Ian MacKinnon from Stingray Security

Ian MacKinnon from Stingray Security

Author: Evan McCann January 14, 2026 Duration: 38:17

Ian MacKinnon is the Co-Founder of Stingray Security.


Real-time protection from online scams, phishing, and fake websites.


Ian previously Co-Founded Later.com


Chapters

00:00 The Evolution of AI-Driven Phishing

03:57 Consumer and Corporate Perspectives on Phishing

08:17 The Role of Technology in Phishing Attacks

11:58 Identifying and Preventing Scams

16:28 The Future of Phishing and AI Tools

21:27 Building Trust in a Digital World

27:03 Mobile Vulnerabilities and Phishing Risks

29:37 Deepfakes and Voice Cloning in Phishing

34:34 The Ongoing Battle Against Phishing


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
Daniel Eberhard from KOHO (Vol. 2) [not-audio_url] [/not-audio_url]

Duration: 41:55
Daniel Eberhard is the Founder and CEO of KOHO.KOHO is one seamless platform for your money and life. Founded in 2014, they are a forward-thinking fintech company dedicated to financially empowering a generation of Canad…
Boris Wertz from Version One Ventures (Vol. 2) [not-audio_url] [/not-audio_url]

Duration: 41:38
Boris Wertz is the Founder and General Partner of Version One Ventures.This is the second time Boris has been on the podcast; this time, we were able to do it in person.Version One Ventures backs mission-driven founders…
Peter Hass from Stelumar [not-audio_url] [/not-audio_url]

Duration: 42:12
Peter Hass is the GM at Stelumar.Stelumar Advanced Manufacturing Inc. (SAMI) is a technology-driven company dedicated to revolutionizing homebuilding in Canada through advanced modular building solutions. Founded by Pete…
Kevin Jia from Quoted Tech Computers [not-audio_url] [/not-audio_url]

Duration: 41:03
Kevin Jia is the Co-Founder of Quoted Tech Computers.Founded in 2023, Quoted Tech was founded by two tech enthusiasts with a clear vision to change the world of hardware.Quoted Tech has served over 10,000 customers acros…
Philippe-Antoine Lehoux from Missive [not-audio_url] [/not-audio_url]

Duration: 43:44
Philippe-Antoine Lehoux is the CEO of Missive. Missive is a shared inbox & team chat solution used by thousands of businesses worldwide.Phil discusses his journey in bootstrapping businesses, emphasizing the importance o…
Chris Samra from Waves [not-audio_url] [/not-audio_url]

Duration: 32:41
My conversation with Chris Samra! Chris is building Waves, camera glasses for Creators, which are launching this week!We discussed the evolving landscape of content creation, the future of wearable technology, and the im…
Jack Newton from Clio [not-audio_url] [/not-audio_url]

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, m…
Tuner Novak from Banana Capital [not-audio_url] [/not-audio_url]

Duration: 49:04
Tuner Novak from Banana Capital.Banana Capital is a Pre-Seed/Seed fund, and Turner also hosts The Peel Pod.SupportersFloatBloom SR&ED VanHackTimestamps02:40 - Canadian Roots and Identity07:36 - The Future of Media and Co…
James Clift from Durable [not-audio_url] [/not-audio_url]

Duration: 36:48
James Clift is the Founder and CEO of Durable.Durable makes owning a business easier than having a job. We’re building the world’s fastest AI website builder and all-in-one business platform, so anyone can launch online…
Dylan Itzikowitz from South Park Commons [not-audio_url] [/not-audio_url]

Duration: 45:47
Dylan Itzikowitz is a Principal at South Park Commons.South Park Commons is a community of technologists and builders dedicated to helping each other explore, learn, and figure out what's next—or as they call it, go from…