Co-founder of Brainhub, Matt describes himself as a “serial entrepreneur”. Throughout his career, Matt has developed several startups in Germany, wearing many hats- from a marketer to an IT Engineer and customer support specialist. As a host of the Better Tech Leadership podcast, Matt talks about growing successful businesses and the challenges of being a startup founder and investor.
Yenny Cheung is the VP of Product at charles and an angel investor with Alma Angels. With a rich background in leading teams at Rapid, Rasa, and Yelp, she specializes in B2B SaaS and developer tools. Yenny is passionate about supporting underrepresented founders and is an accomplished keynote speaker at events like EuroPython and Grace Hopper Conference.
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My name's Matt, and I will be talking to Yenny Chung about leadership insights, team empathy, and continuous growth.
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Last time when we, when we met, we were discussing the change management.
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So, I mean, the rapid changes, significant lay off layoffs, enterprise level rapid changes.
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So I know that you have been in a pure organization and you experienced the turbulent times,
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and especially, like, last year are turbulent.
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And I think many, leaders in tech, they are trying to look for some examples or lessons learned
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from other leaders, regarding the change management.
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So I'm just wondering if you have some thoughts about this topic that you could share with the listeners.
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Yeah. Well, first of all, I think I'm still on the learning phase. No?
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I think a challenge in it is regarding, like, a level at which you're at, I think it's definitely
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much harder to think about when you're at a level where you're managing other leaders. Right?
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So if you're not directly doing the change management yourself, then the role becomes very much
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in how do you rally the leadership team that you're working with so that they can transmit the
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right messaging to their reports.
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And I think this is still something that I feel like I have a lot to learn still.
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I think, like, change management comes in a lot of facets then.
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You know, one area, it could be on layoffs, like in reduction, but also in changing of the ways
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of working, for example, that also tends to be really turbulent.
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I think the best that, you know, at my level where I manage a leadership team, what I can do
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is to bring clarity to the leadership team, Like, I provide them with documentation, diagrams.
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I do, like, a good job in, like, a town hall setting or an all human setting so that I can set the vision fairly clear.
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So that, like, in a sense when they start getting pushed back from the team, they will have
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the material to rely on or not.
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But the way I think about change management as well, I think it's it is also to brace for the
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negativity and the pushback immediately afterwards.
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Like, to be honest, no one really likes abrupt changes, but like in startup setting, in fast
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moving industry, fast moving market, that's, inevitable.
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And so, like, as a leader also to expect that roller coaster emotional perf, not that you will, you'll get hit with.
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So, you know, first people might might appear surprised or they might they might appear as,
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you know, there's denial or, maybe anger that can also manifest. Right?
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At one point, it might switch to, you know, pointing fingers, blaming, stonewalling, typical, like, conflict, mitigation strategy.
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And at one point of the curve, then they realized that, oh, okay.
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This is actually the change, then they would move to, like, another mental state. No?
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So I think it is inevitable in some sense, and bracing ourselves for, that emotion is also keeping
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our sanity a one way to keep our sanity.
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Awesome. Thank you for that.
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And regarding the the the culture and the changes, you have pretty international experience
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while working on a product or engineering side.
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So you work in, San Francisco.
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You work, for quite a while in Germany.
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So you are familiar with, let's say, European and US culture of building the the the the product.
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And, like, those companies were pretty successful or are still pretty successful, like Yelp or Rapid.
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They were founded by, Anderson Horowitz, like, big companies.
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So there's probably a lot of net like, the future world people from and leaders from who you learn.
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And, like, from my perspective, I'm always interested in, like, work work culture, like, the
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time zone maybe problems and the cultural differences, regarding managing people, like, that
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you have experienced between those organizations working here in Germany and San Francisco or
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between, like, you know, headquarter in US and and Germany?
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Yeah. I see that as a very interesting challenge.
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Like, definitely, when I was working at Yelp, right, like, we, we are a office in the Hamburg site.
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So, mostly, we have a very international environment in Hamburg, but, at the same time, it's
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also mainly from European regions, maybe Eastern Europe as well, from Russia, also some folks from China.
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But then in the US, then I also sense that there's a, this main culture, right, is the US culture.
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So in terms of communication, there are actually a lot of anecdotes. Right?
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For example, when we do all hands, right, the European members tend to be very interactive and
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they ask a lot of questions, sometimes also with a more challenging tone.
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I think in the US, that was received less well, and they also, like, perceive our office as
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somewhat more challenging to manage. Right?
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Because, like, an open question is more viewed as, like, like an open challenge. No?
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But then on the European side, actually, like, talking to folks. Right?
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If you don't receive any questions in all hands, that's when you worry, no?
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Because people aren't showing any interest.
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So I think depending the audience you're talking to, their reaction, there's also a different interpretation.
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Also, in the US, when you present, it's pretty common to use your own example and your own career,
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like, a lot of things about yourself now when you talk to people, and then that doesn't end
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well with European audience because, like, no one wants to hear hear about that. No.
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They wanna talk about, like, sex more, like, really from the first principle.
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So, like, when I do conference talks, for example, I will also adjust it to kind of cater to
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the audience on what they're looking for.
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Nice. Nice. And thank you for the for the thoughts.
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And in in in your case, you work as a VP of product. Right?
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You have the engineering background, which is, really helpful, but, like, to work on both of
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the roles and and use and you move more into the products.
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I'm just wondering in your case, why you choose this way, or you like working on both, and how
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this is different for you.
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Yeah. That's a really good question. Yeah.
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Definitely, like, from my education and from my first opportunities, I was, I was a software engineer. Right?
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I also noticed that, while I like problem solving, though, I'm less into the nitty gritty of
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the how of how to do things.
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Like, my joy has always come from okay.
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We managed to finish something as a team.
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And then even when I was an engineer, I focused a lot on, okay, how do we make my team more efficient?
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How can we make sure we distribute work in a way that we don't step on, one another's toes?
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So it was pretty obvious to me that, like, my passion lie more on the vantage one side of things.
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And at one point, like, throughout my career, I was also working at startups now, During this
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market where there was huge expansions, but at the same time, like, now things are really slowing down. Right?
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And it's also apparent that, when you get a lot of PC funding, for example, you need to use
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it very wisely, and your product needs to make money at some point.
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And so a lot of the thoughts that, I was putting into the company actually ended up being in
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the product side or in the, like, the product operation side on how we can come up with these,
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features that can solve our customers' needs and, yeah, to be more targeted on that front. No?
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So gradually, I think it was actually a very organic movement, and especially during this climate,
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then I also realized that, you know, no matter how how much how hard you try on the engineering
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side, if you don't build the right things, then everything is still in vain.
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And that's how I kind of organic organically drifted to the to the product side of things.
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So I could assume that the metrics could be really important on your kind of level, like your
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engineering or product level, and there is a lot of talks about the Dora Metrics space metrics.
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A lot of technical leaders are using it.
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You know, what to use? What works for you?
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Like, how do you approach those?
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Can I give an unpopular opinion?
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That's a thing that you In me, the trick Oh, I I am allowed to. Okay. That's great.
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Let's let's hope my my former bosses or my current bosses may may not be listening.
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So I I actually I'm of the contrary opinion that, like, metrics is, like, metrics is an indication
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of problems, and you want to use it to debug.
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But eventually, if you have a small enough organization, if you're not growing very rapidly,
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you might not need to rely on that much about metrics.
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Like, honestly, a lot of the information organically flows to you if you're doing good one on ones.
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Like, engineers are very open about their problems, as you might imagine, about where it is
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blocking their workflow and, like, when when your organization is not, like, scaling up rapidly
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or if you're not dealing with, like, trust issues between departments, then I think that time
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is better used to really understand these bottlenecks through qualitative feedback.
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And then if you want to report up, you can also do something more qualitative.
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Now you can write like, draw some diagrams on where it is, the engineers are wasting time or,
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like, problems with developer productivity rather than looking at metrics, because metrics is the first step. Right?
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In the end, it's really to come up with a plan.
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So if you have a strong enough confidence that this is the root cause, then it's more useful
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to deal with those instead.
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Awesome. Thank you. Uh-uh.
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Also, like, as you know, right, engineering metrics, sometimes it it can also be quite arbitrary.
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I mean, what are you going to count then lines of code, like number of commits, number of PRs? Right?
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So I mean, yeah, Dora is one way, definitely, but then we should also be quite critical about
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what exactly are we tracking.
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Yeah. I actually agree with you.
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You need to be pragmatic.
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Like, from, like, about the from my perspective, I really like to have some kind of metrics
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to have something to tackle, like, to see some kind of progress.
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Like, you know, like, I remember when we are organization without any OPRs, and there were some metrics.
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But, like, I think the the the those metrics could show, like, highlight the priority that you
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have on a given quarter, right, for engineering teams and so on.
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So you don't have to be so, about the metrics.
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You don't have to be so picky that you say, like, you need this exact number, but Yeah.
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Kind of like the the guide us. Right?
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Like, if you know what what I mean. Like,
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Definitely. That, personally, I prefer having a really good story.
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So, like, if you can are taking, like, the strategy very well, right, then, like, maybe like,
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sure, metrics can help tell the story. Right?
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But if you can give the direction in a way where people understand what you're getting at and
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how everything kind of is put together. Right?
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I think the interesting thing is about, like, technical strategy. Right?
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Because, like, I I think in this area, it's less about just the metrics say, okay, we should
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focus on observability, for example, like, in this quarter.
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I think much more important is, like, it's congruent steps now that you do together.
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For example, if you want to increase observability, that's that might be because your organization is scaling up rapidly.
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It's harder to ramp up new people towards system.
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That's why you want, like, easy to access dashboards, for example, so that everybody can debug,
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everybody can go on call.
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If you're in a smaller organization, then you might want to focus more on knowledge sharing
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itself for people to understand the software in-depth.
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Maybe like the dashboards and, you know, making very, very clear fancy dashboards is less of
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a a a priority there.
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Like, it always needs to come together as a story.
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I think that is more important.
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That's a valid point. I really like this this comparison to a story that, it kinda like, the
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the story, the context, the so so I think it makes a lot of sense.
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And, like, let's, let's discuss more those pain points of the of the leaders.
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Like, you you were on the both sides of on the VP of, engineering side or or director kind of
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level, and now the product.
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I mean, like, the metrics and, leading people might be, like, a huge pain point at work.
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And I'm just wondering from your perspective, and your career for you, what what are the biggest
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pain pain points or where biggest pain points in those, VP or director level on a product or engineering side.
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Maybe something that people don't see from the outside. Right?
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Something that is not the right view. Right?
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You check, like, the the, you know, the job requirements, and there, everything is perfect.
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When you check the company website, everything is perfect.
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But when you go inside, you probably meet some problems that are not so obvious during the interview docs. Right?
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And I'm just wondering what do have you have you met some of those problems?
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I mean, how you you dealt with them?
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Yeah. Of course, there are a lot of problems.
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Otherwise, these roles don't exist. No?
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I think probably the harder hardest thing about the role is, like, how lonely you would be in that role. No?
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Because, you know, you you you you ask a manager, but your manager is the CEO or maybe equivalent. No?
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So there are stakeholders that you need to manage.
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They're not necessarily a manager in the sense that say if you're a line manager, you have a director as your boss. Right?
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They are there to guide you.
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They are there to support you.
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But then if you're, you know, if you report to, you know, the CEO, then definitely they're a stakeholder.
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And everything that you say, you need to really be careful. No?
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Because otherwise, maybe if you say that, well, actually, I have too many people in the team,
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then it like, down the lane, they'll be like, oh, you know, you said you're there.
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Too many people in the team.
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Why don't we just, like, reduce your budget? Right?
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So so so just be very careful.
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And at the same time, you're kind of in the middle. Right?
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Because your, direct team, like the team of management, sees you as the leadership figure, but
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what they don't see is that you also have a boss to manage, right, or other departments to manage.
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So it's not like like sometimes you also don't have a lot of regular room in terms of how you would make decisions.
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So I think the hard part is, like, how can you foster your immediate team, like, the management
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team to also see you as part of their team instead of, like, the boss, you know?
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Because in the end, your role is still to facilitate that we can make decisions that is, you
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know, good enough on all sides, like, that the CEO can approve of, other department leads can
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approve of, and the leadership team is confident enough to execute on them.
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So I think that is probably something that is not explicit in the in the job description. Right? That okay.
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Well, while the the role sounds really fancy, but you're actually middle management too.
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And, you mentioned the line management roles. And Yeah.
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I I recall that last time we talked about some, interesting topic around, like, differences
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between senior management and line management role, and differences between them.
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And, like, you were emphasizing the empathy thing.
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So maybe you could elaborate more on that because this was really interesting.
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Yeah. I think, yeah, that also feeds into the difficulty for, like, a VP of a director role.
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As a line manager, I and that is also, like, times I think of very fondly, like, you get a lot
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of touch points with the team, and the closer you get with the people, then obviously the suggestions
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that you have on how to solve their problems become better, right, because you're very much on the ground.
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But then for our director and for our VP, the system is that you wouldn't have the time or capacity
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to meet with every single person with the same kind of, frequency. Right?
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That also doesn't facilitate, you know, like, your time management that just doesn't work out,
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but at the same time, that would mean that your decision making is more flawed because you don't
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know exactly what is going on.
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So I think, and at the same time, it's the rapport as well because as EM, you have a lot of
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opportunity to get huge support and, like, very strong support from the team.
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But as a director, they always view you as leadership or management. They don't put names. Like, it's very funny. Yeah?
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Like, people always say, oh, it's management that decided or it's leadership that decide, but you know that's you.
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And so because you're far away, and also also finding these touch points with a team and striking
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a balance on how do you keep yourself accessible to the rest of the team and that they trust
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you, they can tell you feedback is very important.
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Otherwise, it's like a flawed feedback loop. Right?
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If less people tell you things like, you know, give you feedback that you're doing, you said
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you're on the wrong track. Right?
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The more wrong things you do, the less you hear, and it really spins our control.
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So I try to also set up these you know, I do set up some skip levels from time to time, and
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I also have, like, an office hour every week so that the team can drop in to, talk about their concerns.
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But, of course, it takes a lot of nudging.
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Engineers are also by nature not as, like, oh, Kawena would say.
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So you really have to try and promote and, you know, get to them to really hear, like, how they're thinking.
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And I think that is a like a like a key, secret sauce to to doing well in this role.
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And this, those those office hours, like, tell me more about it.
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How do you approach it?
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Because, like, let me tell you my experience. You already mentioned it.
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It's really difficult, especially if somebody's introvert.
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Like, engineers are are really often introvert. Yeah.
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It's really difficult to kind of, like, get in those conversations and, like, during the office
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hours, not many people were interested, like, when I was doing it, right, as a leader.
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Oh, I see.
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A bit of, I'm really I'm really open.
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The people still kind of feel that if you are really high, they're really cautious about what they're saying.
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And especially if you are doing it, for instance, remotely, it's really difficult.
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And I'm just wondering, how does it work for you?
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Like, do you have, like, many people coming? It's, like, always online.
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And, like, how do you how do you approach it? How does it work
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for you? Yeah. That's a that's a good question.
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And, I think I think I don't also have, like, a magic answer for that, and I'm also trying hard. Right?
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I think it's just to be persistent.
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Like, one thing I learned is that, okay.
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Well, this time, knowing come. Right?
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I talk to all the managers. Hey.
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Encourage your reports to come.
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I post on the public channel.
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Every time I do a town hall, I'll be like, okay.
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If you have questions about accent white, do come and talk about it if that's an area I'm super interested in.
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And then gradually, people get the idea, especially if you can you know, especially when you
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say you're looking for feedback on specific areas, then people tend to come more.
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Another area is also, I think, need to we need to, like, show a bit of a vulnerability as well,
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like, to show the human side.
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Otherwise, as you say, the title makes it very scary, and they seem that you're very high up
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in your management and your leadership.
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Now you need to show also, like, the the human face.
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Now and I do that, I go to the office fairly often, so, like, every 2 weeks.
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So so I actually live in a different city. Right?
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But I go to Berlin every 2 weeks or so to, like, just grab lunch with people and, you know, be accessible and, yeah.
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I think I think little things go a long way.
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But then when people show up, then we never shy away from topics. Right?
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Because whenever I ask them about, okay, what are we doing well at the moment, and, what are
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some things we can improve on?
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Engineers always have things they pull to improve on.
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That's the nature of engineering. Right?
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We all learn to optimize.
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We all learn to okay.
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How do you be more efficient?
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That's why if you ask people these questions, you know, like, it it just flows.
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Awesome. Thank you for that.
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For me, really inspiring what you said is, to get some kind of topic around the which we could,
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like, start the discussion maybe.
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So, this this could be, like like like, lesson learned for me, so to say, for today.
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We're all learning. We're all learning.
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I'm wondering about your opinion about the remote hybrid on-site thing.
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So recently, we see, like, from the last year, the pushback from the companies.
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Even Zoom is saying, like, hey.
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Get back to the office.
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So especially for this company, it's really weird to hear, to be to be honest. So I'm But,
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isn't it? Yeah.
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Ironic. Yeah. But I'm wondering what is your opinion about, about the this kind of work setup. What works for you?
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How do you, see it in the future how it should work?
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I actually think that the so the, how do I put it?
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I think probably easiest is if you have all in office or all remote because in this case, it's
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just, easier to to set up now.
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For example, you wouldn't have a situation where half the people are in the room, half the people are outside.
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But I think with the with the times, right, we cannot expect that everyone is in the office during the COVID times. We also hire differently.
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So I think in each company, there are remote folks. No?
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So we need to figure out how to do the hybrid situation well or remote.
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So for hybrid, like, there are different things.
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Like, how do you even do the video, for example?
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Can you have everyone switch on their video even if they're in the room?
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Makes it more inclusive to the people who are calling in.
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But a lot of the things that promote hybrid or remote working is actually just good in general.
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For example, have clear agenda, have clear documentation, like, embrace a more async working
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lifestyle instead of always being in meeting. That is helpful.
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The more remote, company goes though, the more we need to emphasize on the social aspect.
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As we talked about, you know, like, if you don't meet the team for a while, then you become leadership and management again. Right?
23:07 - 23:13
So you need to have this type of, social connection often, and I think the more higher up you
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go, the more you need to show your face.
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And in some cases, if not in person, you need to find a way that's relatable for people for you. No?
23:21 - 23:27
And I think it's also important for the, for the for the company to have these social events
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so that we can get together maybe every 2, 3 months or so.
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We have, like, team gatherings where we fly people in.
23:33 - 23:36
Well, that is not environmentally friendly.
23:36 - 23:41
Maybe we get the trade in or, you know, like, have people come to one place to to celebrate
23:42 - 23:44
or to to, connect together. No?
23:44 - 23:51
So, like, I think that would be the strategy then if you go the hybrid or, remote, angle now.
23:54 - 23:59
And lastly, the the last question that I wanted to ask you, personally, and I think a lot of
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leaders are always looking for resources, to help them grow, to help them learn something new.
24:05 - 24:11
And I'm just wondering, in your case, are there any books or maybe conferences or other resources
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that, you would recommend to other, like, fellow tech leaders that have been particularly helpful
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to you, in your journey as a leader?
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Yeah. So for conference, I would recommend the lead dev series now.
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They have locations in the US, in Germany, in the UK.
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When I transitioned from an individual contributor to management and I rely a lot on their resources,
24:37 - 24:39
They don't just do just do conferences.
24:39 - 24:41
There are also articles at which they post.
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I myself also wrote there, for for a period of time, so that is helpful for me to also get a
24:47 - 24:50
pulse of what people are talk about. Right?
24:50 - 24:55
And for example, managing now is also different from managing during a time where there's rapid
24:55 - 24:58
growth, right, so like the content that you get is also different.
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In terms of book, there are so many good management, books. Right?
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For management particular, I recommend Making a Manager by Julie Dror.
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She's a design leader at Facebook.
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I think she nailed the definition of what a manager means to her. Right?
25:18 - 25:23
So your short term goal would to be would be to maximize the outcome, you know, of this team,
25:23 - 25:28
but then long term, it is to make sure that your team has the capacity to take on new challenges,
25:29 - 25:31
to be flexible for long term challenges.
25:31 - 25:34
So you're as a manager, you need to balance both roles. Right?
25:34 - 25:38
So if you just think about the short term, you just squeeze people's productivity, you make
25:38 - 25:43
them unhappy, but it delivers, But the long term that you wouldn't have a team anywhere, everybody
25:43 - 25:46
quits, and then no one is growing in their role.
25:46 - 25:47
So I think in the end, it's always a balance.
25:47 - 25:52
But if you always think about growth, right, like, then then there's no outcome short in the
25:52 - 25:54
short run, then that also doesn't work.
25:55 - 25:59
And then the, like, the next book I'll recommend is called Talent is Overrated.
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I think that changes the way I think about managing people.
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So what it is about is that they don't believe in, okay, talent is just coming coming from out
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out of nowhere as if it's just born into the genes. Right?
26:14 - 26:20
They more talk about, like, it's all about opportunity, how you spend your time and deliberate practice.
26:20 - 26:25
So if you're not good at something, then consider how much time actually have you spent on holding
26:25 - 26:31
that skill and in in what way as well, like are you getting rapid feedback to help you get better?
26:31 - 26:37
So I think in that case, it also helps me actually reflect how I get good in certain skills versus not.
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And I think it's just much more a positive and growth mindset, the right mentality. No?
26:42 - 26:49
So I would recommend, engineering managers or, yeah, any leader or people leaders to to read that book.
26:50 - 26:51
Awesome. Thank you, Jenny, for that.
26:52 - 26:58
I really like the second thing about the talent, because, like, I was always, like, playing
26:58 - 27:03
instruments and, like, I always heard that you need to have a talent to play an instrument or guitar.
27:03 - 27:05
But the thing is the same as at work.
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It's a matter of I use that.
27:07 - 27:08
It's a matter of practice.
27:08 - 27:13
It's a matter of listening the the to the feedback to all from other people and applying it.
27:13 - 27:22
So, I think it makes a lot of sense, and everybody could, apply it, and everybody could learn, anything, I would say.
27:22 - 27:27
Of course, you had some level that really hard to reach, but, I mean, in most of the cases,
27:27 - 27:31
you can be, you know, you can learn to program.
27:31 - 27:35
You can you can learn wherever you want, to be honest. So
27:36 - 27:42
Yeah. I just think that it's a much more positive mindset than thinking that you're born with these limitations. Right?
27:42 - 27:42
Yeah.
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Instead of thinking about limitations, let's think about very much in a growth mindset, like,
27:47 - 27:52
where where I can get better, how we can practice better, how we can hold into our skills better.
27:53 - 27:58
Awesome. Thank you very much, Jenny, for the for the and for the short and insightful talk.
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I really appreciate your time and your, insights
28:03 - 28:04
here. Oh, thank you as well.
28:04 - 28:06
Thanks for having me, Matt.
28:07 - 28:09
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