Close Menu
Fin Street NewsFin Street News
  • Home
  • Business
  • Finance
    • Banking
    • Stocks
    • Commodities & Futures
    • ETFs & Mutual Funds
    • Funds
    • Currencies
    • Crypto
  • Markets
  • Investing
  • Personal Finance
    • Loans
    • Credit Cards
    • Dept Management
    • Retirement
    • Mortgages
    • Saving
    • Taxes
  • Fintech
  • More Articles

Subscribe to Updates

Get the latest finance and business news and updates directly to your inbox.

Trending
Ruby on Rails creator says the industry is realizing how important senior developers are

Ruby on Rails creator says the industry is realizing how important senior developers are

April 10, 2026
Here’s how much every Masters winner has won since the tournament began in 1934

Here’s how much every Masters winner has won since the tournament began in 1934

April 10, 2026
Memorable moments from the Artemis II mission: from a Microsoft Outlook outage to an emotional crater naming

Memorable moments from the Artemis II mission: from a Microsoft Outlook outage to an emotional crater naming

April 10, 2026
Arizona’s criminal case against Kalshi was halted by a federal judge after the Trump administration stepped in

Arizona’s criminal case against Kalshi was halted by a federal judge after the Trump administration stepped in

April 10, 2026
What smart people are saying about Mythos, Anthropic’s new AI model that has some cybersecurity experts spooked

What smart people are saying about Mythos, Anthropic’s new AI model that has some cybersecurity experts spooked

April 10, 2026
Facebook X (Twitter) Instagram
  • Privacy Policy
  • Terms of use
  • Press Release
  • Advertise
  • Contact
April 11, 2026 2:20 am EDT
|
Facebook X (Twitter) Instagram
  Market Data
Fin Street NewsFin Street News
Newsletter Login
  • Home
  • Business
  • Finance
    • Banking
    • Stocks
    • Commodities & Futures
    • ETFs & Mutual Funds
    • Funds
    • Currencies
    • Crypto
  • Markets
  • Investing
  • Personal Finance
    • Loans
    • Credit Cards
    • Dept Management
    • Retirement
    • Mortgages
    • Saving
    • Taxes
  • Fintech
  • More Articles
Fin Street NewsFin Street News
Home » When my job started feeling like being with a bad boyfriend, I knew I had to quit
When my job started feeling like being with a bad boyfriend, I knew I had to quit
Finance

When my job started feeling like being with a bad boyfriend, I knew I had to quit

News RoomBy News RoomMarch 28, 20262 ViewsNo Comments

This as-told-to essay is based on a conversation with Lisa Fail, 61, who lives in Durham, North Carolina. In late 2024, after about three decades in tech, she decided to take a career break. The following has been edited for brevity and clarity.

I’m super lucky. I’ve really loved every job — maybe not when I was a teenager working at McDonald’s — but the rest of them have been amazing. Good people, fun work. Not everyone has had that experience.

The choice to step back came about two years before I left. Work was always my thing. I have a husband and two kids. They’re amazing, yet work was where I put a lot of energy.

Before I decided to leave, I said to my boss, “I’m looking for something else. What’s next for me?” He said, “Well, I realized at a certain age I was never going to be CEO.” It became clear he thought I’d reached my peak at the company.

Duped by my own illusion

As I drove home that evening, I reflected on the conversation. It was the bad-boyfriend moment: You realize you’re putting everything into it, and there’s not really any commitment on the other side. I was like, “I need to figure something out, because this feels like rejection.”

Every time Tim publishes a story, you’ll get an alert straight to your inbox!

Stay connected to Tim and get more of their work as it publishes.

I had been doing cybersecurity work, and it was super fun. I had this secret hope that eventually I would be recognized or promoted. My boss was being honest with me — and ultimately commiserating — but it was really disappointing to hear.

I felt duped by my own illusion. I wasn’t perceptive enough to see that I didn’t have much room to move up, because I liked the work and was focused on getting it done. I was the annoying coworker saying, “Hey guys, happy Monday.”

After that conversation, I decided to become a bit more mercenary about it, which sounds terrible. But if this is going to be transactional, let’s make it transactional. So I stopped volunteering for everything and getting in the middle of everything. I kept working very hard, but it wasn’t 60 hours a week anymore.

I wasn’t prepared for that, because suddenly I wasn’t putting my whole self into it and was still getting the same amount of money back. But it didn’t feel as good; it felt hollow.

So I thought, “If I worked as hard — but part-time — maybe that’s the answer.” By then, I had a different boss, and she was willing to try that with me.

It was fun at first, but after a couple of months, I felt like I was spending my time at my desk, and life was passing me by. After pulling back, I never could fall in love with it again.

Best case, I’ve got maybe 20 years of great health left. That’s like 7,000 days. That’s 1,000 weeks — 1,000 Mondays. That’s not a lot of time.

One hand on my phone

When you leave a job, it’s kind of like a retrospective at the end of a project. Looking back, I was like, “Whoa. How many vacations did I drag my computer on? How many times was I shushing my family in the background, or sneaking off to a closet in the Vrbo for a conference call?”

They weren’t things that I missed, but things that I hadn’t fully participated in because I had one hand on my phone.

I had always felt so time-impoverished. I would cook dinner and be working on whatever, or get in the shower, put my phone down, get out, and check it.

Suddenly, after leaving, I was overwhelmed. My time is not constrained. I’m not going to live forever, but today is mine. What am I going to do? I’m going to go do some yoga.

I feel like it’s a break, not retirement. I have no desire to go back to corporate, and particularly not tech. I’ve been there, and it was great. When I go back, it’s going to be something that I can love and be completely enmeshed in — when you look up, you’re like, “Oh, it’s dark again.” Maybe something nonprofit, maybe government, maybe a startup. It’s definitely the sense of purpose and greater good beyond stockholders and CEOs.

Man, this is easily top five, maybe top three best decision I’ve ever made. Could I have made it sooner? Maybe, but it was just about the right time.

Your real business

When I get up in the morning, I think if I were not here today — drinking my coffee, reading the news — I’d be scurrying back in my pajamas and slippers, trying to get caught up on something.

I don’t miss the “What did I miss? What did they find overnight? Is there anything that’s going to stop our deployment?” It’s all of that false urgency. Now, it’s like, “Oh, no. We’re almost out of half-and-half.” That’s the urgency.

Work is not your life. Your employer only buys 40 hours. Every hour they do not pay for is yours. Enjoy your work — love your work — but know your real business is life.

Do you have a story to share about your career? Contact this reporter at tparadis@businessinsider.com.



Read the full article here

bad boyfriend feeling job knew quit started
Share. Facebook Twitter LinkedIn Telegram WhatsApp Email

Keep Reading

Arizona’s criminal case against Kalshi was halted by a federal judge after the Trump administration stepped in

Arizona’s criminal case against Kalshi was halted by a federal judge after the Trump administration stepped in

Marines say the best attack drone pilots might be dirt bikers, not gamers

Marines say the best attack drone pilots might be dirt bikers, not gamers

At a major AI conference, the consensus was clear: Anthropic is the new favorite in Silicon Valley

At a major AI conference, the consensus was clear: Anthropic is the new favorite in Silicon Valley

I flew on the budget airline Norse Atlantic for the first time. Here are 3 things I wish I’d known before the 13-hour flight.

I flew on the budget airline Norse Atlantic for the first time. Here are 3 things I wish I’d known before the 13-hour flight.

I stayed in a ,850-per-person balcony cabin on Norwegian Cruise Line’s newest ship. Here’s what it’s like.

I stayed in a $2,850-per-person balcony cabin on Norwegian Cruise Line’s newest ship. Here’s what it’s like.

Trump officials want to recruit gamers without college degrees to be air traffic controllers

Trump officials want to recruit gamers without college degrees to be air traffic controllers

The US Army is test-driving a new hotline for soldiers overwhelmed with too much data — both in and out of combat

The US Army is test-driving a new hotline for soldiers overwhelmed with too much data — both in and out of combat

He coined ‘vibe coding.’ Now he says there’s a ‘growing gap’ among AI users

He coined ‘vibe coding.’ Now he says there’s a ‘growing gap’ among AI users

Ukraine didn’t just bring interceptor drone know-how to the Middle East. Zelenskyy says it shot down Iranian Shaheds.

Ukraine didn’t just bring interceptor drone know-how to the Middle East. Zelenskyy says it shot down Iranian Shaheds.

Add A Comment
Leave A Reply Cancel Reply

Editors Picks

Here’s how much every Masters winner has won since the tournament began in 1934

Here’s how much every Masters winner has won since the tournament began in 1934

April 10, 2026
Memorable moments from the Artemis II mission: from a Microsoft Outlook outage to an emotional crater naming

Memorable moments from the Artemis II mission: from a Microsoft Outlook outage to an emotional crater naming

April 10, 2026
Arizona’s criminal case against Kalshi was halted by a federal judge after the Trump administration stepped in

Arizona’s criminal case against Kalshi was halted by a federal judge after the Trump administration stepped in

April 10, 2026
What smart people are saying about Mythos, Anthropic’s new AI model that has some cybersecurity experts spooked

What smart people are saying about Mythos, Anthropic’s new AI model that has some cybersecurity experts spooked

April 10, 2026
Marines say the best attack drone pilots might be dirt bikers, not gamers

Marines say the best attack drone pilots might be dirt bikers, not gamers

April 10, 2026

Latest News

Forget GDP. Meet GDI: The new economic scorecard for AI power

Forget GDP. Meet GDI: The new economic scorecard for AI power

April 10, 2026
At a major AI conference, the consensus was clear: Anthropic is the new favorite in Silicon Valley

At a major AI conference, the consensus was clear: Anthropic is the new favorite in Silicon Valley

April 10, 2026
Microsoft exec suggests AI agents will need to buy software licenses, just like employees

Microsoft exec suggests AI agents will need to buy software licenses, just like employees

April 10, 2026

Subscribe to News

Get the latest finance and business news and updates directly to your inbox.

Advertisement
Demo
Facebook X (Twitter) Pinterest TikTok Instagram
2026 © Prices.com LLC. All Rights Reserved.
  • Privacy Policy
  • Terms
  • For Advertisers
  • Contact

Type above and press Enter to search. Press Esc to cancel.