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404: Skills Not Found — Closing the Technology Gap in Your Business With Upskilling

📋 Overview

The work isn't getting smaller, but the pool of people to do it is. New CPA exam candidates fell from about 42K in 2023 to 28K in 2024, a drop of roughly a third, and college accounting graduates have hit a 20-year low, so the pipeline won't refill any time soon. Hiring your way out isn't a realistic plan. The organizations pulling ahead are getting more from the team they already have by making people more efficient and effective with technology: the automation and cloud tools already on hand, and AI put to practical use in daily work. That only happens when people have the skills to use those tools well. This session shows how to find your team's technology gaps and close them with a practical upskilling plan. Upskilling works when it's treated like any other business project, with a clear goal, a plan, and a way to measure results. You'll learn how to assess where your team's skills stand against the tools you use, decide when to train, reskill, or hire, choose training formats people will actually complete, and keep newly skilled staff engaged and growing. You'll leave with a framework for building an upskilling plan and a short list of skills gaps to tackle first.

👥 Who Should Attend

Corporate controllers, CFOs, HR directors within the finance sector, and firm partners responsible for talent development and technology integration.

Prerequisites
None
Advanced Prep
None

🎯 Learning Objectives

🚀 What You'll Walk Away With

📚 Major Topics

  1. The shrinking workforce: why hiring alone won't close the gap
  2. Assessing your team: mapping skills against the technology and AI you use
  3. Building the plan: upskilling, reskilling, and training that sticks
  4. Making it last: measuring results, career paths, and retention

🏷️ Topics

talent managementupskillingai in accountingstaffing modelsprofessional development

❓ Questions

Is this course only for large firms with massive IT budgets?

No. This session focuses on making the most of the automation and cloud tools you already have on hand, regardless of your organization's size.

Do I need to be a tech expert to follow along?

Not at all. This is a basic level course designed for leaders who need to manage talent and technology, not write code themselves.

Will this help me decide if I should hire a new person or train my current staff?

Yes. We compare upskilling, reskilling, and hiring to help you determine the best approach for your specific skills gap.

What kind of preparation do I need to do before we start?

There is no advanced preparation or prerequisites required for this session. We'll start from the ground up with the current state of the accounting workforce.

How do we make sure the training actually sticks?

We cover how to build accountability into your plan and select training formats that staff are more likely to complete and apply to their daily work.

🗂️ Course Details
Short Name
404: Skills Not Found — Closing the Technology Gap in Your Business With Upskilling
Created
2026-09-17
Last Updated
2026-09-30

✍️ A Note from the Author

I watched the number of new CPA candidates drop by a third in a single year and realized we can't hire our way through growth anymore. I wrote this course because I'm tired of seeing brilliant finance leaders struggle with outdated workflows while the tools to fix them sit idle on their desktops. We're going to build a bridge between the technology you already pay for and the skills your team needs to use it.

🎤 About the author

Stephen M. Yoss, CPA

Stephen is a certified public accountant, the CEO and partner of Devmatics, LLC, a continuing education instructor for financial professionals, a professional speaker at live events, and a licensed pyrotechnician. While his interests and skills are varied, they all share a common thread—his love for and skill in finding technology-based solutions. Whether it’s teaching in the classroom, consulting clients in a boardroom, or shooting a fireworks display, Steve brings passion, hard work, value—and above all else—technological expertise to each of his clients. With an open, honest approach, he creates a unique strategy for each client specifically designed to benefit their needs and streamline their operations in order to create efficiency and maximize their financial potential.

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