Latest / Chief in Tech Deep Dive Shortcast / Chief in Tech S1E13 - Anneliese Olson, Marah Edelen : Fostering learning, career development and belonging in a multigenerational workforce
Transcript
- 0:00Okay, so I want you to start by picturing a very
- 0:03specific and I think very common kind of tension.
- 0:06You're sitting in a totally standard corporate
- 0:08conference room. You know, the fluorescent lights
- 0:11are humming. And on one side of the table, you've
- 0:15got a 21 -year -old intern. They grew up swiping
- 0:19on iPads before they could really talk. their
- 0:21primary language is memes. Exactly. And they
- 0:24see a strict nine to five as like a loose suggestion
- 0:28from a bygone era. And then sitting right across
- 0:30from them is a 65 year old executive. This is
- 0:34someone who, you know, started their career dictating
- 0:36memos to a secretary. They remember when email
- 0:38was this risky new experiment that probably wasn't
- 0:41going to catch on. Yeah. So they're looking at
- 0:43the same project, but they're seeing completely
- 0:45different worlds. And the conventional wisdom,
- 0:47I mean, especially online, since this is a recipe
- 0:49for disaster. Total gridlock. Yeah. Misunderstanding.
- 0:52Yeah. Culture wars. We're looking at a stack
- 0:54of research today that suggests this friction.
- 0:57It isn't a bug. It's actually a feature. If,
- 1:00and this is a big if, you know how to use it.
- 1:01And that's really the defining challenge of the
- 1:04modern workplace, isn't it? Right. We are in
- 1:06this historically unique moment. It's not the
- 1:09standard generation gap. No. It's a time where
- 1:11we have, what, up to five generations working
- 1:14at the same time? And soon, I mean, with Gen
- 1:17Alpha starting internships, we are staring down
- 1:20the barrel of a sixth -generation workforce.
- 1:22We're sharing the same Slack channels. All on
- 1:24the same Zoom calls, using the same broken coffee
- 1:27machine. It's a lot. Five generations. I mean,
- 1:30you've got the silent generation, boomers, Gen
- 1:33X, millennials and Gen Z all trying to move the
- 1:36same ship. It is. And usually the conversation
- 1:38just devolves into memes. You know, OK, boomer
- 1:42versus the whole lazy Gen Z thing. It's good
- 1:44for TikTok, but it's terrible for management.
- 1:46Exactly. So today we're going to push all that
- 1:49noise aside. We have a source that gives a real
- 1:52tactical playbook for this. We're looking at
- 1:54insights from Annalise Olson. who's a VP at HP.
- 1:57And we should be clear about why we're listening
- 1:58to her. I mean, this isn't some academic theory.
- 2:00Olsen is what you'd call a lifer, right? Absolutely.
- 2:03She has real street cred. She started out as
- 2:05an intern 25 years ago and just climbed her way
- 2:08all the way up to VP. Wow. And she's managed
- 2:11teams everywhere, Europe, Asia, the US. So this
- 2:14isn't just a snapshot. It's a longitudinal view.
- 2:17Yeah. She's watched the culture morph from these
- 2:21rigid hierarchies to the hybrid world we see
- 2:24today. So she hasn't just studied the shift.
- 2:26She's actually lived it. She survived it. That
- 2:30context is so important because she points to
- 2:32these shifts that aren't just HR policies. They're
- 2:33about... operational survival. She says there
- 2:37were two huge tectonic shifts in her 25 years.
- 2:40The first one is, well, it's obvious on the surface,
- 2:42but the details are really complex. The role
- 2:45of women in tech and business. It's massive.
- 2:48And what's interesting here is we're not just
- 2:49talking in vague terms like empowerment. The
- 2:52source material has some hard data from HP that
- 2:55shows what real operational progress looks like.
- 2:58Because saying you value diversity is one thing.
- 3:00But showing the receipts is another. Right. So
- 3:01lay those numbers on us. What does it actually
- 3:03look like? like in practice. Okay, so 31 % of
- 3:07tech and business roles at her company are female,
- 3:11which is a solid number. Then you look at leadership,
- 3:14their board of directors is 58 % women and ethnically
- 3:18diverse. But here's the stat that really really
- 3:22set out to me. What's that? Out of their eight
- 3:24biggest global markets. Four of them are run
- 3:27by women. So a straight 50 -50 split in their
- 3:30major markets exactly and the takeaway for you
- 3:33listening isn't just OHP is doing a good job.
- 3:36It's that diversity has moved from being a compliance
- 3:39thing, something you do to avoid a lawsuit, to
- 3:42being a core business strategy. It changes how
- 3:45decisions are made, how risk is assessed. It
- 3:48stops being an initiative and it starts being
- 3:49the actual operating system. Which flows right
- 3:51into the second big shift she identifies, which
- 3:54I think is maybe even more radical because it
- 3:56affects absolutely everyone. She says the corporate
- 3:58ladder, that image we all have in our heads,
- 4:01it's dead. It's dead. Or at least it's been deprecated.
- 4:03The old model was so linear. You get in at 22,
- 4:06you climb, you get your titles. Corner office,
- 4:09gold watch. Gone. She argues that the modern
- 4:12career path is a zigzag. The zigzag. I feel like
- 4:16that describes my entire life, but you know,
- 4:18in a corporate context, that can sound chaotic.
- 4:21Yeah, if I'm a hiring manager and I see a resume
- 4:23that zigs and zags all over the place, I might
- 4:26just think, unfocused. How does she frame this
- 4:29as a good thing? She rebrands it as agility.
- 4:32In this hybrid world, the real currency isn't
- 4:35just climbing up, it's the breadth of your skills.
- 4:38The zigzag lets you rotate laterally, learn a
- 4:40new skill set, maybe you pause for a life event.
- 4:43And then step back in, but in a totally different
- 4:46department. Right. And she really hammers this
- 4:48idea of flexibility. And not just work -from
- 4:50-home flexibility, career flexibility. So why
- 4:53does this zigzag model matter so much? Because
- 4:56it completely transforms work -life balance,
- 4:58which always sounds like a trade -off into work
- 5:00-life integration. I see. So if you're a caregiver
- 5:03or parent, the zigzag lets you stay in the game.
- 5:06You don't have to quit. You just adjust the slope
- 5:09of your climb for a while. That is the key right
- 5:11there. In the old ladder model, if you had a
- 5:14baby or a sick parent, you had to jump off the
- 5:17ladder. You were out. Completely out. And getting
- 5:20back on was incredibly difficult. The zigzag
- 5:24keeps that talent and all that institutional
- 5:26knowledge inside the building. which is so critical
- 5:29when you're trying to keep five different generations
- 5:31happy and productive. Okay, so let's get tactical.
- 5:35You've kept the talent, great. Now you've got
- 5:37a 22 -year -old and a 60 -year -old on the same
- 5:39team. How do you actually get them to collaborate?
- 5:41Olsen lays out three specific buckets of strategy.
- 5:45The first one is something we've all heard of,
- 5:47mentoring and sponsorship. with a twist. There's
- 5:50always a twist. So it's not just the old person
- 5:53teaches the young person how stuff works. Right,
- 5:55that's the default. But she talks about this
- 5:57catalyst program they started way back in 2017.
- 5:59Paired early career women with senior leaders.
- 6:02The goal was sponsorship, you know, giving them
- 6:05a leg up. But the unintended consequence was
- 6:08reverse mentoring. Ah, so the execs started learning
- 6:11just as much from the juniors. The learning flowed
- 6:13both ways. The seniors were getting insights
- 6:16into digital tools, cultural shifts, stuff they
- 6:18were totally blind to. And the demand is coming
- 6:21from the bottom up. It is. In 2023, they launched
- 6:24these mentoring circles just because Gen Z and
- 6:27millennials were clamoring for growth. They had
- 6:30200 people raise their hands instantly. That's
- 6:32a huge signal. The younger generations aren't
- 6:35checking out. They're not quiet quitting. They
- 6:37are loudly asking for guidance. They're starving
- 6:40for it. Which brings us to the second bucket,
- 6:43training for empathy. Okay, I have to play devil's
- 6:46advocate here for a second. I know some people
- 6:48hear empathy training and their eyes just glaze
- 6:50over. They think it's all fluffy HR stuff. And
- 6:53that is such a dangerous assumption to make now.
- 6:56The data Anna -Lee shares is rock solid. Diverse
- 6:59teams are 12 % more productive. 12 %? And inclusion
- 7:03drives 30 % better performance. This isn't just
- 7:06about feelings, it's about output. If your team
- 7:09doesn't feel safe enough to speak up, you miss
- 7:11out on real innovation. So empathy is actually
- 7:14a risk management tool. It absolutely is. And
- 7:17HP has been doing this for a long time. They've
- 7:19had business resource groups since 1978. This
- 7:22isn't some new fad for them. Which takes us to
- 7:24the third bucket. And this is the one I feel
- 7:26gets ignored a lot. We talk about child care,
- 7:29sure. But Olson highlights life stages support.
- 7:32That goes way beyond that. Yeah, this goes beyond
- 7:35the fun perks. This is about biology, family.
- 7:40She mentioned some pretty rare examples like
- 7:42specific programs for menopause and perimenopause.
- 7:44And support for employees dealing with aging
- 7:46parents. That's the one that's going to become
- 7:48huge. We talk about the sandwich generation,
- 7:50caring for kids and parents. Elder care is this
- 7:53silent crisis for so many people. So why is this
- 7:55a priority? Well, look at the number she's working
- 7:58with. 21 % of their workforce is over 50. But
- 8:0160 % of their executives are over 50. Ah. So
- 8:05if you don't support those later chapters, you're
- 8:08going to lose your entire leadership tier. You
- 8:11lose the people with the most knowledge right
- 8:13when you need the most. So it's really a retention
- 8:15strategy for your most valuable player. It's
- 8:18asset protection. Simple as that. OK. I want
- 8:20to shift gears a little. We promised some myth
- 8:23busting. We all have these generational stereotypes
- 8:25in our heads. So I'm going to throw one at you.
- 8:27And you use the source material to just destroy
- 8:30it. Ready? I'm ready. Let's do it. All right.
- 8:32Let's start with the youngest. Stereotype one.
- 8:35Gen Z. The myth is they lack discipline, no work
- 8:39ethic. They just want to be on TikTok. False.
- 8:43But with a nuance. The research she cites says
- 8:46Gen Z has a massive desire to learn. The friction
- 8:49isn't about laziness. It's about cadence. Cadence?
- 8:52What do you mean? They want timely feedback.
- 8:54They want constant iteration. They don't want
- 8:57to wait six months for an annual review. They
- 8:59want collaboration now. Exactly. So it's not
- 9:01a lack of work ethic. It's a demand for immediacy.
- 9:04To a boomer manager, that can look like impatience.
- 9:07To a Gen Z employee, waiting a year for feedback
- 9:10looks like pure negligence. That's a great distinction.
- 9:12Okay, next up. Millennials. The myth. They're
- 9:15all job hoppers. No loyalty. Can't commit. Also
- 9:18false, basically. The research shows the Millennials
- 9:21are just as likely to stick with the company
- 9:22as older generations were at that same age. So
- 9:25we're just confusing being young with being a
- 9:28Millennial. Exactly. The job hopping is more
- 9:30a function of age, not generation. As they've
- 9:33gotten older, their retention stats look pretty
- 9:35normal. Okay, what about the forgotten generation?
- 9:38Gen X. The myth is they're the middle child,
- 9:41no X factor, not really changing anything. She
- 9:44pushes back hard on this. She's like, look at
- 9:46the New York Times, the Washington Post, major
- 9:48institutions. The visionary leaders driving change
- 9:51right now. They're largely Gen X. They're the
- 9:53bridge generation. They're the translators. They're
- 9:55fluent in the analog past and the digital future.
- 9:58They are driving the bus right now. I like that.
- 10:01All right, last one. Baby boomers. The myth is
- 10:04they can't handle new tech. You know, the, I
- 10:07can't convert this PDF trope. OK, this was my
- 10:10favorite data point in the entire source. A microsize
- 10:14survey showed that 50 % of boomers felt they
- 10:16had the skills to meet the demands of AI. 50%.
- 10:19That sounds OK, I guess. But what's the baseline?
- 10:23Well, you compare it to Gen Z. The digital natives
- 10:26deal only at 65%. Wait, wait. So the gap between
- 10:30the kid who grew up with an iPhone and the executive
- 10:33who started with a typewriter is only 15 points.
- 10:35It's not a canyon. It's a crack. 15 points is
- 10:38nothing. It proves boomers are lifelong learners.
- 10:42They've had to relearn how to work every single
- 10:44decade. Typewriters to desktops to laptops to
- 10:47the cloud. They're actually the most experienced
- 10:50adapters in the room. That is a profound reframing.
- 10:53They've survived more tech shifts than anyone.
- 10:55Precisely. They're resilient. Wow. OK, so we've
- 10:59busted the myth. We've looked at the strategies,
- 11:01but I want to talk about the future. Annalise
- 11:03says by 2032, Gen Z will be a third of the entire
- 11:07workforce. That is a huge demographic wave coming
- 11:10right at us. It is. And what they want fundamentally
- 11:12is to feel connected and understood. But Annalise
- 11:15flags a massive disconnect here. She calls it
- 11:17the EQ gap. This is the danger zone. The stats
- 11:20are really stark. You've got 70 % of senior leaders
- 11:22who agree that emotional intelligence or EQ is
- 11:25vital. So they know it's important. They say
- 11:27it's important. In theory. But only 45 % of Gen
- 11:31Z employees say they actually see their managers
- 11:33displaying it. Oof. That is a massive gap between
- 11:37what leaders think they're doing and what their
- 11:39youngest employees are actually feeling. Correct.
- 11:42Leaders think an open door policy is empathy.
- 11:45Gen Z is saying no. You're not anticipating my
- 11:48burnout. You're not connecting with me as a human.
- 11:51And that gap creates total disengagement. So
- 11:54how do we close it? Annalise lists four qualities
- 11:57of a great leader for this new world. Let's run
- 12:00through them. OK. Number one is empathy. And
- 12:02she's specific. It's the ability to listen and
- 12:05just... have a pulse on the room, sensing the
- 12:08emotional temperature. Okay. Number two. Transparency,
- 12:11which is huge for younger generations, giving
- 12:13the why behind the what. They want context. If
- 12:17you hide the logic, you lose their trust. Makes
- 12:19sense. Number three is collaboration. Right.
- 12:22And number four, this is the one she really emphasizes,
- 12:24adaptability. Why that one so much? Because of
- 12:27this idea of the 100 -year life. We're living
- 12:28longer than ever before, so our careers could
- 12:30span. 60, maybe 70 years. A 70 -year career.
- 12:35That's exhausting to even think about. That is
- 12:37a lot of Zoom calls. It is if you try to sprint
- 12:39it. But it means you're going to have so many
- 12:41different chapters. You might lose a job, change
- 12:43industries, pivot completely at age 55. So the
- 12:46ability to remain curious and coachable, that's
- 12:50the only real survival skill. You have to treat
- 12:52your career like a series of startups, not one
- 12:54long corporate gig. So wrapping this all up.
- 12:59What's the big takeaway for you, for the listener?
- 13:01We've gone from boardroom stats all the way to
- 13:03the empathy gap. I think the main lesson is that
- 13:06this multi -generational workplace, it's not
- 13:09a cage match. It's a huge asset. But only if
- 13:12you shift from that latter mindset to the zigzag.
- 13:16And you have to realize that the soft skills,
- 13:19empathy, EQ, collaboration, those are actually
- 13:22the hardest currency now. They're the things
- 13:24the machines can't replicate. Exactly. And realizing
- 13:27your 60 -year -old coworker and your 20 -year
- 13:29-old intern actually want the same basic things
- 13:31that they want to learn, they want feedback,
- 13:33they want to do meaningful work. It's true. And
- 13:35I want to leave you with one final thought from
- 13:37that 100 -year life idea. It's something to really
- 13:40chew on. Let's hear it. If we are going to live
- 13:42to 100 and work into our 70s or 80s, does the
- 13:47whole concept of seniority based on age even
- 13:50make sense anymore? If you can learn AI at 65,
- 13:54reinvent yourself at 50. then maybe we should
- 13:57stop thinking about aging out of the workforce
- 13:59and start thinking about spiraling up. Maybe
- 14:01the peak of your career isn't 50. Maybe it's
- 14:0480. And if your peach is at 80, then no matter
- 14:07how old you are right now, you are just getting
- 14:10started. Peaking at 80. I kind of love that.
- 14:11It takes all the pressure off. It changes the
- 14:13timeline completely. It really does. Well, thank
- 14:16you for zigzagging with us today. We hope this
- 14:17gave you some tools to navigate your own team
- 14:19a little better. Keep learning. And we'll see
- 14:21you on the next deep dive.