Mary Simon

Mary Simon

Host of Heels in the Courtroom

Mary Simon is a devoted advocate of the injured, particularly those suffering from serious injuries related to product liability and medical malpractice lawsuits. Compassionate in her approach and relentless in her determination, she is committed to helping those who’ve been harmed by third party negligence.

Host of
Recent Episodes
May 20, 2026

EP 1009: Introducing Sydney Marino

Attorney and New Heels Sydney Marino shares on imposter syndrome, burnout, redefining balance, and embracing change early in her legal career.

May 6, 2026

EP 1008 – Advocacy in Action: Building a Purpose-Driven Law Firm Part 2

The ladies leading Weigl Jackson share the emotional and legal complexities of discrimination claims, including managing client expectations, confronting difficult truths about the legal system, and balancing empathy with objectivity. Krystal Weigl,...

April 22, 2026

EP 1007 – Advocacy in Action: Building a Purpose-Driven Law Firm Part 1

The ladies leading Weigl Jackson share the emotional and legal complexities of discrimination claims, including managing client expectations, confronting difficult truths about the legal system, and balancing empathy with objectivity. Krystal Weigl,...

April 8, 2026

EP 1006 – When Clients Use AI: The New Risks to Privilege and Discovery

In this episode of Heels in the Courtroom, Liz Lenivy, Mary Simon, Elizabeth McNulty and Katie St. John explore recent cases raising concerns about attorney-client privilege, confidentiality, and discoverability when AI tools are...

March 25, 2026

EP 1005: From Lawyers to Coaches Part Two

In part two of a conversation with Mollie Farrell Khazaeli and Kelli Dunaway, Mary Simon and Elizabeth McNulty go deeper into the unexpected ways coaching can help women lawyers move from where...

March 11, 2026

EP 1004: From Lawyers to Coaches Part One

Mollie Farrell Khazaeli and Kelli Dunaway both left careers in law to become coaches for legal professionals. In this episode, they talk with Mary Simon and Elizabeth McNulty about the difference between...

December 17, 2025

EP 924- $10M Med Mal Verdict

We’re so proud to have won a $10 million verdict for our client in a battle that took seven years and two trials. Mary Simon shares her courtroom story, including how she...

July 16, 2025

EP 913- Fostering Strong Team Relationships

Your success depends on your team.  We talk with one of our paralegal team members about ways to build trust and encourage better collaboration.

July 2, 2025

EP 912- Lessons from our Clerks

Our clerks share candid insights on how we can enhance their experience (and their work product) from the interview process to doing “real work” at the firm.

June 4, 2025

EP 910- Ask The Mediator with Jill Bollwerk

Plaintiff attorney and mediator Jill Bollwerk offers practical tips and insights that can help you be more successful in your next mediation.

May 21, 2025

EP 909- Is That A Dumb Question

Today we’re talking about the difference between a simple question that elicits a powerful answer and the kind of questions that show you haven’t done your homework.

May 7, 2025

EP908- Inspiration from SLU Law School Dean Twinette Johnson

St. Louis University School of Law Dean Twinette Johnson’s wide-ranging career is based on her simple truth: know yourself. Her vision to support the next generation of justice-minded advocates may help you...

April 23, 2025

EP907- Meet Katie!

There’s a new pair of Heels in the Courtroom. Get to know Katie St. John and hear about her path to plaintiff’s law and recent trial success stories.

April 9, 2025

ENCORE- Mentorship With John Simon Part Two

Our goal is to lift you up with every episode, and today we are sharing our mentor’s most valuable life lessons. We hope these ideas help you get through the day with...

March 12, 2025

EP 906- Hard Truths about Trial Lawyers

Let’s not sugar coat it. To be a successful trial attorney you need to work long hours in a changing legislative landscape, deflect the inevitable gender bias women face and have serious...

February 26, 2025

EP 905- The Power of DEI in Advocacy

Diversity, Equity and Inclusion is an essential part of the legal profession. Attorneys who recognize, anticipate, and navigate cultural bias can foster deeper connections and achieve better outcomes in their practice.

February 12, 2025

EP 904- Bad Facts

Panicking about a bad fact in your case? When you can find the truth behind it, put it in context for your client and be prepared to own it, you can often...

January 29, 2025

EP 903- Detoxify Your Life

Hoping to make some positive changes in 2025? We’ll take you down our personal rabbit holes of bad habits and share 5 concrete strategies we can all use to detoxify our lives.

January 15, 2025

EP 902- Pre-Suit Demands

When, why and how should you make a pre-suit demand? Tune in for a realistic discussion on when they work, why sometimes they don’t, and tips on how to improve your chances...

January 1, 2025

EP 901- What Motivates You?

For our first episode of 2025, we chose to dig deeper than resolutions and explore what lights us up and brings out our best. Build on that for the new year and...

November 20, 2024

EP 823- Advice for New Associates

Congratulations, you passed the bar!  Now what? We’ll share some lessons and disasters from our first years of practice that might help you start your career with a little more confidence.

November 6, 2024

EP 822- Processing Criticism

Criticism is meant to be helpful, but often, it just hurts. How can we better absorb the punches and keep a positive attitude?

September 25, 2024

EP 819- Emotional Trial Support Animals

This episode is dedicated to Amy Gunn’s beloved Sun Bun Gunn, who recently crossed the Rainbow Bridge. We’ll talk about the special place pets hold in our lives and why we think...

September 11, 2024

EP 818- Opposing Counsel Conditioning

Opposing counsel is telling you all the problems with your case for the 800th time. When he starts up again (yes, we think it’s a guy thing) should you shut it down...

May 8, 2024

EP 809- Define Success

What does success mean to you? Is it a monetary goal?  A safe and comfortable home? Or simply the ability to shop at the “fancy” grocery store? Take a moment to re-evaluate...

April 24, 2024

EP 808- Book Report: The Checklist Manifesto

Checklists help us avoid mistakes and allow our brains to focus on higher thinking. Follow along as we use pro tips from a checklist expert to create a fail-safe prep list for...

April 10, 2024

EP 807- Mentorship with John Simon Part Two

Our goal is to lift you up with every episode, and today we are sharing our mentor’s most valuable life lessons. We hope these ideas help you get through the day with...

March 27, 2024

EP 806- Mentorship with John Simon Part One

Mentors help you build skills, gain confidence and are there for you when you need trusted advice on practically anything.  Mary brings her mentor (and Dad) Attorney John Simon into the discussion...

March 13, 2024

EP 805- Handling Tough Emotions

Frustration. Guilt. Anger. Loss.  It’s hard to stay focused when so many powerful emotions come at you in a single day. Listen in as we discuss our recent rides on the emotional...

February 14, 2024

EP 803- Sexual Assault Verdict for the Plaintiff Part Two

The one fact that will convince the jury your client is telling the truth is right there in the records….you just have to find it and present it in the most impactful...

January 31, 2024

EP 802- Sexual Assault Verdict for the Plaintiff Part One

Our latest trial win involved a sexual assault case between a woman, her supervisor, and what really happened after he knocked on her hotel room door. We’ll share the facts of the...

December 27, 2023

EP 742- New Year’s Resolutions

The New Year is a good time for reflection even if you don’t do resolutions. To kick off 2024, we checked in on last year’s silly and serious resolutions and made some...

December 20, 2023

EP 741- ‘Tis The Season

The holidays can be stressful but sharing the joy of traditions like making memory books, traveling home and tying the hugest tree you can find on the mini-Cooper make it all worthwhile....

December 13, 2023

ENCORE Mean Mugs and Shoulder Shrugs

Seriously, opposing counsel is making faces during a tragic trucking case that involves the death of a child?! Erica Slater managed to overcome eye rolls, shoulder shrugs, claims of phantom vehicles and...

December 6, 2023

ENCORE How to Cross Examine a Nice Person

Not every cross examination has to be adversarial. If you come on too strong with a witness who is trying hard to be helpful, you may prove your point but lose your...

November 29, 2023

EP 740- Information Overload

Bing. Another email. Bing. Update on disturbing international unrest. Your heart hurts but…. Bing. Your exercise app interrupts with a workout nudge. Bing. Meeting reminder, and you realize you forgot to send...

November 22, 2023

EP 739- Give Thanks

Most of us get so caught up in our hectic day-to-day world that we forget to appreciate our achievements and the people who bring us joy.  So slow down and share a...

October 25, 2023

EP 733- Called To Serve

Got room in your hectic schedule for another “obligation”? Think “opportunity” instead. Taking on a leadership role in a professional or community organization offers connections and insights you won’t find anyplace else....

October 4, 2023

EP 730- Preparing Your Client for Trial

As trial approaches, most clients are scared and vulnerable. How can you help? You might have to take off your attorney armor and be vulnerable too. This emotional episode offers ideas on...

September 20, 2023

EP728- Artificial Intelligence

Are you tempted to use AI to write a brief or do your research? You should know what happened to some attorneys who tried to save time and got sanctioned instead. We...

September 6, 2023

EP 726- Delay Tactics

It’s infuriating when opposing counsel refuses to pick depo dates, makes excuses to delay proceedings or just plain ghosts you. We believe justice delayed is justice denied, and hope today’s tips can...

August 30, 2023

EP 725- I’m Sorry for Apologizing

Do you apologize for moving a meeting or asking a legitimate question? Apologizing can be a knee jerk reaction that implies a weak position, or it can be a powerful tool to...

August 9, 2023

EP 722- I’ve Had It!

We’re done with opposing counsel’s snarky emails, loud yawners, attorneys who think their years of experience means the law should be bent for them and people who creep out our kids. Laugh...

August 2, 2023

EP 721- Calling An Adverse Witness

Under what circumstances should you consider calling an adverse witness?  Today’s discussion examines the risks involved and offers tips on how to be successful if adverse witness testimony is critical to your...

July 26, 2023

EP 436 – Father’s Day: Working with Your Dad Part Two

Can the attributes of a good trial attorney run in the family? Part Two of our Father’s Day discussion about practicing law with your Dad talks about the decision to follow your...

July 26, 2023

EP 720 – Father’s Day: Working with Your Dad Part Two

Can the attributes of a good trial attorney run in the family? Part Two of our Father’s Day discussion about practicing law with your Dad talks about the decision to follow your...

July 19, 2023

EP 435 – Father’s Day: Working with Your Dad Part One

If given the opportunity, would you say yes to working with your Dad? In recognition of Father’s Day, father-daughter trial lawyer duos John Simon and Mary Simon, and Judge Jack Garvey and...

July 19, 2023

EP 719 – Father’s Day: Working with Your Dad Part One

If given the opportunity, would you say yes to working with your Dad? In recognition of Father’s Day, father-daughter trial lawyer duos John Simon and Mary Simon, and Judge Jack Garvey and...

July 12, 2023

ENCORE “The Big Hot Mess”

Erica has “thunder tears.” Liz becomes “hot garbage.” We’ve all had days where life is a big hot mess. In this encore episode, Amy, Mary, Erica and Liz talk about how they...

July 5, 2023

ENCORE “Who are you calling ‘Little Lady?’”

Our Heels in the Courtroom community has grown to thousands of downloads since our first episode. Tune in to hear a reprise of EP101 and get a little background on who we...