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A finance leader mentoring an apprentice on decision-making beyond the numbers.

Apprenticeship in Finance — The Strategy For Future Leaders

Apprenticeship Is the Strategy — How Finance Really Builds the Future

You can hire smart people, give them a slick onboarding, build them a SharePoint site, a learning pathway, maybe even a roadmap filled with acronyms and videos. But if you don’t give them a real apprenticeship, you’re not building a Finance team: you’re assembling one. Assembled things fall apart. That’s why Apprenticeship is the Strategy to go when you want to build a sustainable department.

True Finance teams aren’t built from Standard Operating Procedures or PowerPoint decks. They evolve from within — shaped not just by knowledge transfer, but by judgment, exposure, and the lived experience of watching someone else make the call. That’s what apprenticeship delivers. Not just a way to train, but a way to pass down the things you can’t put in a slide: the hesitation before saying yes, the quiet glance across the table, the half-smile when a forecast feels too clean. This is how Finance leadership is built: not hired in.

The Judgment You Can’t Learn From a Slide Deck

Many classic professions include apprenticeships: surgeons, pilots, carpenters, and many more professions. Because in high-stakes environments, you don’t just memorize rules: you absorb the craft. Finance is no different. Yes, we deal with numbers, but those numbers are just the skin of something deeper: risk, accountability, foresight, influence. A clean budget doesn’t mean a healthy business, and a balanced journal doesn’t mean an ethical decision.

The real art of Finance comes from knowing when something feels off — when silence in a meeting signals trouble, when an assumption is too good to be true, or when a well-modeled scenario hides a downstream cost nobody considered. Those instincts aren’t taught. They’re learned by working closely with someone who already knows how to spot them. And too often, that transfer never happens. That’s why apprenticeship is the strategy to go.

Thrown In Too Soon — Why We Fail Our Own Talent

In many Finance teams, we mistake task assignment for development. We onboard a new hire and immediately hand them dashboards, spreadsheets, and deadlines. We assume that giving them responsibility is how they’ll learn. But when they struggle, we call it a performance issue. In truth, it’s a leadership issue.

Because real Finance thinking, the kind that ties numbers to business reality, isn’t self-taught, it must be shown. Repeatedly, in context, and with honesty. If we don’t show someone how to think like a Finance professional, how to interpret nuance, how to challenge assumptions, then we’ve simply given them a job and not a profession.

Apprenticeship Doesn’t Slow You Down — It Builds Acceleration

We often think of an apprentice as a time-sink. Another demand on our already packed calendar. One more person to check in with, review work for, explain things to — when we barely have time to finish our own. But that view is shortsighted because apprenticeship, done well, isn’t a drain. It’s an investment, and like most smart investments, the return compounds.

Yes, it takes extra time upfront — a few hours here, a few conversations there — but what you gain back is tenfold. That apprentice doesn’t just help with tasks. Over time, they take ownership, handle projects, and solve problems before they reach you. The more responsibility you give them — the more judgment and decision-making you invite them into — the fewer checks you need to run. Because they start to think like you, and eventually, they start to see things you missed.

Teach Thinking. Not Just Tasks

Growth only happens when you stop giving answers and start teaching people how to find them. Apprenticeship isn’t about telling someone what to do: it’s about helping them figure out how to think. It means letting them figure things out, even if they make mistakes — and helping them learn from it.

So yes, it takes time. But not nearly as much as cleaning up avoidable errors later, or carrying the full weight of a function on your own shoulders. Apprenticeship doesn’t slow you down: it speeds up the right people.

It leads to them pulling someone aside after a meeting and asking, “Did you notice what wasn’t said?”—or talking through your model, not just in Excel but aloud: the doubts, the what-ifs, the parts you nearly deleted but didn’t.  They can sit in with you during board prep: not to show off, but to see how you handle unclear situations, pressure, and different people’s needs.

It’s not something you can scale or automate. And that’s exactly why it works. Real judgment doesn’t come from training programs, but from being close enough to see how decisions are really made. That’s why apprenticeship is the strategy you should use.

The Coaching That Happens When No One Is Looking

Some of the best leadership moments I’ve seen happen not in training rooms but in the hallway. After a messy forecast review, a tense vendor negotiation, or after someone gave the wrong number and had to walk it back. That’s when true apprenticeship shows up.

It’s not just about teaching the technical fix. It’s about walking through the chain of thought that led there. What did we miss? Why did we trust that source? What question should we have asked earlier? That’s not criticism: it’s coaching. It’s not correcting someone, but part of the development process instead.

When you do this well, you’ll start to notice something: your team stops asking, “What do I do now?” and starts asking, “What does this mean?”. For a coach that is the most gratifying moment of all because that’s when you know they’re not just doing Finance.

They’re becoming Finance.

Challenge With a Net — The Core of Apprenticeship

Giving someone a big task and then disappearing isn’t trust: it’s walking away from your responsibility. Real apprenticeship means giving people real weight to carry, but staying close enough to support them when it wobbles. When apprenticeship is the strategy, you let them take the lead on preparing the month-end close, but you stay close. Give them the space to work through every part of the process, then review it together. Talk through each step, check that the logic holds, and use clear action trackers to make sure everything can be followed and closed out. Let them present in a meeting but debrief right after, while the feedback is still raw. When they fail, and they will, that’s not the time to take over. It’s the time to pause, reflect, and unpack what happened.

That’s where the deep learning lives

Treat Them Like They Belong in the Room

Apprenticeship means you treat junior professionals not as helpers, but as future teammates. You invite them into real discussions, involve them in real decisions, give them real preparation work, and provide them with real visibility. If you’re building a board deck, let them do the first draft. Then walk them through your edits. If you’re prepping for a Leadership Team meeting, talk through your strategy, not just the facts. They’ll absorb more from how you think than from what you decide. And when they feel that trust, they rise. They start taking their own role more seriously because you did.

Let Them Carry the Load — But Stay Visible

As your apprentices grow, they’ll start asking better questions: Not “What do I click?” but “Why are we doing this?” That’s your cue: let them carry more. Let them lead a portion of the month-end review, and let them challenge a forecast assumption in the Sales & Operations Meeting (S&OP). Allow them to walk the CEO through margin trends and let them respond to live pushback.

It’s not about throwing them to the wolves. It’s about staying present, visibly supportive, and available to unpack it all afterward. This is how capability turns into confidence.

Resilience Starts With Apprenticeship

If your Finance team can’t function when one person is out, you haven’t built a team. You created a bottleneck instead. Resilience in Finance doesn’t come from processes alone — it comes from depth. The depth of really understanding the processes, placing everything in perspective, and the depth of people. Every time you talk through your reasoning, you deepen the bench.

Every time you explain why something matters, not just what, you ensure continuity. When someone leaves, the knowledge stays. This is what separates mature Finance functions from fragile ones because they don’t rely on heroes. Instead, they rely on systems and systems are made of people who were shown how to think, not just told what to do.

Apprenticeship Builds Culture, Not Just Skills

Here’s the secret most CFOs eventually realize:

People don’t stay because of stock options: they stay because someone saw them early. Because someone took the time to mentor, teach, and challenge them. Someone who supports them through the awkward, messy, uncertain parts. That memory sticks. It creates a bond. And most importantly: it multiplies.

Because those same people, when they rise, start doing the same thing. They mentor new apprentices, share logic, explain their trade-offs, and give others the shot they once got. That’s how you build not just a stronger team, but a stronger culture.

Succession Done Right Isn’t a Name on a Slide

Apprenticeship is the strategy for succession planning. Too often, succession planning is a document: a backup name on a chart. But real succession happens long before someone’s ready. It happens when you let them speak in a tense meeting, when you let them present the budget, or when they create a forecast. When you back them up: not just behind closed doors, but in front of the group.

When they’re ready, give them the room. Let them lead the audit debrief. Let them defend that forecast they created, and give them the opportunity to make the tough call on headcount. And yes: let them feel the pressure that comes with leadership. Because once they’ve carried it with you, they’ll soon be able to carry it without you. That’s not extra credit. That’s the strategy to follow.

Apprenticeship Is How We Future-Proof Finance

We talk a lot about transformation: digital tools, automation, systems. But transformation without people is empty. To future-proof your Finance team, you need to grow people who can think clearly, understand the bigger picture, and take real ownership of their work. The only way to do that — consistently, sustainably, and with integrity — is apprenticeship.

So the next time you’re tempted to just do it yourself because it’s faster: pause. Bring someone in, let them watch, and try. If they stumble, be there to guide them through it. That’s not a detour from the work: it is the work a true leader does.

That is why Apprenticeship is the Strategy

Looking to grow your own Finance leadership journey?

For more posts like this, subscribe at www.technology-gate.com and stay connected to how Finance is evolving — from function to force. In many posts I dive into how Finance becomes more than reports — how it shapes teams, guides decisions, and builds lasting systems. It’s packed with real stories, practical insights, and the lessons I wish someone had given me earlier.

Gijs Groenland

I live in San Diego, USA together with my wife, son, and daughter. I work as Chief Financial and Information Officer (CFIO) at a mid-sized company.

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