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Why Succession Planning Fails in Tax?

12 August 2026 · Daniel Vallas

We pulled more than 1,000 Head of Tax profiles and measured one thing: how far people actually stay in the seat. The average came out to about 5 years. The median sat closer to 3.3. And roughly 1 in 3 sitting Heads of Tax have been in the role under 2 years.

That reframes what “reaching the top of a tax career” really means. The climb from preparer to associate to manager to director gets plenty of coverage, so we’re skipping it. This piece is about the destination, the top tax seat, how long people hold it, and the succession problem that short tenure quietly creates.

If you’re a Head of Tax, a Tax Director, or a CFO who owns the function, the numbers below are benchmarks you can measure yourself against. They also point to a risk most teams underestimate. The tenure figure looks a lot like the CFO’s, which is where most people stop the comparison. That’s exactly where it gets interesting, so let’s start there.

Key Takeaways

  • Short tenure is normal – Across taxjobs.ai’s analysis of 1,000+ profiles, Heads of Tax average are 5 years in the seat, with a median near 3.3 years and about 1 in 3 under 2 years.

  • The CFO parallel is misleading – CFO tenure is similar at 4.7 years, but finance has a deep bench and tax usually doesn’t.

  • The real risk is key-person risk – Tax teams are often one or two people carrying positions, structures, and audit history that live in their heads. Even Fortune 500 companies max around a 100 in the tax team.

  • Judgment doesn’t transfer in a memo – Undocumented reasoning behind positions, elections, and audit outcomes leaves with the person.

  • Succession is a habit, not an event – Document the “why,” name a second-in-command, cross-train the risky areas, and know where successor talent actually sits.

What a Tax Career Looks Like at the Top

The top of a tax career tends to be a shorter, more exposed stint than people expect. Based on taxjobs.ai’s analysis of 1,000+ Head of Tax profiles, the time in in the seat is about 5 years, the median is closer to 3.3 years, and around 1 in 3 leaders have held the role for under 2 years.

That gap between average and median matters. A handful of long-tenured leaders, the people who’ve held the same seat for a decade or more, pull the average upward. The median tells the truer story for most: turnover happens faster than the headline average suggests, and a large share of the field is early in their tenure at any given moment.

Here are the benchmarks a tax leader can measure their own tenure against, alongside the closest finance comparison.

Metric Head of Tax (taxjobs.ai, 1,000+ profiles) CFO (Crist Kolder Associates, 2025)
Average tenure ~5 years 4.7 years
Median tenure ~3.3 years Not directly comparable (reference)
Share under 2 years in role ~1 in 3 Not directly comparable (reference)

None of this diminishes the seat. Reaching Head of Tax or Tax Director is a genuine peak of a tax career, the point where you own the function’s strategy, risk posture, and relationship with the C-suite. It just tends to be a shorter tour of duty than the title implies, and that has consequences for whoever comes next.

The CFO Comparison and Where It Breaks Down

Head of Tax tenure and CFO tenure land at nearly the same number. The average tenure of sitting CEOs was 7.5 years; for CFOs, it was 4.7 years, per the Crist Kolder Associates study, which found the average tenure of a CFO in 2025 across Fortune 500 and S&P 500 companies was only 4.7 years. Set that beside our ~5-year Head of Tax average and the two roles look like twins.

The comparison stops at the number. Finance functions have depth. A CFO sits on top of controllers, FP&A, and treasury, so when the CFO leaves, several people could plausibly step up or at least hold the fort while a search runs. The institutional knowledge is distributed across a team.

Tax rarely works that way. Tax teams are often a fraction of finance headcount, sometimes one or two people carrying the entire function’s positions, structures, and audit history. When that person walks, there’s frequently no obvious number two who can explain why the transfer pricing model looks the way it does.

The pressure here is structural, not a matter of any one leader underperforming. According to the 2025 State of the Corporate Tax Department Report from the Thomson Reuters Institute, 58% of respondents said their department is under-resourced, up from 51% in 2024. The same body of research flags talent shortages and the retirement of senior personnel as ongoing challenges, conditions that make thin teams thinner and harder to backfill.

Similar tenure plus a tiny bench equals concentrated key-person risk. Finance carries some of that risk too, but not to the same degree, because the depth of the function absorbs the shock. In tax, one departure can put a company’s entire defensible history in jeopardy.

Why the Knowledge Doesn’t Transfer

What a Head of Tax knows is mostly judgment, not files. It’s why a position was taken, how a structure was defended, and what an auditor accepted last time around. That kind of knowledge doesn’t sit in a folder anyone can open and read.

Unless it’s heavily documented, it leaves with the person. It’s built up over years of decisions, negotiations, and quiet calls that never made it into a workpaper, so it can’t be handed off in a memo or a two-week notice period. A departing leader can walk you through the current filing. They can’t reliably transfer a decade of reasoning.

The knowledge most at risk tends to be the least documented:

  • Transfer pricing rationale – Why intercompany pricing is set the way it is, and how it was defended.

  • Audit and settlement history – What prior authorities challenged, what got conceded, and why.

  • Relationships – Informal working ties with tax authorities and outside advisors.

  • One-off elections – The reasoning behind specific elections and structuring choices.

  • Undocumented workpapers – The assumptions living in someone’s head, not in the file.

This handoff problem is arriving faster for many teams. The 2026 State of Tax Professionals Report points to an anemic pipeline of new talent and the ongoing retirement of senior personnel as among the top barriers to progress at many firms. When senior people retire and mid-career professionals move on more often, the moment of transfer comes sooner and lands harder.

Thin documentation plus a single point of failure is the combination that turns routine turnover into an operational and compliance problem. Normal churn becomes a real exposure when the only copy of the reasoning walks out the door.

How Tax Leaders and Teams Can Plan for the Handoff

Succession in tax is solvable. Most teams simply aren’t set up for it yet, which makes this a practical to-do list for both sitting leaders and the CFOs who own the function. Treat it as ongoing maintenance rather than a project you finish.

Start with a handful of concrete moves:

  1. Document the “why,” not just the numbers – Record the reasoning behind key positions and structures so the logic survives a departure.

  2. Keep a living audit history – Maintain a running record of prior audits, challenges, and settlements as they happen, not from memory later.

  3. Name and develop a second-in-command – Give one person real exposure to the highest-stakes decisions well before you need them.

  4. Cross-train on the riskiest areas – Make sure at least two people understand transfer pricing, contentious elections, and anything that would trigger a penalty if mishandled.

  5. Map who knows what – Keep a current picture of where knowledge concentrates, so you can see your single points of failure.

When there’s no internal successor, the answer is external, and that means knowing where specialist and leadership tax talent actually sits. Transfer pricing, VAT/GST, Pillar Two, tax attorneys, and CPAs are scattered across employers and genuinely hard to source through general job boards, where a “tax analyst” filter tells you almost nothing about credential or specialty. A specialist board like taxjobs.ai curates tax roles by specialty, credential, and seniority, which helps whether you’re a leader hiring a successor or a professional mapping your own next step toward the top seat.

Treat succession as a growth variable, not an HR afterthought. The industry increasingly sees it that way: the Thomson Reuters Institute’s 2026 State of Tax Professionals Report found that more than half of firms are expecting leadership transitions by 2030, framing succession as a growth variable and not just an HR one, with firms that treat it as a strategic priority better positioned to maintain momentum through leadership changes. The same logic applies inside a corporate tax function.

The Bottom Line

If your tax function’s institutional memory could leave in a single resignation letter, that’s the problem to fix this quarter, not after the next departure. Pick your two highest-risk areas, write down the reasoning behind them, and name the person who’d own them if you were gone tomorrow. If there’s no internal successor in sight, start scoping the external market now so you’re not sourcing a specialist under deadline pressure. You can begin mapping who’s out there, by specialty and credential, on a dedicated board like taxjobs.ai rather than a general one.

FAQ

How long is the average Head of Tax tenure?

Based on taxjobs.ai’s analysis of 1,000+ Head of Tax profiles, the average tenure is about 5 years, with a median closer to 3.3 years. Roughly 1 in 3 sitting Heads of Tax have been in the role under 2 years, which means the field skews toward early-tenure leaders at any given time.

Is Head of Tax tenure shorter than a CFO’s?

They’re actually similar, with the average CFO tenure at 4.7 years across Fortune 500 and S&P 500 companies per Crist Kolder Associates against a Head of Tax average near 5 years. The difference is risk, not length: finance has a deep bench of controllers and FP&A staff who can step up, while a tax function is often one or two people carrying the whole institutional memory.

Why is succession planning so hard in tax?

Most of what a Head of Tax knows is judgment, the reasoning behind positions, elections, and past audit outcomes, rather than files anyone can pick up and read. Combine that with tiny teams, and one departure can take the function’s entire defensible history with it. Documenting the “why” behind key decisions as they happen is the single most effective safeguard.

Is tax a good career at the leadership level?

It’s a strong career with real strategic influence and steady demand, tempered by resource pressure and short tenure at the top. The 2025 State of the Corporate Tax Department Report found 58% of departments describe themselves as under-resourced, up from 51% in 2024, so leaders should expect to do more with less. For those who want scope and a seat at the C-suite table, the trade-off is often worth it.

What should a small tax team do to reduce key-person risk?

Document the “why” behind your highest-stakes positions and structures, not just the final numbers. Name a clear second-in-command and give them real exposure to the riskiest decisions before you need them. Cross-train at least two people on the areas most likely to trigger a penalty or audit if mishandled.

Where can tax leaders find specialist or successor talent?

Specialist tax boards let you filter by specialty, credential, and seniority, which general job sites can’t do well for niches like transfer pricing, VAT/GST, and Pillar Two. taxjobs.ai is one such board, curating live tax roles by those exact dimensions, which helps both leaders hiring a successor and professionals mapping their own path toward the top seat.