Ann Pearson
The Paralegal Coach
The Paralegal Coach podcast show is hosted by Ann Pearson, a former paralegal and paralegal manager, turned entrepreneur. Join us to get actionable strategies that will fast-track your paralegal career. We're going to do that with informative interviews, behind-the-curtain tips from management, and solo episodes where we take deep dives into areas that matter most to paralegals. Our mission is to give you tangible things that you can walk away with that add value to your paralegal career.
Author
Ann Pearson
Category
Podcast website
Latest episode
Jun 9, 2026
Where to listen?
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Episodes
Is Your Paralegal Role AI-Proof? Here's How to Find Out (and What to do About it) 09.06.2026 17:31
Free Resource Mentioned in This Episode The AI Career Audit Coach The free tool Ann references throughout this episode. It is a custom GPT that asks you focused questions about your specific role, your practice area, and your goals, then builds you a personalized roadmap showing you exactly which tasks are at risk, which skills to develop now, and a simple one-hour-a-week plan to get there. Free....
Trial Tips Every Litigation Paralegal Should Steal From a Hot Seat Pro 12.05.2026 59:58
What really happens in the hot seat when everything goes wrong? In this episode, Ann sits down with Anthony "Tony" Castro, owner of Lit Trial Paralegal Services and one of South Florida's go-to trial tech specialists, to swap real trial stories and uncover the five tips every litigation paralegal needs in their back pocket. Tony's path into the legal industry is anything but traditional. He starte...
Still Showing Up: One Paralegal's Story of Purpose, Passion, and ALS 14.04.2026 23:58
In this deeply moving and unique conversation, Ann shares the story of Tina Johnson—a career paralegal, mentor, leader, and advocate who was diagnosed with ALS in 2024. Because Tina has lost her ability to speak, every answer in this episode was written by her, by hand, and is read aloud so her voice can still be heard. Inside this episode, you'll hear: ✔️ How Tina found her calling in the paraleg...
Oregon's First Cohort of Landlord/Tenant Licensed Paralegals 17.03.2026 19:07
If you've ever wondered what licensed paralegals actually do, and how they're changing access to justice, this conversation pulls back the curtain. In this episode of Paralegal Real Talk, guest host Linda Odermott sits down with Sean Ferraro, one of Oregon's first landlord-tenant licensed paralegals and the operations manager for the CLEAR Clinic in Portland. CLEAR provides free legal services to...
Paralegals in Business? An Interview with Leah Miller 03.03.2026 43:36
If you're a paralegal who's ever thought: "Maybe I should start my own business…" This episode is your reality check, and maybe your inspiration. In this candid conversation, Ann sits down with Leah Miller , a former litigation paralegal who became a firm administrator, then CFO, and eventually launched her own fractional CFO company serving law firms nationwide. But this isn't a "quit your job a...
Finding a Paralegal Mentor 17.02.2026 14:48
Announcement! The AI Boot Camp is open for enrollment at AI-TrainingBootCamp.com. Learn more about AI for Legal Professionals. In this final podcast episode in our Paralegal Survival Toolkit series, Ann Pearson gives strategies to the new paralegals trying to find a mentor and how to get the most out of your mentor/mentee relationship. In This Episode, You'll Learn: Why mentorship is a true career...
Fast-Track Your Tech Learning 03.02.2026 13:30
Episode Summary: Mastering Legal Tech Without the Overwhelm — Part 7 of the Paralegal Survival Toolkit In this episode of the Paralegal Coach Podcast , Ann Pearson continues the Paralegal Survival Toolkit series with a topic that causes anxiety for nearly every new paralegal: legal technology and the steep learning curve that comes with it. Aimed at both brand-new paralegals and those starting at...
How to Survive a Toxic Work Culture as a New Hire 20.01.2026 14:50
Episode Summary: How to Survive a Toxic Workplace — Part 6 of the Paralegal Survival Toolkit In this episode of the Paralegal Coach Podcast , Ann Pearson continues the Paralegal Survival Toolkit series with a topic that hits close to home for many legal professionals: how to survive a toxic workplace. Get the free companion workbook for the Paralegal Survival Toolkit. Ann acknowledges what so many...
How to Earn Respect Faster, Part 5 of the Paralegal Survival Series 13.01.2026 17:04
Episode Summary: How to Earn Respect Faster — Part 5 of the Paralegal Survival Toolkit In this episode of the Paralegal Coach Podcast , Ann Pearson returns to the Paralegal Survival Toolkit series with a topic that resonates deeply with paralegals at every stage of their career: earning respect in the legal workplace. Ann acknowledges a reality many paralegals experience, especially early on — fee...
Why Your Job Title Matters Less Than You Think in a Law Firm, a discussion with Jacob Reeder 06.01.2026 50:34
Episode Summary: Prefer to watch the video interview: https://youtu.be/l99EN275AYI In this episode of the Paralegal Coach Podcast , Ann Pearson sits down with Jacob Reeder, Director of Operations at Kalikhman and Rayz, a Philadelphia law firm. In the interview, Jacob challenges a common belief many new paralegals carry: that you need the "perfect" first job, the exact experience level, or even...
Brave Boundaries For New Paralegals 30.12.2025 13:08
Episode Summary: In this episode of the Paralegal Coach Podcast , Ann Pearson continues the Paralegal Survival Toolkit series by addressing one of the most common and quietest causes of burnout for new paralegals: saying yes to everything because you think you have to. Ann explains how the desire to prove yourself, avoid disappointment, and appear capable often leads paralegals to overcommit, work...
The Communication Skill That Saves Paralegal Careers 23.12.2025 13:39
Episode Summary: In this episode of the Paralegal Coach Podcast , Ann Pearson continues her Paralegal Survival Toolkit series with a skill she calls career-saving: courageous communication. Ann explains why silence, while tempting, is the most expensive mistake a paralegal can make. Drawing from a powerful real-world story from her time as a paralegal manager, she illustrates how two capable paral...
How New Paralegals Learn Fast Without Burning Out 16.12.2025 12:02
In this episode, Ann Pearson tackles one of the most common and most discouraging experiences for new paralegals: being thrown into the role with little to no onboarding. Ann calls it the "sink or swim" training model, and she reassures listeners that feeling lost or unprepared isn't a reflection of their ability. Instead of waiting for a better onboarding system, she introduces her FAST Learning...
Paralegal Survival Toolkit - a Series 09.12.2025 12:36
Episode Summary: In this episode, Ann Pearson gets straight to the heart of the biggest challenge paralegals face managing an overwhelming workload. Skipping the usual intro, Ann dives right into why so many paralegals feel behind before their day even begins, and why that feeling has nothing to do with their competence. Drawing from her own early-career story of last-minute assignments and imposs...
Don't Ever Stop Asking Questions 25.11.2025 19:48
Episode Summary: In this milestone episode host, Ann Pearson, introduces listeners to a fresh direction for the podcast! Spoiler alert: check out the new name of the podcast show. She dives into a topic few paralegals admit out loud: the fear of asking questions on the job. Drawing from decades of experience and countless messages from paralegals who hesitate to speak up, Ann breaks down why this...
Do You Want to Survive or Thrive? 22.10.2025 19:32
Episode Summary: In this episode of the 'Paralegals on Fire' podcast, host Ann Pearson delves into strategies for thriving in a paralegal career versus merely surviving. She shares her insights from years of training paralegals, highlighting the distinguishable traits between those who excel and those who just get by. Ann also discusses her current projects, including the forthcoming Rise Legal Su...
Want to Enjoy Your Paralegal Job More? Find Your Niche! 10.09.2025 23:30
Episode Summary: In this enlightening episode of the Paralegals on Fire Podcast Show, host Ann Pearson shares an inspiring conversation with Lisa Abbey in this episode of Paralegals on Fire. Lisa, a seasoned paralegal specialist at the U.S. Attorney's Office, discusses her passion for the profession, emphasizing continuous learning and finding one's niche. She offers advice for paralegals feeling...
Legal Rebel With a Cause - An Interview With Sateesh Nori 20.08.2025 24:08
About the Guest(s): Sateesh Nori is a multifaceted professional renowned in the legal field. He is a lawyer, law professor, and author, serving as a Senior Legal Innovation Strategist at Just-Tech LLC. With a substantial career spanning two decades, Sateesh has dedicated his efforts to representing tenants across New York City through various legal services organizations. His roles have also inclu...
Listener Q&A About Creating Courses 30.07.2025 21:17
Episode Summary: In this inspiring episode of the Paralegals on Fire Podcast , Ann Pearson shares her personal journey from working as a full-time paralegal manager to becoming the CEO of her own paralegal training business. Ann offers an honest look at the emotional and financial challenges that come with leaving a stable job with benefits and job security. She also reflects on the freedom, fulfi...
Minnesota's Legal Paraprofessional Program Expands Access to Justice 23.07.2025 13:04
Episode Summary: This episode of the Paralegals on Fire Podcast, hosted by Linda Odermott, takes listeners through Minnesota's innovative strides in enhancing access to justice through the Legal Paraprofessional Program (LPPS). Designed to boost the representation rate among underserved communities, the LPPS has already transitioned from a pilot to a permanent program as of January 2024, thanks to...
This Is Not the Solution For New Paralegals Who Can't Find a Job 16.07.2025 14:14
Episode Summary: In this episode, Ann Pearson shares essential advice for paralegals considering the leap into freelance work. She underscores the importance of building a strong foundation first, highlighting why paralegals with fewer than five years of experience may not yet have the reputation or client base needed to thrive independently. Ann also explores common misconceptions about freelance...
Clearing Up the Confusion About the Ads For Remote Paralegal Jobs 09.07.2025 12:58
Episode Summary: In this episode, Ann addresses a compelling question from Habiba, a Pakistan-based paralegal looking to transition to working for the U.S. legal market remotely. Ann explores the challenges foreign-trained legal professionals face when seeking remote paralegal roles in the United States. This candid discussion touches on the nuances of U.S. legal requirements and the limitations f...
What To Do When You're Not Ready To Retire, But You're Tired Of the Long Work Hours 25.06.2025 15:05
In this episode of Paralegals on Fire , Ann Pearson answers a question submitted by one of her longtime email subscribers—a seasoned litigation paralegal with nearly four decades of experience who's ready for a change but not quite ready to retire. Drawing from her own background and insights from the industry, Ann offers practical advice on career paths that allow experienced paralegals to levera...
Why This State Supreme Court Justice Wanted the Job Might Surprise You 18.06.2025 32:57
Guest host, Linda Odermott, joins us for another great interview in her Paralegal Real Talk contributing series, where she gives us a deep dive into the latest happenings with paralegal licensing, access to justice, and the impact on the paralegal profession. In this episode, Linda interviews Colorado State Supreme Court Justice Melissa Hart. Justice Hart speaks frankly about the access to justi...
Episode 155: How Much Is Your "Free" Time Worth? 11.06.2025 12:18
Are you a new (or fairly new) litigation paralegal? Get the Paralegal Boot Camp's FREE strategic guidebook here: https://paralegal-bootcamp.com/strategies/ In this episode, Ann dives into the critical topic of why paralegals should stop working for free and highlights ways to ensure their talents are valued appropriately. Kicking off with an introduction to the pressing issue of unpaid labor, An...
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