Jack Newton from Clio

Jack Newton from Clio

Author: Evan McCann July 2, 2025 Duration: 42:36

Jack Newton is the Founder and CEO of Clio.


Clio is the world's leading provider of cloud-based legal technology, providing lawyers with low-barrier, affordable solutions to manage and grow their firms more effectively, more profitably, and with better client experiences.

Their products redefine how lawyers manage their firms by equipping them with the tools they need to run their firms securely from any device, anywhere.


Supporters

⁠Float⁠


⁠Bloom SR&ED ⁠


⁠VanHack


Chapters

00:00 Introduction + Supporters

02:20 The Journey of Fundraising and Early Challenges

09:12 Core Values and Company Culture at Clio

16:42 The Role of AI in Legal Tech

20:00 Maintaining Agility in a Growing Company

28:58 Reflections on Growth and Future Opportunities

33:20 Building a Thriving Canadian Tech Ecosystem

36:40 Sustaining Energy and Passion Over Time


Keywords

Clio, Jack Newton, legal tech, AI, company culture, fundraising, Canadian tech, startup growth, values, business strategy


Evan McCann sits down with the people shaping Canada's business landscape, moving past the polished success stories to get into the real work that happens behind the scenes. The Hard Part with Evan McCann is built on conversations with founders, investors, and leaders who have navigated unique challenges, focusing on the pivotal decisions and often overlooked struggles that define a venture. This podcast explores the specific strategies and personal playbooks that have driven impact, offering a rare look at the operational truths of building something significant. While the spotlight frequently falls on innovators elsewhere, these episodes are dedicated to the Canadian visionaries whose work is redefining global entrepreneurship from here at home. You'll hear candid reflections on risk, resilience, and the moments that tested their conviction, providing not just inspiration but tangible insight into the mechanics of leadership and growth. Each discussion aims to unpack the nuance of achievement, making it an essential listen for anyone curious about the substance behind the headlines in the Canadian business world.
Author: Language: en-ca Episodes: 100

The Hard Part with Evan McCann
Podcast Episodes
Eliot Pence from Tofino Capital [not-audio_url] [/not-audio_url]

Duration: 38:13
Eliot Pence is the Founder and General Partner of Tofino Capital.Tofino Capital invests in frontier markets and frontier technologies. Eliot is also the Chief Business Officer of Osmo. Osmo is giving computers a sense of…
Kevin Callahan from Uniblock [not-audio_url] [/not-audio_url]

Duration: 49:30
Kevin Callahan is the Co-Founder and CEO of Uniblock.Uniblock is a fully automated orchestration layer that combines 100s of APIs from 50+ partners into a single unified API.Takeaways- Learnings from Wattpad, Twitter/X a…
Farhan Thawar from Shopify [not-audio_url] [/not-audio_url]

Duration: 50:19
Farhan Thawar is a VP and Head of Engineering at Shopify.Takeaways- Why Xtreme Labs Was So Special- Why Xtreme Labs Did Almost Zero Interviews- The Role of AI in Engineering- Pair Programming and Collaboration- Story Beh…
Samuel Witherspoon from ANVIL [not-audio_url] [/not-audio_url]

Duration: 47:20
Samuel Witherspoon is the Co-Founder and CEO of ANVIL.ANVIL is a Mission First organization. They work with defence, public safety, law enforcement, and national security organizations to accelerate mission-critical deci…
Simon Leroux from Optionality [not-audio_url] [/not-audio_url]

Duration: 53:48
Simon Leroux is the Founder and CEO of Optionality.Optionality is the AI-powered co-pilot designed to help M&A advisors, corporate finance teams, consultants, accountants, and Private Equity investors discover, qualify,…
Andrew Graham from Borrowell [not-audio_url] [/not-audio_url]

Duration: 41:40
Andrew Graham is the Co-Founder and CEO of Borrowell.Trusted by 1 in 10 Canadians, Borrowell provides over 3 million members with comprehensive credit monitoring and personalized insights. Their innovative services, incl…
Mike Silagadze from EtherFi [not-audio_url] [/not-audio_url]

Duration: 45:38
Mike Silagadze is the Founder and CEO of EtherFi.EtherFi is a decentralized non-custodial ETH staking protocol. It is the only staking protocol that allows stakers to retain control of their keys while delegating validat…
Roger Kirkness from Convictional [not-audio_url] [/not-audio_url]

Duration: 50:51
Roger Kirkness is the Founder and CEO of Convictional.Convictional is the infrastructure that powers decisions at the world's most ambitious companies. Takeaways- The Value of Y Combinator Programs- Modern Dropship Acqui…
Yoseph West from Relay [not-audio_url] [/not-audio_url]

Duration: 48:32
Yoseph West is the Co-Founder and CEO of Relay.Relay is the business banking and money management platform that puts small businesses in complete control of their cash flow.To check out open roles at Relay, visit relayfi…