Shifting From Hustle To Health in the C-Suite

A special thanks to our sponsors for making this newsletter free for our readers:

It’s tough out there. CMO Huddles helps B2B CMOs gain the confidence, colleagues, and coverage they need to succeed. Ask Drew Neisser for a guest pass.

Need to hire a CMO or VP of Marketing? Want the ‘make money’ variety, not the ‘make it pretty’ variety? I recommend Erica Seidel of The Connective Good. Join her newsletter.

I’ve gotten a slathering of inquiries regarding quiet quitting. So Jacob, what do you think about this crazy-lazy gen Z dealio? Are executives doing it? Are their teams doing it?   

Abso-fruitly. Though—

It’s awkward for me—a self-proclaimed workaholic—to provide an unbiased analysis of what appears on the surface as an anti-work subculture. 

What legs do I have to stand on? Who cares what another try-hard Silicon Valley bro says about quiet quitting? 

After all, my track record speaks more to an enthusiastic side hustle and pent-up entrepreneurial ambition than setting boundaries and paying any homage to my mental health. 

Ask Mary.

Perhaps hypocritically, I focus my highly-energetic career appetite on helping others discover fulfillment and happiness because I’m no good at it myself. 

“Those who can’t do, teach. And those who can’t teach, teach gym.”  

Thanks, Woody Allen. Watch me eat this deliciously glazed Krispy Kreme while you smash another ten laps around the field. 

Get Off Yer Ass, Hippies

Talk about a blast from the past; as a capitalist-driven society, we’ve never been shy about kicking those ‘hippie activists’ who dare to ask for more enjoyment in their lives. 

“Hell, at least our workers in the United States don’t need suicide nets wrapped around their phallic cubicle-laden termite colony.” —Some executive somewhere, probably.

I’ve never been a fan of the “it’s worse elsewhere, so we shouldn’t try to make improvements here argument.” But, generally speaking, we enjoy several blessings and privileges in the United States that other countries do not. So should we squander our economic advantages and be a captive to “the man?”

Maybe recognizing the opportunity is why the children of immigrants are nearly twice as likely to become rich as those born in the United States. 

Many immigrants will work 10x harder—even if they’re only climbing that ladder at half the pace of many Americans. As a result, they’re often trouncing those less fortunate in their home country. 

Does that mean it’s right to expect everyone to work at that torrid pace, without exception? Ignore the burnout and grind. You should be grateful, after all. 

What if you don’t like working that hard? And what if you’re okay with not putting a few hotels on Park Place? 

Is existing with enormous wealth the same as existing happy? Are you serving the neon God? Don’t answer that.

Branding Is Shockingly Important; Words Matter

I planned to obliterate the quiet quitting trend in this article. I mean, it’s called quiet-friggen-quitting. Slam dunk JW. 

God forbid there are people with the audacity to loaf around coasting on someone else’s dime while I work my ass off to provide for my family. What a first-world problem. Entitled brats. 

Then—I reluctantly dug into quiet quitting deeper to avoid sounding like a total ignoramus. Cause I will undoubtedly piss some left-winger off with a rant for unchecked capitalism.

And as with most things—there’s much to discover when you scratch past the sensationalized click-bait headlines. 

WTF. Now I’m going to undoubtedly piss some right-winger off. How can I possibly play identify politics without an identity?!   

Quiet quitting is a bunch of folks asking you to respect their boundaries. And stop putting unrealistic expectations on their working lives—expectations that will erode their mental health throughout the rat race. 

Sure, there will be some extremists on either end—those that take things too damn far and make the greater purpose lose shine. But, overall, quiet quitting is plausible and healthy.

Did we brand this trend quiet quitting to confuse—to elicit rage in the casual passer-by? 

Might I suggest rebranding to reverse hustle? Working to thrive? Or one I heard from a sassy marketer and friend: “Jacob, I set Teflon boundaries.” Swoon. That sounds lovely.

A rebrand of quiet quitting changes the temperature in the room to a pleasant, palpable, and logically reasonable one. 

Solution To Lazy, Entitled Millennials

I’ll start with the disclaimer that I do not have the perfect answer. And as humans, we are error-prone and imperfect beings when doing anything. 

At Discover Podium, I tried damn hard to lead equitable work conditions. I had been burned by hustle culture too often in my Silicon Valley grind. 

In many ways, I was out of my league. However, even the best intentions can implode without flawless execution. 

We criticized companies that expected constant drum-circle devotion, always-on hustle, and Koolaid drinking mantras. 

We started remote only. We didn’t micromanage hours. And we concentrated on having more transparent and often scary conversations about how we preferred to work. 

Our discussions were not always HR appropriate, and occasionally in a public setting with the greater team at large. An approach that likely wouldn’t fly at anything but a youthfully naive startup. 

Some efforts worked, and many did not. Leaving everything to autonomy and scout’s honor from your team is a recipe for frustration. 

For example, I failed to act on rightful terminations to give staff another shot—even after other staff members had to lift a heavier load when colleagues played XBox during work hours. Hell, I may have even been unconsciously passive-aggressive at times, making things miserable for some staff so that they might quit on their own so I didn’t have to do it. But that’s called quiet firing, and that’s for another article. 

I did notice meaningful progress by increasing my attentiveness in one-on-one meetings and asking more personal questions that pushed conversations further than the work at hand. 

I followed meeting methodologies from Kim Scott that made a sizeable impact. 

If you’re dealing with workforce disassociation on your team, try the following:

  1. Engage in more profound one-on-one meetings. Instead of asking your team about their ambition at work—ask them about their purpose in their lives. Sometimes there is a correlation between their work on your team and making progress toward their personal goals. Your job as a leader is to find that connection or find a path to set them free to do better work elsewhere. (And help them get there)
  2. Stop expecting off-hour communication. In a traditional, non-life or death corporate environment, if you’re working at 8 PM, more power to you. Shame on you if you wish your team to hop on a Zoom or Google Doc after hours. Sure, there may be occasions where you need the extra pull—but that’s likely from poor planning or expectation setting. Leaders must revisit priorities and create an environment where work can be conducted in a more ethical manner. If you’re in the camp of “growth at all costs” to get a startup off the ground—make sure everyone you hire knows they’re signing up for the hustle and grind culture. And give them a damn break once in and awhile.
  3. Do unto others, but remember that others will be different than you. It sure is beautiful that we’re not all try-hard Type A masochists. Can you imagine how shit life would be for everyone? There is a yin-yang to structuring high-performance teams—and it’s likely that if you only hire people as ambitious as yourself, you will create drama, burnout, and cutthroat conditions.
  4. Learn from others with different perspectives. Pour one out to the gal I mentioned previously with Teflon boundaries. My admiration for her unabashed and direct articulation of her working limits cannot be understated. She inspired me to challenge myself and my toxic obsession with being a workaholic. I don’t think less of her for something that many may consider lazy—instead—I feel respect and a yearning to emulate her. How about that?

The too long didn’t read but too bad already read—in my opinion quiet quitting is ingenious, especially regarding my mission to help others love what they do. But please fire the marketing department for pushing the headline of “quiet quitting.” 

That ain’t it, y’all.

When you're ready, there are 4 ways I can help you.

Elevate Your Executive Game Join my exclusive coaching program and strategize with the top 1% of leaders. Outmaneuver competitors, secure coveted roles, and shatter compensation benchmarks.

Boost Your Brand to 10,000+ Executives Sponsor Execs and the City for unrivaled exposure to 10,000+ engaged executives and 32,000+ LinkedIn followers. Amplify your message and grow your influence today.

Captivate Your Audience Book me for keynotes and workshops that motivate. From influence and persuasion to negotiation and sales, I’ll deliver lasting impact. Inspire your team now.

Win High-Stakes Negotiations Founders, CEOs, celebrities, and athletes: gain a master negotiator’s edge in turnarounds, M&As, and major contracts. Secure optimal outcomes in any challenge.

Gain a competitive edge.
Join 10,000+ global readers receiving an original take on career strategy every week.


Share this Article