If you’re feeling a little stuck, slightly burnt out, jaded by the last several years or like you’re accidentally applying to jobs you don’t even want, this one’s for you.

This week on The Offer Letter:

This meme made me laugh harder than a normal person should have...consider me influenced! ⬇️

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Hottest jobs on the N+1 Job Board this week: 

•Sr. EA – Remote (West Coast) Creative Industry [Apply here] 

•EA to CMO – NYC, Iconic Label [Apply here]

•Executive Business Partner – San Francisco [Apply here]

Good luck if you applied!!!!

“If a man knows not to which port he sails, no wind is favorable.” — Seneca

Meaning:

That seneca quote is such a banger. If I had a dollar for every time someone said "I'll just know it when I see it" when I asked them what they want out of their next career move, I'd have at least $20.

Here's the deal: If you don’t know what you actually want, then yeah, everything is going to feel wrong, off, and vaguely soul-sucking. You’ll keep applying to jobs you don’t care about, working for people who drain you, and wondering why you feel like you’re stuck in a never-ending loop of meh.

Been there. Still occasionally live there.

But here’s the annoying truth: The job isn’t always the problem. Sometimes the problem is that we have no idea where we’re even trying to go. Like, are we climbing a ladder… or just wandering around in Spanx work pants?

If you’re serious about making a move—not just a move, but a smart one—take five minutes to actually figure out what the heck your “port” is. What kind of life do you want? What kind of boss would you willingly answer an 11pm text message from? What makes you feel like you’re not wasting your talent?

Until you know where youre going, all the movement in the world is just...flailing.

Got a fantastic question this week from an Executive Assistant in Boston who has been an Admin for 8 years and is on the job market becuase she was let go a few weeks ago: 

“I was let go from my last role after only five months. How do I address this in interviews without scaring off employers?”

In the grand circus of the last several years, short stints have just simply become the norm. I have two on my resume, and I come to any interview prepared to discuss them before the topic ever arises. In my research about this question, I asked a couple trusted confidants that have short stints and since secured amazing jobs how they handle this scenario. Here's the common denominator:

🔹 Step One: Just Own the Damn Thing.

Seriously. Don’t dance around it. Don’t try to “bury it” in your résumé like a bad decision from 2019. If it was a short stint, call it what it was. No sob stories, no blaming Chad from sales. Take radical ownership and move on.

So it wasn’t the right fit—cool. What did it teach you? What are you looking for now that you weren’t clear on then? The goal is clarity, not perfection.

🔹 Step Two: Flip the Script.

What did go well? Did you pull off a miracle in month two? Did you clean up a chaotic calendar? Lead with that.

Wins still count—even in short bursts. Show that you showed up. Talk about what you learned, what you improved, and how you kept your energy right even when it wasn’t your dream job. (Shoutout to JJ for the gold: "Effort and attitude are always in your control." Tattoo it somewhere.)

🔹 Step Three: Bring Receipts.

Even if the job was a dumpster fire, was there one person who still thought you crushed it? Great. Use them. That’s your reference.

Not every job will last, but if you leave people saying, “Damn, she was good,” you’re doing it right.

How you say it matters just as much as what you say. Confidence changes the whole game. Practice your story, say it like you mean it, and for the love of cleared inboxes — OWN 👏 THAT 👏 SH*T.

Stuck in your job search? Not sure how to handle a tricky interview question or navigate the hiring process? Submit your question anonymously, and I’ll answer it in an upcoming newsletter.

Was any of this helpful?! Hit reply and let me know :)