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Posts tagged “leadership”

You’re Not Managing Enough

This is a good reminder about micro-management from Judd Antin. He says that maybe You’re Not Managing Enough (a big climbing analogy runs through the whole post):

As managers, we can be so afraid of micro-management that we risk moving into passive territory. We’re made to believe our main job is putting people in position to grow, and then going hands off to give them the space to do it. But that’s like encouraging a climber to take on a harder route, cheering them as they start while you check out TikTok instead of holding fast to the rope. To do their best, that climber needs an active belay from start to finish. It’s easy to try again when the rope caught you and you only fell a few feet. These are the most educational failures — it’s those big ones that you want to avoid.

There’s some practical advice in the post on the best ways to be more active and helpful in the right ways by providing clarity and making solid plans with your team.

Have Concerns And Commit

I like this alternative approach to the old “disagree and commit” adage. That idea always struck me as a little passive aggressive (“sure, I’ll do this stupid thing you want me to do…”), whereas this seems like a more active, helpful approach:

It’s much healthier to “have concerns and commit.” Some decisions you can agree with, some you can disagree with, but most you should either just “have concerns about” or “be supportive of”. […] If you’re not sure of the answer but have concerns, you want to make sure that your feedback is deeply considered. You can tell your team that feedback was heard but ultimately the people with the most context made the call, which is how it should be.

It’s important to note that this type of culture is only possible if leaders agree to provide a lot of context on decisions (which not everyone wants to do):

As much as you have to be humble in your approach to engaging with decisions, healthy companies and leaders should provide you with enough information to be able to understand decisions in enough detail to have confidence in supporting the decision.

Books and newsletters that shape my thinking

I recently did a first draft of my manager README and I end it with some books and newsletters that have shaped my thinking, and continue to do so. I thought it might be useful to a broader audience so I’m sharing it here as well. These are the books I keep right next to my desk, and the newsletters I open every time they arrive in my inbox.

Books that have shaped my thinking

A few newsletters I really like

I am skipping some obvious ones (like Lenny and Platformer) that everyone already subscribes to.

Building Engineering

This is a really great post by Ben Werdmuller. On the surface it’s about Building Engineering, but it’s mostly about good leadership and how to build successful products. I very much agree with his conclusion:

The most interesting and successful organizations have an externally-focused human mission and an internal focus on treating their humans well. That’s the only way to build technology well: to empower the people who are doing it, with a focus on empathy and inclusion, and a mission that galvanizes its community to work together.

There’s some great advice throughout, so I recommend reading the whole thing!

The Consensus Fallacy and the Need for Alignment

Josephine Conneely shared some thoughts that might seem controversial in The Alignment Fallacy. The basic premise is that the need for full alignment within a team can sometimes hide some deeper problems within an organization:

The need for complete explicit agreements in organisations can reveal a culture which requires you to be on defense (a cover your a*s culture if you will). Alternatively, it can be driven by a culture which suffers from being too collaborative (it happens). Plans which require committee approval get delayed, often never quite leaving that committee discussion stage. Broad stakeholder alignment is a positive thing that should be strived for but there can be limits. High risk, high reward scenarios rarely get complete agreement up front. Instead, they require someone to step up and commit to pursuing that path.

I agree with this take in general, with some nuances I would add to the language. I see alignment as a communication outcome that should happen in any decision-making culture, whether it’s consensus-driven, command-and-control, collaborative, etc. I would say that the situation Josephine describes in the quote above is an issue with relying too heavily on a consensus decision-making style. Importantly, consensus doesn’t necessarily guarantee alignment. How many times have you walked out of a meeting where everyone agreed on a thing and then the next day you’re surprised because it feels like you agreed to a completely different thing?

So I would maybe tweak the language slightly and say the post is a warning against consensus cultures. Alignment is a separate step from the actual decision being made, and an important one. It aims to make sure everyone understands (1) what decision has been made, and (2) what the consequences/next steps of the decision are. That’s needed no matter what your decision-making culture is.

Oops, I did a Manager-README

I know the concept of a Manager-README (a document where you explain to your team some of the ways you like to work) can be controversial, so I’ve avoided it up to now. But this week I got curious and read up on the pitfalls and how to avoid them. Then I took a stab at an outline and it was actually really helpful—even just for myself—to clarify some of my own views on product work. It starts like this:

The purpose of this document is to summarize some of the values and principles I try to adhere to at work. But we are human and this is a relationship not a contract, so I see it as a way to kick-start how we work together, not the end result.

I also recognize that documents like these can be abused by managers, so this is not a way for me to excuse any bad behaviors. If you see me doing something that is not reflective of these values, please call me out so that I can improve.

I then go into talking about my leadership style, product philosophy, communication preferences, decision-making, and feedback loops. I would love to hear if this type of outline is helpful to anyone, and if you have any feedback!

The Trap of Tying Your Identity to Your Job Title

Elena Verna makes some really great points in her post on The Trap of Tying Your Identity to Your Job Title. If you are struggling with questions around title and importance and what it all means, this one is for you. This point on external expectations particularly stood out for me:

Perhaps most concerning is the inclination to make career decisions based on perceived market expectations rather than personal happiness and well-being. This mindset propels individuals down a path not of their choosing, driven by the desire to conform to societal benchmarks of success rather than pursuing what genuinely brings joy and satisfaction.

On kindness and decisiveness

Mike Fisher reminds us how important it is for leaders to be excellent listeners in Listen or Speak. This part particularly resonated because it’s a misconception about me that I’ve had to deal with my entire career:

Just because we speak softly doesn’t mean we act with hesitancy or indecisiveness. We can be a strong leader, setting the example, and making the tough decisions all the while communicating in a manner that keeps the conversation going and open to other people’s inputs.

I believe strongly in acting people-first as a leader, and I’ve found that when I’ve gone through interviews and/or job changes in the past there is a very common worldview that equates kindness with indecisiveness. It always takes a little while for people to realize that just because I believe we make better and more successful products when we treat each other well and truly listen to everyone’s input, it doesn’t mean I don’t know how to make decisions.

I haven’t quite been able to put my finger on why this misconception exists in the corporate world, but my current hypothesis is that collaboration gets confused with consensus, and there is a fear that “speaking softly” will result in a consensus culture where decisions take forever to be made. With that part—the dangers of consensus cultures—I do agree with. Consensus cultures often produce watered down, unexciting products. Products where endless rounds of give-and-take have worn down the original idea to a shadow of what it once was. Consensus cultures also wear down the teams working on the product, because no one really gets what they want, they just get some of it.

So I always try to make the point that I prefer collaboration over consensus. In collaboration cultures people understand that even though everyone gets a voice, not everyone gets to decide. People are able to voice their opinions and argue (kindly!) for how they believe things should be done. But it certainly doesn’t mean that everyone has to agree with every decision. That seems to help—so if you find yourself in a similar situation, give that framing a try!

Since this is something I have felt in my own career, it’s also something I try to be cognizant of in my dealings with those around me. Just because someone doesn’t dominate the conversation (see the “babble hypothesis”, which states that those who talk the most tend to emerge as group leaders), or refuses to engage in combative conversations, it doesn’t mean that their viewpoints and opinions are weak or invalid. In fact, the opposite is likely true.

In defense of defensiveness

Mandy Brown (once again!) cuts through with some tough love advice for all of us:

If you have feedback you want to share but you’re worried about how someone might respond, stop: back up and let go of whatever conclusions or interpretations you’re holding and think about what questions you have. You think someone was rude in a PR, or seemed unprepared in a meeting, or delivered research that was half baked? Set those judgments aside for the moment and practice asking about their own experience and perceptions. Questions like, what was your thought process when you worked on this? Or, what were you feeling when you added that note? Or even the evergreen, how are you doing right now? are much more likely to be generative than awkwardly lobbing feedback at someone and then ducking to avoid the retort.

Trust that just as you can be responsible for assessing the difference between when you’re in real danger and when you’re simply learning, they can too.

No, but phrased in the form of a question

In No, but phrased in the form of a question the Raw Signal team gives some great advice about how to handle those seemingly out-of-nowhere senior exec requests as a leader:

The problem is that as you get more senior maintaining productivity and de-risking execution is no longer good enough. Your job is not stability for its own sake. Your job is to make your team an instrumental piece of the organization’s success. And yes, one piece of that is making sure they can focus on their work. […]

The more senior you get, the more your approach to change needs to evolve from concern and critique, to curiosity. Whether that’s the CEO and their team bringing forward a new strategy, or a colleague pulling you aside after a meeting with an idea. Just for a minute, park the questions about implementation, and look at the idea on its merits.