Read more from The Estrin Report

Will You Survive? How Trump’s Upheaval is Reshaping Your Legal Career

Will You Survive? How Trump’s Upheaval is Reshaping Your Legal Career By Chere B. Estrin I had the honor of delivering the keynote address for the Illinois 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...

“Age discrimination is a problem. Botox isn’t the solution”

Chere Estrin's "Are You Pretty Enough for your Job" was Featured in an Article on Fortune Magazine 10/27/21 Issue "Age discrimination is a problem. Botox isn’t the solution" the article's author Emily Peck jumps right in ... "Even as companies struggle to hire amid labor shortages and the so-called Great Resignation, older workers are having trouble finding jobs. Particularly women. Sixty-nine...

Podcast Episode | Align & Amplify – How to Build a Business in the Legal Industry: Chere Estrin on Expertise, Trust and Visibility

https://www.youtube.com/watch?v=oPXJVfh2XSY Aligned & Amplified  hosted by Jaime Ellithorpe  Special Guest: Chere Estrin Episode Description: What does it really take to build a successful business in the legal industry? Chere “Sherry” Estrin has spent decades finding out. In this candid conversation on the Aligned and Amplified podcast, Estrin shares the story behind her...

“Please Call Me.” Four Generations. One Law Firm. Total Panic.

A survival guide for Legal Professionals working across four generations of lawyers, supervisors, and colleagues By Chere B. Estrin Walk into almost any law office, and you may find a senior partner dictating a letter, a Gen X supervisor answering an email with one word, a Millennial updating a color-coded project tracker, and a Gen Z paralegal quietly automating a task everyone else has...

Why Buy the Whole Executive When You Only Need Tuesdays?

The Fractional C-Suite Is Changing How Law Firms Get Leadership For years, law firms had two basic choices when they needed serious executive leadership: hire someone full-time or muddle through without them. Need a CFO? Hire one. Need a COO? Start a search. Need someone to take charge of cybersecurity, AI, marketing, or strategy? Create another C-suite position, negotiate the salary and bonus,...

We’ve Been Doing This Career Thing All Wrong

Bad advice. Ancient rules. Perfect interview answers. And other things we really need to stop believing. By Chere B. Estrin I've been in legal recruiting long enough to have heard approximately 14 billion pieces of career advice. Some of it is excellent. Some of it was excellent in 1996. Unfortunately, I remember it well. And some of it needs to be taken outside, thanked for its service and...

The Performance Review: An Annual Festival of Things You Could Have Told Me in March

There are few workplace traditions quite as bizarre as the annual performance review. Once a year, you are invited into a conference room—or, these days, onto a Zoom call—to learn how you’ve apparently been doing for the previous 12 months. Twelve months. That’s 365 days of work, deadlines, emergencies, impossible clients, last-minute filings, partner requests, new software, staffing...

THANK GOD IT’S FRIDAY!

  Really? Why does everyone say that? Let's translate it."I survived another week.""Only two more days until I have to go back.""For the next 48 hours, nobody can email me asking if I have time for 'just a quick question.'" Think about it. If Friday is the happiest day of your week...what does that say about Monday through Thursday? Some legal professionals worked 90 hours this week. Some...

Why Your Best Paralegals Leave and What Keeps Them

by Chere B. Estrin Originally Published by the ABA - Jul 05, 2026 ​ 6 min read Summary  ​Paralegals don’t leave jobs; they leave poor management, limited growth, and underutilized skills. ​Motivation isn’t perks or pay; it’s engagement, feedback, purpose, and meaningful responsibility. ​Firms that systemize management retain talent, increase utilization, and drive...

The Career Ladder Ends Here. Now What?

How Mid-Career Legal Professionals Create Their Own Path to Growth, Leadership, and Longevity By Chere B. Estrin At some point in every legal professional’s career, a funny thing happens. You stop worrying about whether you can do the job. You know you can. You've survived impossible deadlines, trial war rooms, impossible attorneys, impossible clients, impossible software conversions, and at...

Podcast Episode | The Rise of Anti-Semitism in Professional Settings and How to Stop It with James Pasch of the ADL

Lawfully Employed with Host Chere Estrin Special Guest: James Pasch Episode Description: When antisemitism shows up in the legal profession, it doesn’t just expose individual bias—it exposes institutional failure. And the uncomfortable truth? It’s not rare. It’s rising.   Chere Estrin shares a personal experience that didn’t just shock her—it forced a reckoning. Not fear. Not...