoreapp.com

Have a question or topic suggestion?

Email: Ask@thediaryofacfo.com

🔗 Connect with Host Wassia Kamon on

LinkedIn:https://www.linkedin.com/in/wassiakamon/