The Hard Part with Evan McCann

By Evan McCann

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Category: Business

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Episodes: 367

Description

The Hard Part, hosted by Evan McCann, uncovers the stories, strategies, and playbooks of Canada’s most influential founders, investors, and leaders. While Canadian innovators often fly under the radar compared to their American peers, The Hard Part shines a spotlight on their impact, redefining Canada’s role in global entrepreneurship.

Episode Date
Alison Kaizer and Andrew D'Souza
Mar 30, 2026
Max Cunningham from Sesh
Jan 21, 2026
Ian MacKinnon from Stingray Security
Jan 14, 2026
Robert Farlow from Plato
Dec 11, 2025
Brent Lane from BigGeo
Nov 25, 2025
Ignacio Tartavull from Pinkbot
Nov 21, 2025
Ben Vinegar from Modem
Nov 10, 2025
Justin Sky from Rose Rocket
Oct 29, 2025
Elan Lee from Exploding Kittens
Oct 27, 2025
Ahmed Nimale from KYD Labs
Oct 22, 2025
Doug Roseborough
Oct 21, 2025
Tamer Shahin and Jerry Chen from Hiro
Oct 17, 2025
Cameron Conn from Champlain
Oct 14, 2025
Robert Saunders from Ownright
Oct 08, 2025
Brennan Spellacy from Patch
Oct 06, 2025
Francois Lafortune from Diagram Ventures
Oct 01, 2025
Rishard Rameez from Zown
Sep 29, 2025
Michael Serbinis from League
Sep 26, 2025
Nicholas Chepesiuk from Qualifacts
Sep 25, 2025
Derrick Emsley from tentree and veritree
Sep 19, 2025
Chloe Liang from Cocasa
Sep 17, 2025
Kyle Norton from Owner
Sep 15, 2025
Benjamin Bergen from Council of Canadian Innovators
Sep 10, 2025
Nicole LeBlanc from Woven Capital
Sep 08, 2025
Anthony Azrak and Jai Mansukhani from OpenSesame
Sep 05, 2025
Derek Bullen from S.i. Systems
Sep 03, 2025
Emily Luk from Wealthsimple
Sep 02, 2025
Matthew Lombardi from The Icebreaker
Aug 29, 2025
Carter Li from SWTCH
Aug 27, 2025
Simon Hørup Eskildsen from turbopuffer
Aug 25, 2025
Stewart Lyons from Bird
Aug 22, 2025
Christian Weedbrook from Xanadu
Aug 20, 2025
Dennis Pilarinos from Unblocked
Aug 19, 2025
Mark Doble from Alexi
Aug 18, 2025
Stu Szabo from Beacon
Aug 15, 2025
Andrew Ostro from PolicyMe
Aug 14, 2025
Kylan Gibbs from Inworld
Aug 13, 2025
Mike Peasgood from ENVGO
Aug 11, 2025
Daniel Wigdor from AXL
Aug 08, 2025
Zane Hengsperger from Nox Metals
Aug 06, 2025
Andrew McLeod from Certn
Jul 30, 2025
Daniel Eberhard from KOHO (Vol. 2)
Jul 28, 2025
Boris Wertz from Version One Ventures (Vol. 2)
Jul 25, 2025
Peter Hass from Stelumar
Jul 24, 2025
Kevin Jia from Quoted Tech Computers
Jul 23, 2025
Philippe-Antoine Lehoux from Missive
Jul 22, 2025
Chris Samra from Waves
Jul 21, 2025
Jack Newton from Clio
Jul 02, 2025
Tuner Novak from Banana Capital
Jun 25, 2025
James Clift from Durable
Jun 23, 2025
Dylan Itzikowitz from South Park Commons
Jun 20, 2025
Anton Solonnikov from VitaminLab
Jun 19, 2025
Izzy Rosenzweig from Portless
Jun 18, 2025
Harley Finkelstein from Shopify
Jun 17, 2025
Prateek Sodhi from Finofo
Jun 11, 2025
Matt Rendall from OTTO and Clearpath Robotics
Jun 10, 2025
Prashant Matta from Panache Ventures
Jun 09, 2025
Toronto Tech Week with Mell Truong and Satish Kanwar
Jun 04, 2025
Sameer Dhar from NiaHealth
Jun 03, 2025
Rahul Goel from NordSpace
Jun 02, 2025
Alexander Stratmoen from Voltra
May 30, 2025
Melissa Gallagher from Alma Care
May 29, 2025
Frederic Bastien from Amiral Ventures
May 28, 2025
Afshin Mousavian from Atlas
May 27, 2025
Wayne Pommen from Affirm
May 26, 2025
Jonathan Metrick from Sagard
May 23, 2025
Tyler Reid from Xona Space Systems
May 22, 2025
Connor Turland from Ceedar
May 21, 2025
Kurtis McBride from Miovision
May 20, 2025
Yegor Sak from Windscribe
May 15, 2025
Frédérick Lavoie from Deck
May 14, 2025
Eliot Pence from Tofino Capital
May 13, 2025
The Friday Show - Xavier Hébert-Couturier, Noah Casarotto Dinning and William Johnson
May 09, 2025
Kevin Callahan from Uniblock
May 07, 2025
Farhan Thawar from Shopify
May 06, 2025
Samuel Witherspoon from ANVIL
May 05, 2025
Simon Leroux from Optionality
May 01, 2025
Andrew Graham from Borrowell
Apr 29, 2025
Mike Silagadze from EtherFi
Apr 28, 2025
Roger Kirkness from Convictional
Apr 24, 2025
Yoseph West from Relay
Apr 23, 2025
Matt Loszak from Aalo Atomics
Apr 22, 2025
Oban MacTavish from Spade
Apr 16, 2025
Rob Fraser from Outway (Vol. 2)
Apr 14, 2025
The Friday Show - Burhan Syed, Ruslan Nikolaev, Jake Adler, Fahd Ananta and Vedant Vyas
Apr 11, 2025
Sheetal Jaitly from TribalScale
Apr 10, 2025
Aydin Mirzaee from Fellow
Apr 09, 2025
Jonathan Shaanan from Circle K Ventures
Apr 08, 2025
Eldon Sprickerhoff from eSentire
Apr 07, 2025
The Friday Show - Arsham Ghahramani, Sean Jagermann, Xander Chin and Antonio Spiezia
Apr 04, 2025
Hassan Ismail from West Tek
Apr 04, 2025
Richard Waines from DCVC Bio
Apr 02, 2025
Brent Pretty from Retellio
Mar 31, 2025
The Friday Show - Connor Turland, Alexander Stratmoen, Owen Brakes, Rahul Gudise, Jianxiang (Jack) Xu, Adam Cohen, and Jay Alammar
Mar 21, 2025
Laura Mock from Cultivator
Mar 21, 2025
Braden Ream from Voiceflow
Mar 19, 2025
Renée Touzin from GIRO
Mar 14, 2025
Josh Domingues from Flashfood
Mar 13, 2025
Michael Buhr from C100
Mar 12, 2025
Meti Basiri from ApplyBoard
Mar 10, 2025
Stephen Seibel from Clutch
Mar 07, 2025
Rishi Nayyar from PocketHealth
Mar 05, 2025
Mark Goad from Alan
Mar 03, 2025
Simon De Baene from Workleap
Feb 28, 2025
Daniel Debow from Build Canada
Feb 27, 2025
Kat Garcia from Ground
Feb 26, 2025
Anson and Hudhayfa from Socratica
Feb 25, 2025
Mark Ang from GoBolt
Feb 24, 2025
Jean Schmitt from Jolt Capital
Feb 21, 2025
Jelena Djuric from Noble
Feb 19, 2025
Jean-Michel Lemieux
Feb 18, 2025
Ian Burgess from Validere Technologies
Feb 14, 2025
Vitaly Pecherskiy from StackAdapt
Feb 12, 2025
Kevin Michael from Tempo Labs
Feb 11, 2025
Ben Cox from Page
Feb 07, 2025
Michelle Kwok from Draper Associates
Feb 03, 2025
Amrita Gurney, Fractional CMO
Jan 31, 2025
Brendan Baker from Rackhouse Venture Capital
Jan 29, 2025
Ben Gigone from Chexy
Jan 28, 2025
Sam Pillar from Jobber
Jan 27, 2025
Aidan Vaandering from Reserv Labs
Jan 24, 2025
Ben Rollert from Composer
Jan 22, 2025
Ori Eldarov from OffDeal
Jan 21, 2025
Asanka Jayasuriya from 8VC
Jan 20, 2025
Charlie Iscoe from CommonShares
Jan 15, 2025
Landseer Enga from Revyl
Jan 13, 2025
Cynthia Arscott from Goldminds
Jan 10, 2025
Ruslan Nikolaev from Float (Vol. 2)
Jan 06, 2025
Scott Langille from V2
Dec 20, 2024
Kyle Braatz from Fullscript
Dec 18, 2024
Aswinkumar Rajendiran from Maple
Dec 16, 2024
Callum Woznow from Slate
Dec 13, 2024
Paul Lee from Patlytics
Dec 11, 2024
Lars Leckie from Aspenwood Ventures
Dec 06, 2024
Patrick Chung from Xfund
Dec 04, 2024
Saam Mashhad from EvenUp
Dec 02, 2024
Jonathan Bronfman from Monsters Aliens Robots Zombies (MARZ)
Nov 29, 2024
Gaurav Jain from Afore Capital
Nov 27, 2024
Raymond Chik from Hepzibah
Nov 25, 2024
Daniel Saks from Landbase
Nov 22, 2024
David Gaylord from Bushbalm
Nov 18, 2024
Mike Gozzo from Ada
Nov 15, 2024
Gregory Macdonald from Bathorium
Nov 13, 2024
Xavier Hébert-Couturier from Picketa Systems
Nov 12, 2024
Paige Cey from Benny
Nov 04, 2024
Yuri Sagalov from Wayfinder Ventures
Oct 30, 2024
Gennady Pekhimenko from CentML
Oct 25, 2024
Olivia Steedman from Teachers' Venture Growth
Oct 24, 2024
Brook Papau from Orennia
Oct 23, 2024
Neil Grunberg from Storytime Capital
Oct 21, 2024
Jung Lee from Pioneer Square Labs
Oct 16, 2024
Vincent Xue
Oct 15, 2024
Christal Wang from Shimmer
Oct 11, 2024
Lindy Drope from Lindy
Oct 09, 2024
Nathan Nasseri from ResVR
Oct 07, 2024
Charlie Feng from Agora
Oct 04, 2024
Liran Belenzon from BenchSci
Sep 30, 2024
Inara Lalani from FemTherapeutics
Sep 27, 2024
Marc-André Forget from dcbel
Sep 25, 2024
Jonathan Wolkin from Deloitte Ventures
Sep 23, 2024
David Hariri from Ada
Sep 20, 2024
Nicolas Mulroney from Bond Bakery Brands
Sep 19, 2024
Jason Liu
Sep 16, 2024
Jenny He from Position Ventures
Sep 13, 2024
Mark Shulgan from Intrepid Growth Partners
Sep 11, 2024
Praveer Melwani from Figma
Sep 09, 2024
Behrouz Hariri from Smart Nora
Sep 06, 2024
Kiva Dickinson from Selva Ventures
Sep 05, 2024
Lukas Tanasiuk from The Nice Agency
Sep 04, 2024
Fiorella Schiffino from Raven Indigenous Capital Partners
Sep 03, 2024
Ronak Trivedi from Pietra
Aug 26, 2024
Jacob Klug from Creme Digital
Aug 23, 2024
Pavla Bobosikova from WFHomie
Aug 22, 2024
Klaudia McDonald from Bobo
Aug 21, 2024
Mark Mitchell from Weave VC
Aug 19, 2024
John Yue from Inference.ai
Aug 08, 2024
Craig D'Cruze from Inverted Ventures
Aug 07, 2024
Adam Felesky from Portage
Jul 31, 2024
Vedant Suri from General Catalyst
Jul 29, 2024
Lucas Matheson from Coinbase
Jul 25, 2024
Matthew Clark, Media and Technology Executive
Jul 24, 2024
Alyssa Spagnolo from Banyan Infrastructure
Jul 19, 2024
Zach Zhang from Clasp
Jul 17, 2024
Preston Pesek from NatML
Jul 16, 2024
Alison Kaizer from Golden Ventures
Jul 12, 2024
Pouria Assadipour from Beatdapp
Jul 11, 2024
Janet Bannister⁠ from ⁠Staircase Ventures⁠
Jul 11, 2024
Priya Monga from Instacart
Jul 05, 2024
Matt Roberts from CMD Capital
Jul 03, 2024
Jodi Krakower Kessler from 3L Capital
Jul 02, 2024
Aleya Velshi and Melissa Donato from Alter
Jun 28, 2024
Riley Tomasek from Dexa AI
Jun 24, 2024
Adam McNamara from McNamara Family Investments
Jun 21, 2024
Tim Lett, Angel Investor, Entrepreneur and Board Director
Jun 20, 2024
Solon Angel, Founder, Investor and Advisor.
Jun 19, 2024
Renae Farough from Kicker
Jun 18, 2024
Jeff Parks from Stack Capital
Jun 14, 2024
Alex Kolicich from 8VC
Jun 12, 2024
Christian Levan
Jun 10, 2024
Elijah Moore from Endor Health
Jun 07, 2024
Kate Bouchard from Loba Wellness
Jun 05, 2024
Ezio Bondi and Matt DuPerrouzel from arte*
Jun 04, 2024
Jordan McFarlen from Conexus Venture Capital
Jun 03, 2024
Taz Singh from Guild
May 31, 2024
Alanna Lopes Souza from Drive Capital
May 30, 2024
Josh Gray from Artemis
May 29, 2024
Tim Lynn from Startup TNT
May 24, 2024
Antoine Nivard from Blank Ventures
May 23, 2024
Tyson Birchall from Longbow Capital
May 22, 2024
Craig Follett from Peggy
May 20, 2024
Moien Giashi from GreenSky Ventures
May 17, 2024
Rebecca Mazzara from Calita Intimates
May 15, 2024
Marley Alles from rax
May 13, 2024
Vaneezeh Siddiqui from Thomson Reuters Ventures
May 10, 2024
Eva Chan from Launch Pop
May 08, 2024
Chris Gilpin from OrderUp
May 07, 2024
Eunice Wu from Asepha
May 06, 2024
Daniel Spataro from IntegrationOS
May 03, 2024
Ryan Freeman from Deel
May 01, 2024
Akshay Maharaj from Aview International
Apr 29, 2024
Stephen Jagger from addy
Apr 26, 2024
Willson Cross from Borderless AI
Apr 25, 2024
Byron Thom, Investor, Mentor and Board Member
Apr 22, 2024
Keith Ippel from Spring
Apr 19, 2024
Kyle Folk from Ground Truth Agriculture
Apr 18, 2024
Alex Barrett from Meroka
Apr 15, 2024
Fatima Zaidi from Quill
Apr 12, 2024
Sang Lê from Peko
Apr 10, 2024
Tarun Sachdeva from Gitwallet
Apr 08, 2024
⁠Shawn Adrian⁠ from ⁠Input Logic⁠
Apr 05, 2024
Faye Pang from Xero
Apr 03, 2024
Vasu Nadella from Vital Bio and Michael Helander from OTI Lumionics
Apr 01, 2024
Raquel Urtasun from Waabi
Mar 29, 2024
Ryan Wilson from Walter
Mar 25, 2024
Sam Ifergan from iGan Partners
Mar 22, 2024
Stephanie Curcio from NLPatent
Mar 15, 2024
Drew Taylor from Acorn Biolabs
Mar 13, 2024
Andre Charoo from Maple VC
Mar 11, 2024
Cindy Diogo-Kociuba from Consoul
Mar 08, 2024
Jim Estill from Danby Appliances
Mar 04, 2024
Simran Kang from MyFO
Feb 26, 2024
Peter Faist from Staffy
Feb 23, 2024
Sylvia Ng from ReturnBear
Feb 21, 2024
Andrew Kim from SHARE
Feb 19, 2024
⁠Maxime Courchesne⁠ from ⁠Investissement Québec
Feb 14, 2024
Akash Vaswani from Velocity Fund
Feb 12, 2024
Lewis Wynne-Jones from ThinkData Works
Feb 09, 2024
⁠Amodini Chhabra⁠ from ⁠Compass Digital Ventures⁠
Feb 07, 2024
Rachel Wong from Monday Girl
Feb 02, 2024
Alex McIsaac from Northside Ventures
Jan 29, 2024
Cory Janssen from AltaML
Jan 26, 2024
Steve Davis from Operto
Jan 22, 2024
Guillaume Thérien from Triptyq Capital
Jan 19, 2024
Robbie Bent from Othership
Jan 15, 2024
Neha Khera from 2048 Ventures
Jan 12, 2024
Kaylee Astle from Blanka
Jan 05, 2024
Elizabeth Yin from Hustle Fund
Jan 02, 2024
Yvette Wu from Yield Exchange
Dec 29, 2023
⁠Dan Belostotsky⁠ from ⁠HonestDoor⁠
Dec 26, 2023
Rashel Hariri, marketing professional, startup consultant and podcast host
Dec 18, 2023
Tyler Rooney from Format
Dec 15, 2023
Nadia Barbosa from Tandem Experiences
Dec 13, 2023
Shane Murphy from Ownr
Dec 11, 2023
Jesse Abrams from Homewise
Dec 08, 2023
Laviva Mazhar from Luge Capital
Dec 04, 2023
Lisa Mattam from Sahajan
Dec 01, 2023
Michelle Reid from Z1
Nov 29, 2023
Dan Balaban from Greengate
Nov 27, 2023
Ian Whytock from Tidal Venture Partners
Nov 24, 2023
Thomas Park from BDC Deep Tech Fund
Nov 20, 2023
Corey Pollock, Full-Stack Human
Nov 17, 2023
Peter Root from Wildfire Robotics
Nov 13, 2023
Joella Almeida from MedEssist
Nov 08, 2023
Jessica Hodgson from Moonshot Associates
Nov 06, 2023
Maninder Dhaliwal from Lions Gate International
Nov 03, 2023
Wes Hall from Kingsdale Advisors, WeShall Investments and The BlackNorth Initative
Oct 30, 2023
Charlie Grinnell from RightMetric
Oct 27, 2023
Vino Jeyapalan from Kabo and Pack Fresh
Oct 23, 2023
Kevin Kliman from Humi
Oct 20, 2023
Joe Gagliese from Viral Nation
Oct 17, 2023
Sean Silcoff, reporter and author
Oct 13, 2023
Jonathan Hershon from Pathway Medical
Oct 10, 2023
Bertrand Nembot from Billdr
Oct 06, 2023
Jonathan Becker from Thrive Digital
Sep 25, 2023
Kevin Stadnyk from Obruta Space Solutions
Sep 22, 2023
Randy Garg from Vistara Growth
Sep 18, 2023
Chris O'Neill, technology leader, board member and advisor
Sep 11, 2023
Scott Stevenson from Spellbook
Sep 05, 2023
Chris Neumann from Panache Ventures
Aug 18, 2023
Patrick Monnot from Pod
Aug 14, 2023
Hamza J Alamtab from Tamba
Aug 11, 2023
Arsham Ghahramani from Ribbon
Aug 08, 2023
Ben Yoskovitz from Highline Beta
Aug 04, 2023
Rami Alhamad from PUSH (acquired by WHOOP)
Jul 31, 2023
Cato Pastoll from Loop
Jul 28, 2023
Nadia Ladak from Marlow
Jul 24, 2023
Arun Iyengar from Untether AI
Jul 21, 2023
Boris Wertz from Version One Ventures
Jul 17, 2023
Jason Silver, startup trainer and author
Jul 14, 2023
Ty Wilson from Tab Commerce
Jul 10, 2023
Josh O'Kane, author and reporter at The Globe and Mail
Jul 07, 2023
Naman Budhdeo from Antler Canada
Jun 30, 2023
Robert Price from Bōde
Jun 26, 2023
Tyler Dyck and Brandon Goode from Outro Health
Jun 23, 2023
Daryl Louie from AntiSocial
Jun 19, 2023
Isaac Souweine from Pender Ventures
Jun 16, 2023
Manica Blain from Top Knot Ventures
Jun 12, 2023
Ilya Brotzky from VanHack
Jun 09, 2023
Jevon MacDonald from Tier
Jun 05, 2023
Stephanie Wood from Alate Partners
Jun 02, 2023
Michael Kravshik from LumiQ
May 29, 2023
Jim Orlando from Wittington Ventures
May 26, 2023
Eva Lau from Two Small Fish Ventures
May 22, 2023
Ania Wysocka from Rootd
May 15, 2023
D'Arcy Coolican, angel investor
May 12, 2023
Daniel Debow from Shopify
May 08, 2023
Benjamin Alarie from Blue J
May 05, 2023
Joshua Goodfield from VC Platform
May 03, 2023
Gui Laliberte from Integral
May 01, 2023
Tobi Oluwole from The3Skills
Apr 28, 2023
Mark MacLeod, CEO whisperer
Apr 24, 2023
Chad Bayne from Osler
Apr 21, 2023
Alex Tong from Information Venture Partners
Apr 17, 2023
Pablo Srugo from Mistral
Apr 14, 2023
Alex Norman from N49P Ventures and TechTO
Apr 07, 2023
Avi Goldfarb from the University of Toronto’s Rotman School of Management
Apr 03, 2023
Matthew Lombardi from OneEleven
Mar 31, 2023
Tate Hackert from ZayZoon
Mar 27, 2023
Salim Teja from Radical Ventures
Mar 24, 2023
Sheryl Song from Ryna
Mar 20, 2023
Mila Banerjee from Pronti AI
Mar 17, 2023
Matt Hollingsworth from Align
Mar 13, 2023
Mallory Greene from Eirene
Mar 10, 2023
Jared Henriques from Renga
Mar 06, 2023
John Ruffolo from Maverix Private Equity
Mar 03, 2023
Vivek Ramaswami from Madrona
Feb 28, 2023
Jesse Rodgers from Eigenspace
Feb 24, 2023
Michael Hyatt, investor and entrepreneur
Feb 20, 2023
Simon Sokol from Relay Ventures
Feb 17, 2023
Matias Marquez from ethos
Feb 13, 2023
Saud Aziz from Vault
Feb 10, 2023
Alyssa Atkins from Lilia
Feb 06, 2023
Rob Fraser from Outway
Feb 03, 2023
Daniel Eberhard from KOHO
Jan 30, 2023
Jason Warner from Redpoint Ventures
Jan 06, 2023
Jim Pattison from The Jim Pattison Group
Dec 30, 2022
Ameet Shah from Golden Ventures
Dec 23, 2022
Dave Wessinger from PointClickCare
Dec 16, 2022
William Johnson from Vancouver Tech Journal
Dec 09, 2022
Zain Manji from Lazer Technologies
Dec 02, 2022
Jim Murphy from Boltmade and Shopify
Nov 25, 2022
Justin Herlick from Pine
Nov 18, 2022
Andrew Arruda from Flexpa
Nov 11, 2022
Jason Goldlist from Venue
Nov 04, 2022
Aaron Upright from Zenhub
Oct 28, 2022
Brandon Waselnuk from Codex
Oct 21, 2022
Cameron Service from Kulin & Oddit
Oct 14, 2022
Brandon Li from Power
Oct 07, 2022
Marc Campagna from oxio
Sep 30, 2022
Ted Spare from Neat
Sep 23, 2022
Gavin Dove from Fluent
Sep 16, 2022
Daniel Baum from Sleek
Sep 08, 2022
Myles Shedden from Chroma
Aug 19, 2022
Spencer Kerber from Bessie
Aug 05, 2022
Fahd Ananta from Roach Capital
Jul 29, 2022
Ruslan Nikolaev from Float
Jul 22, 2022
Brett Chang from The Peak
Jul 15, 2022