The Struggles of Transitioning Jobs

I finally left my first job out of college, and it was a long time coming. A small defense contractor in Northern Virginia took a chance on a kid with no experience (and paid me accordingly), soon treated me like a normal employee (more work but hardly more pay), and then they fully fucked me (my team of five was soon just me, with no pay increase). So first off, if my previous CFO is reading this, you’re a fucking idiot and I hope your company goes under. I waved as many flags as I could. 

Sorry, had to get that one off my chest. While my last company was a dumpster fire that grew faster than a California wildfire, the two bosses that I had were actually the greatest bosses of all time. Of course they are both friends that go way back. The first boss tried multiple training methods with me until he found the way I learned best, and then hammered away with that training method until I was beyond comfortable with the role. He eventually retired after I worked for him for two years due to ALS. Shit sucks. Let me get rid of these tears real quick. 

Then, instead of back-filling my boss, I then began to report to his boss, a retired colonel who actually intimidated the shit out of me. Once I proved I could do my job well, he let me move away to work remotely and then let me do pretty much anything I want. I worked on my own time and used my own methods. If I went to battle with anyone else in the company he always took my side, and he always went out of his way to slide me a bonus each year, including a huge one when my son was born. This guy was that dude. 
However, no matter how great my boss was, the rest of the company was a disaster. Our turnover was atrocious and people were leaving every week. My boss gave me a heads up that he was retiring soon and that I should start looking, so I did. After 100+ applications I had three interviews, one of which turned into something huge. 

I was not qualified for this new job, but like Michael Scott said that Wayne Gretzky said, “You miss 100% of the shots you don’t take.” So I applied, got an interview, got two more interviews, and somehow got the job. Now I had to make the switch from my role in a small defense contractor to a promotion in a Fortune 100 company. I was not ready. I’m still not ready. 

The toughest part about transitioning isn’t putting in your resignation or making it through training at the new company. The toughest part is the 2-4 weeks in between those two things that are full on hell. Your previous company (especially a dumpster fire like mine) is losing their shit because they have to replace you (even though mine didn’t, because they don’t replace anybody, which is why everyone has five different jobs). They’re begging you to write all these instructions and train anyone who may take over your old tasks. All you want to do is basically absolutely nothing. Do you burn those bridges or do you do what you can to help? I decided to help the people I liked, and ignore the rest. 

Now while all this is going on, you have to do all the on-boarding for the new company – background checks, drug screens, and between 50-100 forms. If you’re a remote employee like me, they start sending you all your equipment and asking you to have every single thing ready to go by your start date (even when you can’t get onto a secured network to download all the stuff you need). Technology is ass and I wish I lived on a self sufficient ranch in Montana. 

Did I just find a way to complain about leaving a shitty job for a brand new huge opportunity? Duh, my life’s so hard. And you read the whole thing. Speaking of brand new opportunities, support The Clock Out. It’s gonna be big.


  1. I was a little new to the job, a little new to the profession, and we had a little disappointment for the first year and a half. People that should have stepped up did not step up. They didn’t step up, and they should have.

    Liked by 2 people

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