How Gen X Navigates Career Change

Episode 466 | Host: Emilie Aries | Guest: Vince Chan

What risks and rewards does a Gen Xer have to weigh when they consider taking a career risk?

When it comes to exploring the generational differences in the career arena, Gen X is often overlooked. Instead, the media provides attention-grabbing headlines about Millennials (aka Gen Y), Baby Boomers, and Gen Z, and this applies to career advice as well. Even Bossed Up doesn’t have as much info for this generation as it could, and this is an oversight I’m determined to correct.

Vince Chan is a financial wizard and a human capitalist at heart. A Gen Xer herself, Vince has navigated significant flux in her adult life and counts her recent foray into podcasting as career change number eighteen! In both her podcast, Chief Change Officer, and her public speaking and publishing spheres, Vince is driven by a desire to support Gen X professionals as they traverse critical career crossroads. 

Vince and I get deep into Gen X’s fears, values, and myriad strengths. Vince shares how these components combine to form a resilient generation with so much to offer—often more than even they realize.

Who exactly is Gen X?

If you’re between the ages of 44 and 59 in 2024, you belong to Gen X. They’re a smaller proportion of the population than either the preceding Baby Boomers or the Millennials who follow. And while every generation sits between two others, for Gen X, the phrase “Sandwich Generation” has a more specific meaning. 

Many Gen Xers are currently sandwiched between caregiving expectations. They have kids still living at home and parents beginning to require extra assistance. Add to this the fact that they themselves aren’t as young as they used to be, and all the health issues that implies, and you have a generation facing significant pressure from all sides.

The career concerns of Gen X

People in their mid-40s and -50s were raised and educated by Baby Boomers and the earlier Silent Generation. Events like WWII, which these beleaguered generations grew up in the shadow of, inevitably shaped the beliefs and values passed along to their Gen X charges.  

Layered onto this foundation are the current concerns about not just family care but also mounting layoffs, pending retirement, and the fear of obsolescence in the face of ever-expanding technology and the more tech-savvy Millennials and Gen Zers. 

Gen X career fear: being judged

I shared with Vince a question put forward by a Gen X friend of mine. She is contemplating a career change but worries this pivot is disloyal to the company for whom she has worked for over a decade. 

Vince notes that, in general, Gen X faces a variety of fears built upon their upbringing and present-day challenges. Among them looms a fear of judgment from their loved ones and colleagues should they choose to leave the supposed security of a long-held job to seek out something more fulfilling.

A unique versatility in a rapidly transforming world

This hesitation is a shame because most Gen Xers are fonts of versatility and perfectly poised to take on a changing world thanks to all the change they’ve weathered already.

Unlike other generations, whose formative years were spent quite firmly in the analog or the digital, Gen X saw it all. As Vince puts it, she worked out math calculations on paper in primary school, learned to use a calculator in secondary school, tackled the first digital spreadsheets in university, and then came into adulthood alongside the Internet. 

Vince notes that a lot of Gen Xers worry they aren’t tech-savvy enough to compete with the born-and-bred digital age Y and Z, but the truth is, they have tackled shifting technology their entire lives! 

Whereas Gen Z might assume digital natives can do everything, Gen X’s years of embracing a growth mindset give them a unique value-add: they have the resilience to navigate change.

Dear Gen X: love yourself more

Vince finds that Gen Xers who aren’t happy in their current positions tend to either remain in the roles out of loyalty (or, as she labels it, a fear of judgment) or immediately pursue the traditionally validating path toward a new career: more formal education (a fear of inadequacy), rather than recognizing the wealth of business experience and promise they already possess.

The first advice she would give any Gen Xer looking to change trajectories is to “love yourself more.” Be selfish when considering future career paths, she urges. Explore your personal interests and how you feel about the choices before you instead of bowing to traditional advice and pressure. Don’t ignore what your heart is telling you, and, most importantly, don’t undersell yourself. Gen X has so much to offer.

Solidifying these truths is the goal of Vince’s podcast, Chief Change Officer, which shares the stories of people who have challenged and changed their own career paths. 

What do you make of all this? What internal and external constraints and belief systems affect your career and future? How does your generational identity impact your risk tolerance when it comes to your career? Share your thoughts on Vince’s advice and your own experiences in our Courage Community on Facebook, or join us in our group on LinkedIn.

Related links from today’s episode:

Connect with Vince on LinkedIn

Listen to the Chief Change Officer podcast 

Episode 176, Changing Careers After 40

Episode 64, A Feminist Take on F.I.R.E.

Episode 456, How Connection Can Cure What Ails Us

Episode 434, The Economic Imperative of Affordable Childcare 

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Bossed Up LinkedIn Group

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