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Why Being a “Safe Pair of Hands” Can Stall Your Career


Hi there! It’s Heather Stevenson.
Happy Wednesday and thanks for being here! Here’s what’s covered in today’s issue:
How being known primarily as the reliable one can go from a good thing to a progress blocker (and what to do instead as you grow in your career);
Links you’ll love;
And More.
Let’s dive in.

You Can't Automate Good Judgement
AI promises speed and efficiency, but it’s leaving many leaders feeling more overwhelmed than ever.
The real problem isn’t technology.
It’s the pressure to do more with less — without losing what makes your leadership effective.
BELAY created the free resource 5 Traits AI Can’t Replace & Why They Matter More Than Ever to help leaders pinpoint where AI can help and where human judgment is still essential.
At BELAY, we help leaders accomplish more by matching them with top-tier, U.S.-based Executive Assistants who bring the discernment, foresight, and relational intelligence that AI can’t replicate.
That way, you can focus on vision. Not systems.

Deep Dive
What was once an asset, becomes a liability . . .
Many in-house lawyers build early credibility the same way.
They gain a reputation for being careful. Being responsive. Being reliable. For flagging risks thoroughly and avoiding surprises.
These lawyers become a “safe pair of hands.”
That reputation is worked for and earned. And early in your in-house career, it is invaluable.
But there’s an uncomfortable truth that I’ve seen over and over again: If safety is the only signal you send, it can cap your growth.
Not because you’re doing anything wrong. But because what leaders look for changes as you get more senior.
1. Safe is a starting point. Not an end state.
Early on, leaders want to know whether they can trust you not to drop the ball. Being careful, reliable, and consistent makes you an indispensable junior member of the in-house legal team.
But as you get more senior, leaders are looking for something different. They want to know whether they can trust your judgment, especially when things are unclear, messy, or high stakes. Not just whether you’ll do a good job carrying out their specific and unambiguous directions.
At senior levels, promotion-readiness is less about technical excellence (which is assumed) and more about judgment-based skills like prioritization, decision-making with uncertainty, business judgment, and ownership.
This is where many talented in-house lawyers get stuck. They keep optimizing for safety long after the role requires something more.
2. Shifting readiness signals leaders actually notice.
Leaders notice patterns in how you show up that go beyond the quality of your work. The difference between being seen as a “safe pair of hands” and being viewed as ready for bigger scope often comes down to subtle shifts in how you handle risk, decisions, and ownership.
How signals shift as you grow:
Risk & framing: Early on, you flag every possible risk and describe issues in legal terms. Later, you focus on the few that matter, explain why, and connect them to business outcomes.
Recommendations & ownership: Dependable executors wait for direction; leaders offer clear options, make recommendations, and move work forward using judgment.
Responsiveness & visibility: Constant availability reads as diligence at first, but senior lawyers protect focus, set boundaries, and link their work to business impact.
Scope & ambiguity: Staying in the legal lane feels safe, yet influence grows when you engage with broader strategy and make sound calls even with imperfect information.
Relationship to risk: Safety means eliminating risk; leadership means managing it in service of the business and in line with company risk tolerances.
How leaders experience you: Reliability is expected. What stands out is being trusted, decisive, and forward-moving.
As you grow, adding judgment and ownership to your reliability are strong signals that you’re ready for more.
3. Why this shift feels uncomfortable
Legal training in law school and big law rewards completeness, but in-house environments require balancing the value of completeness with the need for speed and decisiveness. Similarly, early in your career, extreme responsiveness and focus on client service are expected; later, excellent “service” doesn’t always look like responding to every request immediately.
Moving away from pure safety can feel risky because it exposes your judgment, which simple legal analysis doesn’t do in such obvious ways. You might be wrong. You might get pushback. You might need to own outcomes instead of just advice.
That discomfort, nerve-wracking as it may be, is actually a sign you’re playing at a higher level.
4. How to evolve without losing what makes you trusted
Being the reliable and trustworthy one likely got you to where you are now. And you don’t need to abandon those things. You just need to build on them.
Here are a few practical ways to start:
When raising a risk, explicitly say whether you think it’s worth taking
Offer a recommendation even when you’re not asked for one
Translate legal concerns into business impact first, details second
Decide what not to flag, and be intentional about it
Move work forward with judgment, then update rather than asking for permission
You still want to be, and signal, that you are safe—you just don’t want that to be the only thing you signal, or that people think of when they think of you.
The most impactful and trusted in-house lawyers understand that the goal is not to eliminate all risk; it’s to help move business forward, while taking appropriate risks, with eyes open.
5. Raise problems and propose solutions
One of the fastest ways to make a real difference for your organization and to build trust with your manager is to raise problems early and come prepared with a point of view on how to address them.
In-house lawyers are paid for judgment, not just issue-spotting. Flagging risks is important, but what really differentiates you is helping the business think through options.
That doesn’t mean you need to have the perfect answer, but it does mean you should avoid dropping problems into your manager’s lap without any framing.
Instead of:
“This is a problem.”
Try:
“This is the issue I’m seeing. Here are two ways we could handle it, and here’s the one I recommend.”
This approach does a few important things at once. It shows that you’re thinking beyond the immediate legal question. It makes it easier for your manager to engage quickly. And it signals that you’re someone who can be trusted to operate with increasing autonomy.
Over time, consistently pairing problems with proposed solutions changes how your manager experiences you. You become someone who simplifies decisions, rather than adds friction. Someone who helps the business move forward, not just someone who points out what could go wrong.
And that subtle shift can materially change your career trajectory.
Bringing it all together
Being a safe pair of hands is how most in-house lawyers earn trust early. It signals reliability, diligence, and low risk. That matters, and it never stops mattering.
But as roles become more senior, leaders look for judgment layered on top of safety. The ability to prioritize, frame issues in business terms, make recommendations, and move decisions forward even when information is incomplete.
The shift that unlocks growth is subtle. It shows up in what risks you highlight, how you frame problems, whether you offer a point of view, and how much ownership you take over outcomes. It also explains why this stage can feel uncomfortable. You are no longer rewarded just for knowing the law and being careful. You are evaluated on how you think.
Safe is the foundation and judgment is the differentiator.
Careers stall when lawyers keep signaling the former long after the role requires the latter.

That’s it for today.
But before you go, here are a few links I think you will enjoy.
Each week, I share content from across the web that will help make your life as an in-house lawyer better. Let me know your favorite.
3 Avoidable Mistakes New GCs Make - Being a new GC is hard. You’ll make mistakes. But these three mistakes are avoidable.
The Most Important Thing I Did to Prepare for Being a GC - It’s not attending law school, practicing at a firm, or even being a Deputy General Counsel.
Prompts for Lawyers Working on Habeas Cases - Immigration attorney Greg Siskind uploaded a number of prompts to help lawyers working on these habeas cases; he reports that “complex brief drafting tools are coming. Like the prompts, the plan is to make the habeas drafting tools free to encourage pro bono efforts.”
In-House Comp - This LinkedIn post from legal recruiter Zac Ferren shares some of what he’s seeing in the market.
Thanks for reading! Look out for the next issue in your inbox next Wednesday morning.

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