

XL Legal
Shelley Appleby-Ostroff
Are you a lawyer looking to excel in today’s legal profession? Join host Shelley Appleby-Ostroff, legal talent development consultant and writing coach, as she talks to successful lawyers and leading industry experts who share their knowledge, insights, and advice on topics like: increasing productivity; overcoming perfectionism; developing a personal brand; improving communication skills; building client relationships – and much more.
Episodes
Mentioned books

Apr 20, 2022 • 23min
Outsourcing Legal Research and Drafting with Sarah Picciotto
Sarah Picciotto talks about outsourcing legal research and drafting. Sarah’s a former judicial law clerk and litigator – and founder of OnPoint Legal Research, a firm that specializes in providing a variety of research, writing and litigation support services to lawyers across Canada.
Topics discussed include:
Sarah’s career path and how it led to the creation of OnPoint Legal Research
Challenges in setting up a firm specializing in legal research and drafting
Types of services OnPoint offers
The benefits of outsourcing legal research and drafting
Qualities of a good research lawyer
To learn more about outsourcing and OnPoint Legal Research, visit onpointlaw.com
This episode contains 20 minutes of Professionalism Content
You can listen to the episodes here or by subscribing on your favourite podcast apps.
And don’t forget to rate and review the XL Legal Podcast.

Apr 6, 2022 • 41min
Juggling Careers in Law and Football with Jock Climie
Jock Climie shares his experience building successful careers in law and football simultaneously – and some of the lessons he learned along the way. Jock’s a partner at Emond Harnden, a boutique labour and employment law firm in Ottawa, where he’s practiced for over 20 years. During that time, Jock also juggled two careers in football – first as a professional player with the CFL, and then as a TSN on-air football analyst.
Topics discussed include:
Managing the competing demands of academics and professional football
Challenges of combining two very different careers
The importance of:
Focus
Planning and preparation
Confidence
Balance
Passion
Support
This episode contains 40 minutes of Professionalism Content.
You can listen to the episodes here or by subscribing on your favourite podcast apps.
And don’t forget to rate and review the XL Legal Podcast.

Mar 23, 2022 • 49min
Stemming Associate Attrition with Allison Wolf
Allison Wolf shares her expertise and insights about the associate retention challenge. Allison’s a sought-after legal coach, writer, and presenter who helps lawyers across North America develop thriving legal practices.
Topics discussed include:
Why so many associates are leaving legal practice
Why raising compensation isn’t stemming associate attrition
What law firms can do to retain associates
How developmental networks can help solve the associate retention challenge
Tips to help associates build their own developmental networks
Associate Mentoring Plus
After we recorded the episode, Allison found what she describes as a “great DIY developmental network resource” that she’d like to share: Find it here
To learn more about Allison and her work – and access some great resources – visit the following websites:
The Lawyer Coach
Attorney with a Life
Associate Mentoring Plus
And make sure you read Allison’s article about the associate retention challenge.
This episode contains 50 minutes of Professionalism Content.
You can listen to the episodes here or by subscribing on your favourite podcast apps.
And don’t forget to rate and review the XL Legal Podcast.

Mar 9, 2022 • 36min
Podcasting for Lawyers with Gordon Firemark
The Podcast Lawyer™ – Gordon Firemark – shares his expertise and advice about podcasting for lawyers. Gordon’s a media, entertainment, and business lawyer; podcaster; author; and creator of an online podcasting training course designed specifically for lawyers.
Topics discussed include:
How Gordon became interested in podcasting
How podcasting helped Gordon’s law practice
Why lawyers should consider podcasting
Challenges to starting a legal podcast
Tips for launching and maintaining a successful legal podcast
Legal podcast topic ideas
To learn more about Gordon, visit his website and be sure to request your free copy of The Podcaster’s Ultimate Quick Start Guide
You can listen to Gordon’s Entertainment Law Update Podcast here
This episode contains 40 minutes of Professionalism Content
You can listen to the episodes here or by subscribing on your favourite podcast apps.
And don’t forget to rate and review the XL Legal Podcast.

Feb 23, 2022 • 37min
Going Solo with Amy Grubb
Business coach and consultant Amy Grubb shares her insights and advice about setting up a solo law practice. Amy’s a Big Law-trained lawyer and former sole practitioner who helps other lawyers build successful solo and small legal practices.
Topics discussed include:
Common concerns lawyers have about going solo
Niching down
Benefits of going solo
Challenges of going solo
Embracing technology
Marketing tips
To learn more about Amy and her work, visit her website and request a free copy of The Ultimate Guide to Building a Profitable Solo/Small Firm Practice
Additional resource Amy referred to during our discussion: LSO Coach & Advisor Network
This episode contains 40 minutes of Professionalism Content
You can listen to the episodes here or by subscribing on your favourite podcast apps.
And don’t forget to rate and review the XL Legal Podcast.

Feb 9, 2022 • 45min
Understanding & Overcoming Impostor Syndrome with Cameron Stout
Cameron Stout shares his insights about impostor syndrome in the legal profession. Cam’s a former securities litigator – and current mental wellness advocate and coach – with a special interest in impostor syndrome.
Topics discussed include:
What impostor syndrome is
Why so many lawyers experience impostor syndrome
Common signs of impostor syndrome in lawyers
How impostor syndrome impacts lawyer well-being
Ways to deal with/overcome impostor syndrome
To learn more about Cam and his work, and read his blog, visit www.stoutheart.org
This episode contains 45 minutes of Professionalism Content
You can listen to the episodes here or by subscribing on your favourite podcast apps.
And don’t forget to rate and review the XL Legal Podcast.

Jan 26, 2022 • 46min
Boosting your Grammar with Jane Griesdorf
Jane Griesdorf shares her expertise and advice about a topic lawyers love to hate – grammar. Jane’s the founder of The Writing Consultants, a firm specializing in effective writing and grammar training for lawyers and other professionals. She’s passionate about grammar and is often praised as the “best grammar teacher ever”.
Topics discussed include:
Why grammar is important for lawyers
“Thinking like an editor”
Common grammar errors lawyers make – and tips to avoid them
Grammar “rules” you can break
Why what “sounds right” may be wrong
To learn more about Jane’s webinars and in-house training programs, visit her website
This episode contains 50 minutes of Professionalism Content
You can listen to the episodes here or by subscribing on your favourite podcast apps.
And don’t forget to rate and review the XL Legal Podcast.

Jan 12, 2022 • 45min
Leading a Law Firm Effectively with Norm Bacal
Norm Bacal shares his expertise about effective law firm leadership. Norm founded the Toronto office of Heenan Blaikie and – as co-managing partner – built the firm into an iconic Canadian and international firm. After the firm unravelled almost 8 years ago, Norm wrote a fascinating bestseller entitled Breakdown: The Inside Story of the Rise and Fall of Heenan Blaikie.
Topics discussed include:
Why Heenan Blaikie dissolved when it did
The role played by the firm’s unique culture in both its rise and its demise
The “three Cs” of law firm leadership
The importance of leadership training
Tips for effective law firm leadership
To learn more about Norm, his books, and his consulting practice, visit Norm’s website.
This episode contains 50 minutes of Professionalism Content
You can listen to the episodes here or by subscribing on your favourite podcast apps.
And don’t forget to rate and review the XL Legal Podcast.

Dec 29, 2021 • 37min
Creating Meaningful Connections While Networking with Stephanie Hanna
Stephanie Hanna shares her expertise about creating meaningful connections while networking. Stephanie’s a lawyer, coach, and founder of The Other 85 where she helps lawyers build their brand and grow their business, while helping remove the stigma around relationship building and networking.
Topics discussed include:
Why relationship-building is important for lawyers
Leveraging social media
Making the most of networking events
Common relationship-building challenges and how to overcome them
You can learn more about Stephanie, her work, and her podcast here:
The Other 85 website
Capture Your Confidence Podcast
LinkedIn
This episode contains 40 minutes of Professionalism Content
You can listen to the episodes here or by subscribing on your favourite podcast apps.
And don’t forget to rate and review the XL Legal Podcast.

Dec 15, 2021 • 47min
Lawyers and ADHD with Dr. Shawn Healy
Dr. Shawn Healy shares his insights and advice about practicing law with ADHD. Dr. Healy’s a clinical psychologist with Lawyers Concerned for Lawyers in Massachusetts where he runs workshops on practicing law with ADHD, and weekly support groups for law students and lawyers with ADHD.
Topics discussed include:
Defining ADHD
Why viewing ADHD as a deficit in attention can be problematic
What ADHD looks and feels like for lawyers
“Time blindness”
Practical strategies lawyers with ADHD can use to harness their attention and focus
Here are links to the resources Dr. Healy mentioned during our discussion:
Transforming ADHD: Simple, Effective Skills to Help You Focus and Succeed, by Greg Crosby and Tonya K. Lippert
ADDitude
JDHD
This episode contains 50 minutes of Professionalism Content
You can listen to the episodes here or by subscribing on your favourite podcast apps.
And don’t forget to rate and review the XL Legal Podcast.


