The Hotmail Generation: What could your email address say about your age?

Megan Gerhardt • August 9, 2022

Several months ago, I received a call from a leader who wanted to invite me to speak to his organization. He said he has sent me several emails with no response, which caused me a bit of a panic. I am notoriously aware of my email. I don’t always remember to respond to everything, but I definitely pay attention to what is coming in, and I hadn’t seen anything from him. So off I went to explore my spam folder, and there it was. It went to spam:


LeaderX@aol.com 


Okay, his name was not LeaderX, but you get the point. He had an AOL.com email address, and my email filter determined that obviously meant it must be spam. (Fun fact: AoL merged with Yahoo in 2019 to become Verizon Media, and then the whole thing became Yahoo again. But you can still log on to aol.com to check your email). I had not met this leader in person, but based on the email address, I took an educated guess that he was in his 60s or 70s. When we did finally meet in person for the company visit, my guess was confirmed.


You’ve Got Mail!

Was my presumption somehow an age-based stereotype? (When you’ve written a book on championing generational diversity, you really must be tough on yourself about whether you are inadvertently carrying around age-based biases. To do so would most definitely NOT be Gentelligent).


The thing is, it’s not a stereotype, it’s a hallmark of sorts for a particular generation. Many in their 60s and 70s first set up their personal email addresses during a time in history when AoL was THE game in town:


Image that showed when connecting to AOL. # boxes cartoon stick figure standing, than running, then with a group of people.


If it wasn’t for AoL and a man named Elwood Edwards, it’s possible none of us would even have email today. Edwards is the famous voice behind that legendary phrase “You’ve Got Mail!”


And if those individuals in their 60s and 70s weren’t required or encouraged to move their email address to another browser, many in that age group may have seen no reason to do so. As we get older, research shows we tend to prefer using what is known as crystallized intelligence: we use what we know works, and we are less interested in seeking out or trying the newest tools or tech just because they are there.


This should not be confused with not being able to learn new tools or technology. THAT is a stereotype, and an incorrect one: research shows older people are just as able to learn new tech, they just may be less interested than younger people are in doing so. Younger people have been shown to be more apt to use fluid intelligence, which makes them more likely to embrace new trends and ideas.


Back to my spam folder and that AoL address. I began to conduct some non-scientific, anecdotal research: the few other AoL addresses I found in my contacts aloowed me to verify they belonged to those in that 58-76-year-old Baby Boomer age group (full disclosure, these were dads of friends and relatives of mine). Hundreds of thousands of Baby Boomers have chosen to move on to more updated options, but the remaining AoL addresses out there do likely belong to the Baby Boomer generation, happy enough with what AoL provides them and seeing no need for an update.


Here We Are Now…Entertain Us.

Lest we leave out Gen X (and I never do), we can find a similar pattern in the hallowed halls of Yahoo and Hotmail. We’re talking about My Generation (hat tip to The Who), and I had a LOT more data on this one. Without exception, every remaining hotmail.com and yahoo.com address in my inbox belongs to someone 43-57 years old.

hotmail

This is because we got our first email accounts when Microsoft (who owns Hotmail) was all the rage, and Yahoo was the browser of choice. Many Gen Xers have held onto those personal accounts even as their work emails have evolved to company domains or Gmail. They work well enough, and at our age, who wants to try to remember everyone who might need to be given your new email address? That’s a solid 25-30 years’ worth of friends, family, and colleagues who have that yahoo account saved in their contacts, and nobody has time for that nonsense.


Me Me Me.com

As for the Millennials, most are still young enough to fall into that fluid knowledge phase of life (the oldest are turning 41 this year, so this is changing as we speak), and most seem to have committed to Gmail as the optimal option for their personal email. I have a lot of former students who are Millennials, and some still retain their university email addresses for personal communications. There was a point in time when they embraced the @me.com trend, or maybe even the icloud.com. This is not a commentary on the “Me Generation” nickname (remember, I love Millennials and have a TEDx Talk to prove it!)


Apple backs me up on this one, people. According to Apple:


  • If you created an iCloud account on or after September 19, 2012, your email address ends with @icloud.com. Learn more about @icloud.com mail addresses.
  • If you created an iCloud account before September 19, 2012, or moved to iCloud with an active MobileMe account before August 1, 2012, you have both @me.com and @icloud.com email addresses.
  • If you had a working @mac.com email address as of July 9, 2008, kept your MobileMe account active and moved to iCloud before August 1, 2012, you can use @icloud.com, @me.com, and @mac.com email addresses with your iCloud account.


And Gen Z? It’s my prediction they just might stop using email altogether at some point, favoring Slack and texts and all other more efficient forms of communication. For now, most are in camp Gmail or are still using their school email accounts for personal communications. So as the world turns, so do our email addresses.


@generation.com

I went digging to see if anyone else had picked up on this phenomenon. Twitter came through, though I think this tweet gives Gen X way too much credit for modernity, while this one went too far in the other direction. The website sixtyandme.com advised Boomers to rethink their AoL addresses, citing a lack of updated security and protection measures.


There’s no earthshattering conclusion here, nor is there a recommendation. I suppose I could go down the rabbit hole and point out that we could inadvertently be signaling to others (like potential employers) how old we are by using these emails, flying our generational flag without realizing we are doing so. But I’ll leave that one to you to think about, as I am always an advocate of owning your generational identity.


Instead, it’s just an interesting observation, the kind that I love to come across in my Gentelligence® work. The kind that reminds us that growing up in a particular time in history brings with it all kinds of artifacts and souvenirs of what was new, what was popular, and what was important when we were first starting our careers and establishing ourselves as adults. Next time you’ve got mail, gather some data for me on my hypothesis and see if it holds up.

By Megan Gerhardt February 13, 2026
It has been said that everything old becomes new again on a long enough timeline. There's a fascinating generational trend I've been seeing among younger Gen Zs and the oldest of Gen A (Note: I am not calling that generation Gen Alpha, because that name is nonsensical and outdated already, and that generation is barely in their teens. More on that soon)--a craving for low-tech, no-tech, screen-free experiences. Gentelligence focuses primarily on generational dynamics in the workplace, and I do predict this will have implications for where and how these generations want to work. Despite the chaos surrounding back-to-office policies and experiments, our youngest members of the workplace (and our soon-to-be newest employees) are showing signs that they value time away from screens. I first noticed this last year among my own students, who were overwhelmingly setting change goals in my change management class focused on reducing screen time. Versions included "cleaning up my sleep routine" (putting the phone away at least 30 minutes before bed, eliminating blue light before bed, reading physical books), "reduce my weekly screentime", "stop doomscrolling", and "impose limits on TikTok and Instagram time". It was a sign that it was no longer just their parents or older generations who wanted them off their phones; they wanted themselves off their phones, too. For a wave of young people raised in an era of tech overload, it seems we have reached the point of maximum saturation, and they are pushing back. As one of my students astutely mentioned to me last year, "There are no boundaries now...our generation is just trying to figure out how to put some of them back." I've doubled down on the need for this in my teaching, having conversations with students about how to ethically use AI as a thought-partner while balancing protected time for our most scarce resource these days: deep thinking and connection. It was this need, coupled with the overwhelming research showing the improved retention and learning that occurs when students handwrite their notes and put away their laptops in class, that led me to declare our classroom a laptop and phone-free zone. We still use slides to guide conversations, but there are no longer 30 laptop screens popped up in front of them, distracting even those who are trying hard to focus. Surprisingly, I've had very little pushback. I was concerned they would feel like I was forcing them backwards, but collectively we seem to be exhaling. The discussions have never been better. As our younger Gen Zs reach young adulthood and our oldest Gen As become teenagers, they are emerging from a kind of social experiment they entered unwittingly — a life that has never known a world without constant screens. They are realizing how different they feel when they unplug. Gen Z and Gen A even have a term for this: touching grass. That's right, when the default is constant tech immersion, they had to come up with a phrase to represent the intentional effort it takes to step away. Whenever possible, I try to engage in some real-time generational anthropology, just to explore my hunches and (when possible) debunk stereotypes. Gentelligence is all about being curious rather than judgmental, and I am most definitely curious about these early signs that our younger generations are seeking a better balance between their tech and non-tech worlds. Last month, I was in Chicago for a keynote and found myself in a trendy food hall over lunch. There were little shops surrounding the food hall, including one of my all-time weaknesses, a stationery store . Pens! Journals! Paper! Notebooks! (I, too, love the analog. After indulging myself in a number of vital paper goods, I was tucking into a sandwich in the food hall and saw a (literally) noteworthy sight: a table of early 20-somethings, gathering on their lunch hour and...writing in their journals. Multi-colored pens, stamps, and conversation were plentiful. There was not a phone in sight. That in and of itself was remarkable. It turns out that stationary stores are experiencing a resurgence . Knitting, crocheting, embroidery, and sourdough baking are also all having a moment. Physical books ( and bookstores! ) are making a comeback. A few weeks later, I was at another event, this time a very trendy commercial interior design conference, where we were discussing ways to design spaces that promote intergenerational interactions (yes, it was as cool as you might be thinking). I saw a young designer at the cocktail hour and walked over to introduce myself. I asked if I could pick her brain on something, as I figured it was part of her JOB to be up on the latest trends. I asked her whether she was feeling a personal pull to use less tech, or if this was something she had seen among her peers. That's when she told me about Analog Bags . (I won't go down that rabbit hole here, but feel free to explore the link and know that I am absolutely creating my own Analog Bag as we speak). At that same design conference, a book was recommended to me: Megatrends by John Naisbett. The gentleman who suggested it said it changed his life. He thought I would find it interesting, given my interest in generational trends, behavioral cycles, and, of course, my classes in change management. I ordered it as soon as I got back to my hotel room (fun fact: it was published in 1982, so you'll have to find a vintage copy!). I've been devouring it, and among the many eye-opening insights was the observation that " the more 'High Tech' we become, the more we need 'High Touch.” Now, Naisbett was referring to the high-tech era of the early 1980s, when personal computers were entering the scene, but the relevance of the comment almost 45 years later, in the age of AI, was not lost on me. Those who have lived their entire lives as products of high-tech are now blazing the trail to meet their need for high touch. Let this be my formal declaration (for whatever it's worth) that I predict our youngest generations will lead us back to a balance between tech and high-touch: they are the proverbial canaries in the coal mine, and their message is clear. They are living, breathing embodiments of a life flooded with endless tech, fake news, constant connectivity, dopamine hits, and input dictated by algorithms, and it appears they may have had enough.
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