Operations May 7, 2026· 8 min read

    Hired a Staff Who Knows It All?

    The experienced hire who won't budge — headache or hidden asset? Before you react, ask yourself which problem you actually have. The answer will change everything about how you respond.

    O
    Omowunmi Debisi
    Business Strategist & Founder

    You finally found them. The experienced professional with years of industry knowledge, a strong network in your sector, and a track record that made them look like the answer to three of your current headaches. You hired them — probably paid a premium to do so — and expected them to hit the ground running.

    For the first few weeks, things were promising. Then the pattern started. They dismiss ideas they haven't tried yet. They challenge decisions — sometimes publicly. They treat feedback as an accusation rather than an input. And somewhere between their third "that's not how it's done" and their first quiet word to another team member about your judgment, you found yourself wondering whether you made a mistake.

    Here's the question most leaders skip before reacting: What if they're right?

    Not about everything. Not about the way they're going about it. But about some of it — maybe the thing you're most annoyed they keep raising.

    Two Lenses, One Problem

    When a senior hire starts showing resistance, most advice defaults immediately to the same diagnosis: the hire is the problem. Stubborn. Ego-driven. Set in their ways. The prescribed solution is usually some version of "set firm expectations and hold the line." That advice is sometimes right. But it is not always right — and applying it when it's wrong can cost you a genuinely valuable perspective, and sometimes the hire altogether.

    Lens A: The hire is stuck in their ways, fearful, or driven primarily by ego. They want authority without accountability. They haven't accepted that moving to a new organisation means adapting to a new operating environment. In this case, leadership must set clear boundaries and establish alignment expectations that are non-negotiable.

    Lens B: The hire sees a genuine blind spot — a flawed strategy, a naive risk assumption, a mistake the organisation is heading toward that they've watched play out somewhere else before. Their resistance is real, and it has merit. The problem is not that they're speaking up; the problem is that they don't yet know how to advocate effectively inside your specific organisation.

    In practice, the truth is almost always somewhere between the two. But the lens you lead with will determine the path you take — and whether you get the best out of what you hired.

    Scenario

    A Lagos-based logistics company hired an operations director with 14 years of haulage experience across West Africa. Within two months, he was visibly resisting the CEO's plan to expand their fleet by 40% before fixing route profitability. He kept raising it in meetings. The CEO read it as defensiveness — the hire "protecting his turf" and resisting growth. Six months later, the fleet expansion stalled under the weight of maintenance costs the business hadn't modelled. The director had been right. He just hadn't known how to make the case compellingly enough, and the CEO hadn't created space to hear it.

    The TACT Framework: Before You React, Diagnose

    Whether you're dealing with Lens A, Lens B, or the messy combination of both, the same four-step diagnostic applies. I call it the TACT Framework — not because it's a call for politeness, but because it gives you a structured way to act on the right problem rather than the most visible symptom.

    T
    Trust the data they bring

    Before responding to resistance as defiance, ask what it is actually based on. Past experience is data. Pattern recognition from previous roles is data. Invite it explicitly — "What specifically concerns you, and what have you seen happen when this approach is taken?"

    A
    Address the underlying concern

    Most senior hire conflict isn't really about the thing on the surface. It's about whether their experience is being valued, whether expectations were clearly set, or whether the organisation's methods are tested or just habitual. Address the root, not the symptom.

    C
    Coach for persuasion

    If the concern is legitimate, the hire needs to learn how to advocate inside your organisation — not fight it. Teach the language of structured challenge: concern + evidence + alternative. This is a skill gap, not a character flaw.

    T
    Test before deciding

    Where both positions have merit, design a small test. Run their method alongside yours in a controlled scope. Let the data settle the debate. This demonstrates confidence in your own approach and respect for theirs — and it removes ego from the room.

    Five Questions to Ask Before You React

    1. Have I clearly defined my company's mission, goals, and ways of working?

    Experienced hires carry default settings from their previous environments. If your company's objectives and operating norms haven't been explicitly communicated — and documented — they will fill the gap with whatever worked before. This is not stubbornness. It's human nature, and it's a gap you created at the point of onboarding.

    2. Is their resistance rooted in fear — or in evidence?

    Some experienced employees resist because they've been through what happens when things go wrong. Three economic cycles, two failed product launches, one company that didn't survive an ill-timed expansion. That memory lives in the body. Ask: "What specific outcome are you worried about?" Then treat the answer as data, not defensiveness.

    3. Do they respect leadership — or do they see a gap in leadership's experience?

    This one requires honesty. If the hire has navigated economic environments you haven't, managed teams larger than yours, or built functions you are still learning how to oversee, there is a credibility question that leadership has to answer — not with authority, but with demonstrated competence. The kind of authority that doesn't need to assert itself constantly is the kind that actually earns alignment.

    4. Are your ways tested — or just familiar?

    This is the uncomfortable question. Some of what businesses call "our way of doing things" is actually just inertia — a decision made years ago under different conditions that never got revisited. If the experienced hire is pushing back on something you haven't examined critically since you implemented it, their pushback may be useful, not obstructive.

    "Show them the why behind your methods — not just the what. Where you don't have a compelling why, that's the thing you actually need to fix."

    5. Is their behaviour harming team dynamics — or exposing them?

    If other team members feel silenced, that matters and must be addressed. But if one hire speaking candidly is causing others to disengage, ask a harder question: are they the problem, or are they simply the first person in the team who has felt safe enough — or bold enough — to say things others have been thinking? A culture that rewards compliance over candour will produce exactly this situation.

    Two Paths Forward, Depending on What You Find

    Path 1: The hire is genuinely inflexible

    If the evidence points to ego-driven resistance — a pattern of dismissing ideas without alternatives, operating in isolation from the team, or framing every interaction as a status contest — set the tone, establish non-negotiables, and frame every feedback conversation around shared business outcomes rather than personal authority.

    The most effective approach here is: "Here is what we are working toward. Here is the standard we hold ourselves to. Here is how we make decisions together. Are you willing to operate within this?"

    Scenario

    A growing Accra-based fashion label hired a production manager from a large South African textile firm. Within weeks, she was dismissing the founder's design brief process and going directly to suppliers with her own specifications. The founder's move: a structured conversation that reframed the conversation entirely — "Your experience is one of the reasons we hired you. But every decision here runs through our brief process first. That's non-negotiable. Let's talk about how you want to work within it." The manager adjusted. The relationship improved. The process held.

    Path 2: They see something you don't

    If the evidence points to unskilled advocacy — a legitimate concern being raised in a way that creates friction rather than resolution — your job is not to shut it down. It is to channel it. Ask them to write a one-page brief: what is the specific risk, what past experience or evidence supports their concern, and what would they propose instead. A brief forces precision and creates a shared artefact to evaluate.

    Teach them the language of structured challenge: "I've seen this fail when X happens — could we test for that?" rather than "that approach won't work." And — this is the one that requires the most courage — be willing to change your position publicly when the case warrants it. That is not weakness. That is what credible leadership actually looks like.

    The Practical Self-Assessment

    Alignment is not the same as agreement. A well-functioning team has people who challenge decisions — they just know how to do it in a way that moves things forward rather than grinding them to a halt. Your job is to build the conditions for that.

    The experienced hire who challenges everything is often one of two things: a problem you need to manage firmly, or a signal you need to hear clearly. The hardest leadership skill is knowing which one you're dealing with — and being honest enough to act accordingly. So: when your hire last pushed back on a decision, did you ask what they'd seen, or did you tell them what you'd decided?
    O
    Omowunmi Debisi

    Business Strategist and founder of Businease — a practical suite of tools for SME and MSME owners. Writes The StrateGist on business processes, strategy, and growth.

    Get the playbook in your inbox

    One short, useful email per week — frameworks, templates, and lessons from solopreneurs in the trenches. No spam, unsubscribe anytime.