Episode Notes

In this episode, we’re joined by Peter Aprile and Natalie Worsfold to talk about the way they think differently about building Counter Tax. Learn how they use a long view, process, and firm culture to make big bets on the future.

Peter Aprile is a tax controversy and litigation lawyer and the founder of Counter Tax Lawyers, a Toronto-based firm that develops innovative strategies for resolving tax disputes. Peter is also the co-host of the podcast Building NewLaw, along with fellow (cult member) Counter lawyer Natalie Worsfold.

A somewhat unconventional lawyer, Natalie spends her days turning the firm into the well-oiled machine of the future, usually by optimizing and building technology that eliminates inefficiency. She’s the co-architect behind many of Counter’s process workflows and their comprehensive knowledge-base, lovingly named Hank.

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Sam Glover

Sam Glover is the founder & CTO of dashboard.lawyerist.com. He is the co-author of the bestselling book The Small Firm Roadmap and is the host of the weekly Lawyerist Podcast.

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Aaron Street is the co-founder and CEO of dashboard.lawyerist.com, the largest online community of solo and small firm lawyers. He is the co-author of the bestselling book The Small Firm Roadmap and is the co-host of the weekly Lawyerist Podcast.

Featured Guests

Peter Aprile

Peter Aprile is a senior lawyer specializing in tax dispute resolution and litigation. His vision as Counter’s founder and his everyday role at the firm are one and the same: to be an agent of change, uncovering opportunities and developing strategies that achieve more than anyone expected. Early in his career he joined the firm of Richard Fitzsimmons, one of Canada’s top tax litigators, whose mentorship helped clarify the practices and principles that ultimately led – after Richard’s sudden passing – to the founding of Counter Tax Lawyers. Throughout his career Peter has focused on representing individuals and entrepreneurs in tax disputes with the Canada Revenue Agency (CRA). He has obtained favorable results for clients with a wide range of issues and at all stages of tax controversy, litigation, voluntary disclosure and taxpayer relief. He frequently appears in the Tax Court of Canada, the Federal Court and the Federal Court of Appeal. Also, Peter’s writing has been published in various tax, legal and business publications including CCH Tax Topics, Canadian Tax Foundation’s Tax for the Owner-Manager and Focus, The Lawyers’ Weekly and Law Times.

Natalie Worsfold

Natalie Worsfold is a part of Counter Tax Lawyers, where she leads Counter’s process innovation and helps to optimize all of Counter’s systems, processes, and tools so they can think deeper and work smarter. She is also the co-creator of CounterMeasure, a litigation analysis tool that helps lawyers win cases. Natalie’s goal is to build a better and smarter way to analyze and resolve disputes so clients can make better litigation decisions.

A motto or saying that has saved Natalie’s life is: “It could have been worse.”

“My dad used to race cars and he would have these horrific accidents. The first thing he would say afterwards was ‘Well, it could have been worse!’ I think it is part of the reason I’m not afraid to give things a try and see what happens.”

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Last updated January 3rd, 2018