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I had the honor of delivering the keynote address for the Orange County Paralegal Association conference. Initially, we envisioned a lighthearted discussion on emerging job trends in the legal field where opportunities were growing and how professionals could position themselves for success. However, in just a few short weeks, the rapid and sweeping changes implemented by the Trump administration transformed the conversation entirely.
Let me tell you a secret about paralegal job hunting - and lean in here - most people are doing it wrong. Not disastrously wrong, not “please don’t ever tell anyone you know me” wrong, but wrong enough that they torpedo opportunities they could have nailed with a teaspoon of strategy and a sprinkle of insider know-how.
I still remember one of my first big trials. It was 11:30 p.m. the night before opening statements. The “war room” looked like it had been hit by a legal tornado: exhibit boxes everywhere, sticky notes stuck to the coffee pot, and a stack of witness binders that seemed to multiply overnight. Somewhere, an attorney was pacing, muttering about a missing exhibit.

Let’s be honest: if your state doesn't require CLE, most people won’t touch it with a ten-foot pole. But that’s like saying you won’t go to the dentist until your tooth falls out. CLE (Continuing Legal Education) isn’t just about credits—it’s about staying sharp, staying marketable, and staying employed. And for those of us in California (yes, paralegals are required to take CLE here), there's no excuse.

But even if you're in a state that doesn't mandate CLE, the bigger question is: Do you want to stay competitive?

What’s really keeping legal professionals in jobs they hate. And how to break free.

Let me guess. You wake up, drag yourself out of bed, gulp down that cup of burned office coffee, and dread logging into yet another pointless Zoom meeting run by someone whose idea of leadership is reading PowerPoint slides aloud, badly. But you show up anyway. Every. Single. Day.Why? Because you’ve got bills. Maybe a mortgage. Maybe a spouse who’s “finding themselves” on your dime. Maybe kids. Or maybe just a serious addiction to overpriced takeout and handbags you never use.

How to Vacation Without Falling into the Guilt Trap

It was that time again: vacation time. God, what a drag. It meant I had to leave work and go have fun. I don’t have time to have fun. Who scheduled this?

Still, my wonderful husband had been dealing with some health issues lately, and stress was clinging to us like a client who found your cell number. So in a rare moment of compassion, I suggested we take a short trip to Hawaii. I knew I’d be squeezing it in between clients, candidates, webinars, writing deadlines, marketing campaigns, and possibly solving world peace but the image of lounging by the pool with a trashy magazine while a shirtless beach boy misted me with mineral water? That seemed... almost worth it.

Someone constantly talking over me is extremely annoying. Why? I feel like I am being run over by a steamroller of ego, wrapped in entitlement, and dusted with a light coating of "I know better than you." And I lose control—of meetings, interviews, or whatnot.

I had a colleague who constantly did that until I realized that, lo and behold, she had a hearing problem. Well, that answered that.

But when the person doesn’t have an excuse? That's when it gets interesting.

Are male paralegals worth more than female paralegals?

Are white paralegals worth more than those of other races?

I was lightly skipping (OK, doom-scrolling) through some industry articles the other day, looking for a couple of solid stats for my blog: The Estrin Report.

My throat closed, my stomach turned, and all the other clichés your favorite legal drama would trot out in a dramatic courtroom close.

Here it is, straight from a NALA 2024 Compensation Trends report:"In 2024, male paralegals earned approximately 14% more than their female counterparts." "White paralegals earned 4% more than BIPOC paralegals."

The other day, I got an email from someone I used to work with years ago. Sweet woman. We hadn’t spoken in a long time. Her message started with, “I’m so glad to know you’re still around.”

Still around? Are you kidding me?

I wanted to respond with, “Thanks, I didn’t realize I was one step from a commemorative plaque.”

If you’ve heard this too, welcome to the sisterhood. We’re not just “still around.” We’re still smart, still savvy, and very much still in the game.

Whether you’re in a law firm, in-house, freelancing, consulting, re-entering, or just plotting your next power move, this one’s for you.

In this eye-opening, no-fluff webinar, legal career expert Chere Estrin reveals the unwritten rules and overlooked strategies that ambitious paralegals need to navigate the real career ladder—the one that doesn’t come with a title change or an HR policy but makes all the difference in getting ahead. Whether you’re early in your career or looking to reignite momentum midstream, you'll leave with tactical, immediately usable tools that move your role from routine to respected.
Workplaces thrive on diversity, not just in background or experience, but in how people think. One area that’s too often misunderstood, misdiagnosed, or mishandled? Attention-Deficit/Hyperactivity Disorder (ADHD).I recently received an email from a paralegal manager, clearly frustrated. One of her employees seemed to be spiraling: