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#56. What the research is saying + 20 questions to ask Gen Z employees at your next one-on-one

Hello & Happy Thursday!
Thereâs nothing society loves more than to pile stereotypes on each generation.
Currently, itâs Gen Zâs turn. This generation has gained a reputation for disengagement (see: quiet quitting, bare minimum Mondays, productivity theater), but their desires arenât all negative, theyâre just different.
That said, I can absolutely confirm that these differences are not going unnoticed - especially by millennial managers. Things Iâve heard or been asked include:
â âItâs so clear that my (Gen Z) team member is multitasking while we are on client calls. If itâs obvious to me, itâs obvious to the client!â
â âOne of my (Gen Z) employees doesnât even hide the fact that they have a side hustle! I just know that itâs impacting their day-to-day work hereâŚbut I canât prove it.â
â âWeâve had multiple urgent client projects come in the last few weeks, but my (Gen Z) direct report refuses to put in longer hours or work over the weekend. Instead, I end up picking up the slack and itâs causing and ton of resentment on my end.â
These arenât stereotypes. Theyâre real scenarios that stem from having a multi-generational workforce, each of whom grew up with different information, beliefs, and societal realities. Itâs these differences that drive the real pain - especially when we donât spend time understanding the why behind our coworkers behaviors.
Which brings me to the foundational question: what matters to Gen Z employees?
To help answer that question, we dug into the data, specifically, recent reports from Deloitte, Gallup, and UKG, which together reflect insights from nearly 250,000 people across the globe. We sorted through the findings to highlight what Gen Z cares about most and what you, as a manager or People Ops leader, can do to meet them where they are.
Weâve distilled everything into four key themes plus a set of five thoughtful questions you can use to go deeper with the Gen Z employees on your team. These conversations are a great first step toward understanding their needs and building the kind of workplace where they want to stick around.
Yours in caring for our employeesâ unique needs,
Jill
Reflect on thisâŚ
Do your managers have the training and support to lead Gen Z employees effectively, especially around feedback, purpose, and mental health?
When was the last time you updated your employee engagement strategy to reflect generational shifts in motivation, communication, and work style?
What opportunities does your company offer for Gen Z to feel a sense of purpose, whether through meaningful work, social impact, or personal growth?
Sources Mentioned Throughout This Newsletter
(because we are good students đ)
The State of the Global Workforce, Gallup, 2024 (surveyed 227,347 people worldwide)
2025 Gen Z and Millennial Survey, Deloitte Global, 2025 (surveyed 14,751 members of Gen Z)
Mental Health at Work: Managers and Money, UKG Workforce Institute, 2023 (surveyed 3,400 people)
Setting the Stage
Before we jump into the insights, letâs get aligned on who weâre talking about.
Thereâs some debate about when Gen Z officially begins, but for this newsletter, weâre using the Pew Research Centerâs definition: people born between 1997 and 2012. That means your Gen Z employees are currently ages 28 and younger, with most already well into their early careers.
Itâs also worth remembering that many Gen Z professionals entered the workforce during the COVID-19 pandemic. They started their careers during a period of major global disruption, which sparked big questions about what role work should play in life. On top of that, the shift to hybrid and remote work environments has fundamentally changed what the âworkplaceâ even looks like, making their early experiences wildly different from those of Millennials or Gen X.
Last (but certainly not least) Gen Z is the first generation to grow up as digital natives, with access to an entirely different ecosystem of on-demand jobs and side hustles. Itâs a WHOLE lot easier to stand your ground at work when you believe (accurately or not) that a variety of different opportunities are at your fingertips.
So while it may be tempting to compare Gen Zâs early career behaviors to your own, this isnât exactly an âapples to applesâ situation.
As you read through the insights that follow, we encourage you to think about the Gen Z employees on your own team. When we view large amounts of data, it can be easy to forget weâre talking about real people, not trends or tropes. Consider how youâve seen these patterns show up in your own workplace. How do these data points align (or conflict) with the conversations youâve had?
Thatâs why instead of a checklist of actions to take, weâre providing you with a series of questions to ask your Gen Z team members to understand them better. Take everything that you learn here â and then go start real conversations with real employees and see how you can understand them, their needs, and their wants better.
Alright, now that weâre all on the same page⌠letâs dig in.
#1: They want to learn, but need your help
Letâs start with a common misconception: that Gen Z isnât ambitious.
In Deloitteâs global survey, only 6% of Gen Z respondents said their career goal is to reach a leadership position. That might sound like a lack of drive to other generations, but itâs actually a reflection of changing priorities. Gen Z still cares deeply about learning and growth, but theyâre less likely to tie their success to job titles or climbing the corporate ladder. For them, personal development and work-life balance matter just as much, if not more, than prestige or promotion.
The problem? While Gen Z employees are eager for mentorship and meaningful development, many managers are overwhelmed. Most spend their time managing urgent tasks, solving problems, and handling administrative work. Coaching and career conversations often fall by the wayside.²
That disconnect between what younger employees want and what their managers have time to offer can erode trust and stall growth.
But the good news? Itâs a fixable problem with the right structure and support.
đĄ Managers, we know you feel this too!
The data shows that youâre spending 40% of your time solving problems and managing admin work, and just 13% developing your team. We know youâd love to spend more quality time with your employees but likely donât have the bandwidth.
Thatâs why we recommend the 10% rule: At least 10% of a managerâs time per direct report should be allocated to people management tasks, admin, preparation, and skills development.
(stay tuned for more on the 10% rule in a few weeks)
â Diving Deeper: Questions to Ask Gen Z Employees
What is one aspect of your role you would like more help or coaching with?
Are there any projects youâd really like to work on if you were given the opportunity?
If there was one thing I could do differently to support you, what would it be?
What information do you wish you had more of?
What is a mistake youâve made recently and what did you learn from it?
#2: Theyâre Worried about Money
Letâs be real: entering the workforce right now is tough.
Many Gen Z employees launched their careers during a global pandemic, and now theyâre navigating inflation, high living costs, student debt, and fears about how AI could replace entry-level roles. Itâs a lot to carry, especially early in a career.
According to Deloitte, 48% of Gen Z say they donât feel financially secure, and those struggling with cost-of-living concerns report significantly lower happiness overall.² Thatâs likely why so many are turning to side hustles. One in three Gen Z workers has a side gig, and 37% of those say itâs because they need the extra income to get by.
This financial strain is deeply tied to workplace wellbeing. If employees are worried about paying rent or affording healthcare, theyâre not going to be fully present or engaged at work.
Unfortunately, some leaders still see financial wellbeing as ânot the companyâs responsibility.â But todayâs employees, especially younger ones, expect more holistic support.
Financial security is foundational. If your employees donât feel stable, everything else (e.g., engagement, retention, performance) starts to crumble.
đĄ Reminder!
Supporting employee financial wellbeing doesnât always mean spending more. It often means being more intentional and transparent about what you already offer and exploring the beliefs driving any alignment issues.
â Diving Deeper: Questions to Ask Gen Z Employees
Are there any parts of your compensation or benefits package that feel confusing or unclear?
Do you feel confident in your understanding of the financial benefits we offer, like health insurance, retirement plans, or wellness stipends?
Is there anything about your current role or responsibilities that you believe is out of sync with your compensation? If so, what are you basing that belief on?
Are there workplace perks or resources that would make a meaningful difference in your day-to-day life?
Do you know how to access any financial education or planning tools available through the company?
#3: They Want Meaning (at work or elsewhere)
For Gen Z, work isnât just a way to earn a paycheckâitâs a reflection of their values, identity, and aspirations. According to Deloitte, 89% of Gen Z say that having a sense of purpose at work directly impacts their motivation and engagement.²
But hereâs where it gets nuanced: âpurposeâ doesnât always mean saving the world or working for a mission-driven nonprofit. It can mean doing work that feels meaningful to them personallyâwhether thatâs solving problems, learning new skills, building community, or seeing the tangible results of their effort. Sometimes, itâs as simple as enjoying the work they do or feeling proud of the impact theyâre making.
When that sense of meaning is missing, Gen Z doesnât stick around.
40% have left a job because it lacked purpose
40% have turned down a project, assignment, or employer based on misalignment with their personal ethics or beliefs
31% plan to leave their current employer within the next two years
For many Gen Z employees, if they canât find meaning through their work, theyâll prioritize roles that give them enough time and energy to find it outside of work. That could mean a job with better work/life balance, more flexibility, or just less stressâso they can pursue what matters to them in their personal lives.
In short: if your workplace isnât helping them connect to a sense of purpose, it needs to at least give them the space to find it elsewhere.
đĄ
Employees with side hustles is a touchy subject for many. Instead of taking a hard stance one way or another, we recommend focusing on the responsibilities that are tied to their current role. Get really clear on expectations and then monitor their progress against them, instead of focusing on whatâs happening outside of their role.
If you run into issues with a side hustle that interferes with their role (like soliciting clients from your customer base or missing meetings to take calls pertaining to their side hustle), then absolutely address it. But if itâs truly not interfering with the work they were hired to do, does it really matter how theyâre spending their time outside of work?
â Diving Deeper: Questions to Ask Gen Z Employees
What are your main motivators currently (e.g., growth, impact, purpose, advancement, money, recognition)?
Is your role aligned to your top passions and interests? If not, how can you incorporate your passions and interests more into your role?
What boundaries do you need to set more of to get your needs met? Is there a specific person you need to set them with?
What are you looking forward to most at work or in life? Whatâs energizing you these days?
Are you able to take adequate time to rest and recover from work? Do you feel comfortable taking time off when you need it?
#4: â¤ď¸ Mental Health Matters
Gen Zâs expectations around mental health are shifting the way everyone thinks about work â and we view that as a good thing!
60% of employees say their job is the biggest factor in their mental health
81% would prioritize mental wellbeing over a high-paying job
64% would take a pay cut for better mental health support
Gen Zâs mental wellbeing is also significantly lower than that of Millennials.âľ Thatâs not just a stat, itâs a signal that the old ways of working arenât working for everyone.
And while most managers have good intentions (90% say they create safe spaces for open communication) only 64% of employees agree.Âł Another third say their manager doesnât understand the impact they have on team mental health. That disconnect can lead to silence, burnout, and disengagement.
The truth is: we spend more of our waking hours at work than anywhere else. Of course our jobs influence our mental health. And Gen Z isnât asking for perfection, theyâre asking for acknowledgment, honesty, and real support.
đĄ
Manager engagement is also dropping, especially among women and those under 35. Gallup reports that 2024 saw one of the sharpest declines since the start of the pandemic.š
This isnât just a Gen Z issue. We all need support.
Supporting mental wellbeing isnât about adding a new company-wide initiative, itâs about building a culture of empathy, safety, and shared responsibility.
â Diving Deeper: Questions to Ask Gen Z Employees
Are there any parts of your job that consistently feel overwhelming or draining?
Do you feel comfortable speaking up when something at work is impacting your mental health?
What helps you feel supported on tough days?
Are you taking advantage of any mental health or wellness benefits we offer? If not, is there a barrier I can help remove?
Are there certain types of work or communication styles that feel particularly helpful, or harmful, to your wellbeing?
One Final Note
Thereâs a popular myth that Gen Z has âno loyaltyâ to their employers.
In reality, we havenât lost employee loyalty - what weâve lost is the old social contract.
This Fast Company article brings up an interesting thought: Companies once bought long-term engagement with pensions, stock plans, and career stability. When that era ended, many employers forgot to replace it with something meaningful. And employees, especially younger ones, responded by prioritizing what matters most to them.
Thatâs not disloyal. Thatâs honest.
As you reflect on these insights, ask yourself: How are we evolving to meet this moment? And how can we support this next generation, not just to perform, but to thrive?
Because whether weâre ready or not, Gen Z is already reshaping the future of work.
Your Turn
Want to better support the Gen Z employees on your team? Start by talking with them.
Set up dedicated 1:1 conversations with your Gen Z direct reports to get a deeper understanding of what motivates them, where they feel stuck, and what kind of support theyâre craving. This isnât about adding another meeting to the calendar, itâs about building trust, showing you care, and learning how to lead them more effectively.
Hereâs how to get started:
â Schedule a 30-minute 1:1 with each Gen Z team member, specifically focused on career development and wellbeing, not project updates.
â Pick 3-5 questions from the âDiving Deeperâ sections in this article and use them to guide the conversation. (Pro tip: Share the purpose of the conversation in advance so it feels intentional, not intimidating.)
â Take notes and reflect on common themes across your team. What trends do you notice? What systems or supports might need to evolve?
These conversations arenât just helpful, theyâre essential. Gen Z is reshaping the workplace, and your willingness to listen is the first step toward leading well.
Training for the Modern Manager
Weâd be remiss not to shout out Training for the Modern Manager curriculum, as inquiries from managers across a variety of our clients were the initial driver of this weekâs topic.
If youâre looking for a new, accessible approach to management training, you can learn more about our program here or find time to connect with me 1:1 here.
Things Weâre Loving Right Now
A manifesto for everyone on the edge of burnout. âYou showed up when no one else did. You swallowed your rage to keep the team âaligned.â You turned chaos into clarityâwhile bleeding out behind the scenes.â Sound like you? Find comfort in this read.
This guide to inviting more experimentation in your culture. Our friends at the Experience Institute are sharing their favorite ways to build a culture of experimentation, without waiting for permission.
Resources for building a custom GPT. If youâre feeling overwhelmed with all the talk on âcustom GPTsâ, this resource center is a great place to start. Weâll be adding their podcast recs to our âwant to listen toâ list immediately.
