
In the cutthroat world of corporate life, where excuses for time off often feel as scripted as a bad rom-com, one Gen Z employee’s raw honesty about needing a break after a heartbreak has struck a chord. As searches for CEO approves breakup leave 2025 skyrocket amid the viral buzz, Gurgaon-based CEO Jasveer Singh didn’t just greenlight the 10-day request – he celebrated it on X, calling it the “most honest” application he’s ever seen. For anyone googling “Gen Z breakup leave request” or wondering if bosses are finally catching up to mental health real talk, this story from Knot Dating is the feel-good plot twist we didn’t know we needed. It’s October 2025, and the internet’s loving every awkward, empathetic second.
The Raw Leave Request That Broke the Internet
It started with a simple email that could double as a therapy session opener. The unnamed Gen Z employee at Knot Dating – a fresh-faced dating app startup – hit send on October 28, laying it all bare to the boss:
“Hello sir, I recently had a breakup and I haven’t been able to focus on work. Need a short break. I’m working from home today, so I’d like to take leave from the 28th to the 8th.”

No sugarcoating, no “personal reasons” vagueness – just straight-up vulnerability about how a split was messing with their headspace. In a world where “quiet quitting” gets all the headlines, this was loud and unfiltered, requesting a full 10 days (through November 8) to regroup. And yeah, it hit during work hours, but who hasn’t scrolled heartbreak memes on the clock?
CEO Jasveer Singh’s Response: Approval with a Side of Cheers
Jasveer Singh, co-founder and CEO of Knot Dating (poetic, right? A dating app CEO fielding breakup fallout), didn’t bat an eye. He approved the leave on the spot and turned it into X gold with a screenshot and caption that nailed the Gen Z vibe:
“Got the most honest leave application yesterday. Gen Z doesn’t do filters!”
Posted on October 28, the tweet exploded – racking up over 6 million views, 121K likes, and 900+ comments in under 48 hours. Singh’s take? It’s a win for openness in the office, where younger workers are ditching the stiff-upper-lip routine for real mental health check-ins. “They don’t even sugarcoat it,” one fan echoed, capturing why this resonates in CEO breakup leave 2025 chats.
For Singh, it’s personal too – running a company in Gurgaon’s startup scene means juggling high stakes with human moments. Approving this wasn’t just kind; it was a nod to building a workplace where “I can’t focus” isn’t a fireable offense.
Viral Fallout: Laughter, Empathy, and a Dash of Debate
The X post didn’t just go viral – it sparked a full-on conversation about work-life blur, especially post-pandemic. Netizens flooded in with everything from LOLs to life advice, turning #BreakupLeave into a mini-movement. Here’s a quick vibe check from the replies and shares:

Outlets like NDTV, India Today, and Moneycontrol piled on, with headlines screaming “brutally honest” and “wins the internet.” Even YouTube’s got clips praising the empathy angle. But not everyone’s on board – some older commenters grumbled about “snowflake” excuses, fueling the classic Gen Z vs. Boomer divide.
Why This Matters: A Shift in Workplace Empathy?
Stories like this aren’t just meme fodder; they’re nudging companies toward “heartbreak policies” or at least casual Fridays for the emotionally wrecked. In 2025, with burnout rates climbing and Gen Z demanding real work-life balance, Singh’s move feels like a blueprint. Searches for Gen Z honest leave request are spiking because it flips the script: What if vulnerability got you vacation instead of side-eye?
Knot Dating hasn’t spilled on outcomes yet – did the employee return refreshed? Is “breakup leave” now official? – but the ripple’s real. As one X user put it, it’s about “obsessively unbiased, unapologetically honest” leadership. If you’re a boss reading this, maybe dust off that approval stamp. And if you’re nursing a fresh split? Hey, at least now you know it’s (kinda) okay to ask.
What’s your take on CEO breakup leave 2025 – game-changer or too much TMI? Share below; let’s keep the convo going.