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PODCAST · business

The Josh Schachnow Show

by Josh Schachnow

Follow Josh, an immigration lawyer-turned-tech cofounder, as he builds his businesses in Canada and shares stories/takeaways from his journey. Every Monday morning you’ll get an update and key lesson to help you build (or start) your business!

Publisher-supplied feed metadata · PodParley refreshed May 22, 2026 · Source feed

Episodes

  1. Marketing Updates, AI Search Leads, Free vs. Paid Consults and a Sleep Experiment

    Josh shares a business and personal update after getting over a cold linked to his daughter starting daycare. On the business side, he discusses focusing on marketing for his law firm through content, social media, SEO, organic strategy, and continued testing of Google Ads and other ad platforms,...

  2. Hiring, Firing, AI and multiple books

    Today’s update uncovers the dynamic world of juggling business and family life. As a parent of a twenty-one-month-old, I’m finding new ways to balance the chaos and freedom that come with running an immigration law firm. Business has been bustling, and with the advent of AI and technology, we’re...

  3. Law Firm Growth Update: Hiring, AI Systems, Content Repurposing, and the Emotional Reality of Daycare

    Josh shares a personal update covering recent weeks as a lawyer, law firm owner, and new father. He reports strong growth in his Canadian immigration practice, effective marketing, and active hiring for a junior SDR role, while also looking to partner with experienced lawyers in areas like…

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  4. Life Update: Back to Immigration Law, Startup Pivots, and Baby #2 on the Way

    Josh records a car update on his way to the office to explain why his podcast/vlog and Substack have slowed down. He shares that he’s been busy balancing work as a Canadian immigration lawyer and tech co-founder, parenting his 18-month-old daughter, and navigating recent professional changes.…

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  5. 40+ Minutes Saved DAILY: AI Tools for Law Firm Productivity

    The AI Hack That Saved My Law Practice 40+ Minutes Per Day! As a busy attorney, last week nearly broke me (multiple court appearances + family commitments!). But I discovered a simple AI workflow for lawyers that instantly freed up valuable time. If you're struggling with legal research…

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  6. Why I'm Exhausted: Busy Week Recap & AI Workshops for Lawyers

    Welcome to the Weekly Vlog! Josh explains why he's exceptionally tired this week due to a packed schedule. He discusses attending and speaking at two conferences on AI for legal professionals, preparing for upcoming court appearances, and his thoughts on the book he's reading, '33 Strategies of...

  7. AI's Impact on the Business of Law

    In this episode, I delve into the future of the business of law with advancements in AI, sharing a story about a lawyer creating his own AI platform. I also cover how I think AI might change the business of law moving forward. The book review of the week is 'The Tao of Charlie Munger,' a book...

  8. The Good, Bad, and Ugly of Family Court: My Experience as a Lawyer in Canada

    Join Josh, a Canadian family lawyer and tech co-founder, as he dives into his experiences practicing family law in Ontario. In this episode, he shares the highs and lows of court proceedings, offering insights and stories from his time in court. Learn about the challenges of scheduling, dealing...

  9. Will Traditional Legal CRMs Become OBSOLETE?

    In this episode, Josh discusses his perspective on how AI and advanced technologies in platforms like Google Workspace and Microsoft Office could potentially render general-purpose legal CRMs like Clio and PracticePanther obsolete. Josh shares insights from his experience in family law and how…

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  10. Is Tech Making Courts Better or Worse? Will AI Take Over Your Job Soon? | Weekly Business Vlog 37

    Join Josh in this week's episode of the Weekly Vlog as he explores three compelling topics. First, he delves into how technology is transforming the court system in Canada, discussing whether this shift towards virtual appearances is beneficial. Second, he examines the impact of advancing AI and...

  11. Why You Need to Build Niche, Vertically Integrated Tech in 2025 and Beyond | Weekly Business Vlog 36

    Join Josh in this week’s vlog as he shares updates on his busy life balancing a family law practice and co-founding a tech company in the Greater Toronto Area. Josh discusses the ebb and flow of litigation work, details his tech firm's advancements in automated immigration forms, and highlights…

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  12. Why I Switched My Law Practice and My Journey as a Tech Co-Founder | Weekly Business Vlog #35

    Join Josh in his latest vlog as he returns to weekly updates, sharing why he transitioned to family law after years of practicing immigration law. Josh discusses his dual roles as a Canadian tech founder and lawyer, the importance of focus for entrepreneurs, and how he balances his career with...

  13. Think and Grow Rich – the $5 Million Secret | SG Podcast Episode 139 with John Mitchell

    In this episode of the Solopreneur Grind Podcast, Josh welcomes John from Think It, Be It. John shares his transformative journey from being an unsatisfied CPA to a highly successful entrepreneur, thanks to an epiphany triggered by the classic book 'Think and Grow Rich.' At 50, facing personal…

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  14. From Corporate to Business Operations Consulting | SG Podcast Episode 138 with Emily Hatton

    In this episode of the Solopreneur Grind Podcast, host Josh is joined by Emily, founder of Female Founder Space. Emily shares her journey from various corporate roles to becoming an operations consultant for small business founders with a focus on marketing agencies. She delves into the…

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  15. Transforming News Media, Marketplaces and Crowd-funding | SG Podcast Episode 137 with Sam Anthony

    In this episode of the Solopreneur Grind podcast, host Josh Schachnow chats with Sam Anthony, founder of YourNews.com, about the future of news media and entrepreneurship. Sam discusses his venture into a hyper-local news platform, covering everything from local events to national news. He…

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  16. Mastering WordPress, Content and Solopreneurship | SG Podcast Episode 136 with Cathy Mitchell

    Join us in this engaging episode of the Solopreneur Grind Podcast where Josh interviews Cathy Mitchell from WP Barista. Get insights into Kathy’s journey from starting a WordPress-focused agency in 2008 to evolving her business with the changing digital landscape. Kathy shares her initial...

  17. Building an AI Startup While Working Full-Time | SG Podcast Episode 135 with Jacky Liang

    Join Josh on the Solopreneur Grind Podcast as he chats with Jacky, the founder of AnswerHQ, an AI customer service assistant that significantly reduces customer support questions for small businesses and startups. Jacky shares his journey of creating AnswerHQ as a side hustle while working...

  18. From Big Enterprise to Solopreneur Success | SG Podcast Episode 134 with Joe Rando

    In this episode of the Solopreneur Grind podcast, I talk to Joe Rando, the CEO and founder of Lifestarr. Joe shares his unique career journey from obtaining a degree in physics and developing shopping centers to founding successful companies like Trade Area Systems and now Lifestarr. We discuss…

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  19. Unlocking the Power of AI for Solopreneurs | SG Podcast Episode 133 with Lucas Root

    In this episode of the Solopreneur Grind Podcast, I talk to Lucas Root about: 00:00 Introduction and Guest Welcome 01:20 Lucas Root's Background and AI Journey 04:31 The Evolution of AI and ChatGPT 09:26 AI Agents and Their Practical Applications 21:59 Using AI to Optimize Workflows 29:25 Top…

    more
  20. Building million dollar e-commerce businesses | SG Podcast Episode 132 with Matthew Stafford

    In this episode of the Solopreneur Grind Podcast, I talk to Matthew Stafford about: 00:00 Introduction and Guest Welcome 00:24 Matthew Stafford's Background and Entrepreneurial Journey 01:26 First Business and Transition to Online Sales 04:17 Insights on Sales and Marketing 05:52 Advice for...

  21. Building Niche Software Platforms and Businesses | SG Podcast Episode 131 with Gal Ratner

    In this episode of the Solopreneur Grind Podcast, I talk to Gal Ratner about: 00:00 Introduction and Guest Welcome 00:13 About Shop Snap: A Unique E-commerce Platform 00:57 The Origin Story of Shop Snap 01:59 Team and E-commerce Industry Insights 03:26 Steps to Start a SaaS Business 10:56...

  22. Building a Community-Driven Tech Events Company | SG Podcast Episode 130 with Philippe Burns

    In this episode of the Solopreneur Grind Podcast, I talk to Philippe Burns about: 00:00 Introduction and Guest Welcome 00:15 Philip's Background and Tech Thursday's Origin 01:04 Scaling Tech Thursday and Neo Financial Experience 05:45 The Importance of In-Person Events 08:33 Starting an In-Person...

  23. Building and Growing Businesses and Side Hustles | SG Podcast Episode 129 with Ryan Cote

    In this episode of the Solopreneur Grind Podcast, I talk to Ryan Cote about: 00:00 Introduction and Guest Welcome 00:27 Ryan's Background and Family Business 02:00 Starting the Side Business 04:10 The Evolution of SEO and Digital Marketing 07:26 Advice for Aspiring Entrepreneurs 12:26 Balancing...

  24. Embracing AI and Automation | SG Podcast Episode 128 with Kenneth Lo

    In this episode of the Solopreneur Grind Podcast, I talk to Kenneth Lo about: 00:00 Introduction and Guest Welcome 00:33 Kenneth's Entrepreneurial Journey 01:27 Internal Debate and Decision Making 02:25 Co-Founding Zen Biz Services 03:55 Key Steps to Building an AI Business 06:58 Challenges of...

  25. SG Podcast Episode 127: From CIO to Solopreneur: Bill Huang's Journey in the Software Industry

    In this episode of the Solopreneur Grind Podcast, I talk to Bill Huang about: 00:00 Introduction and Guest Welcome 00:16 Bill Wong's Background and Career Journey 01:48 Transition to Solopreneurship 02:41 Building 10xGuitar and Other Ventures 04:16 Partnerships and Business Strategies 08:58…

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  26. SG Podcast Episode 126: Building a Successful SaaS Business (and more) with Mike Taber

    In this episode of the Solopreneur Grind Podcast, I talk to Mike Taber about: 00:00 Introduction and Guest Welcome 00:19 Mike Tabor's Background and Career Journey 01:22 The Birth of BlueTick 03:35 Challenges in the Cold Email Industry 05:54 Validation Process and Key Steps for Success 12:32 The...

  27. SG Podcast Episode 125: From Teacher to EdTech Entrepreneur with LeShawnda Fitzgerald

    In this episode of the Solopreneur Grind Podcast, I talk to LeShawnda Fitzgerald about: 00:00 Introduction and Guest Welcome 00:13 Founding ReadyForSpanish.com 01:50 Challenges and Growth During COVID 03:35 Steps to Start a Business of your own 07:22 Balancing Work and Self-Care 10:29 Automation...

  28. SG Podcast Episode 124: Breaking the silence and not-for-profits with ElsaMarie D'Silva

    In this episode of the Solopreneur Grind Podcast, I talk to ElsaMarie D'Silva about: 00:00 Understanding the Economic Impact of Social Issues 01:30 Challenges in Starting an Organization and Breaking the Silence 14:28 Global Examples of Courageous Women 15:32 Advice for Aspiring Entrepreneurs…

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  29. Balancing Business and Life: Real Estate, Efficiency and More | Weekly Business Vlog #34

    Every week I share my business journey as an immigration lawyer and tech cofounder in Canada! Make sure to like/subscribe to follow along and drop any questions in the comments. And make sure you're on my Substack to get my top business story and tip of the week here:...

  30. Workout routines for entrepreneurs | Weekly Business Vlog #33

    Every week I share my business journey as an immigration lawyer and tech cofounder in Canada! Make sure to like/subscribe to follow along and drop any questions in the comments. And make sure you're on my Substack to get my top business story and tip of the week here:...

  31. Business Strategies for Success and Visto Updates | Weekly Business Vlog #32

    Every week I share my business journey as an immigration lawyer and tech cofounder in Canada! Make sure to like/subscribe to follow along and drop any questions in the comments. And make sure you're on my Substack to get my top business story and tip of the week here:...

  32. Sales Update, Content Creation, and Social Media Strategies | Weekly Business Vlog #31

    Every week I share my business journey as an immigration lawyer and tech cofounder in Canada! Make sure to like/subscribe to follow along and drop any questions in the comments. And make sure you're on my Substack to get my top business story and tip of the week here:...

  33. Summer long weekend and exploring AI innovations | Weekly Business Vlog #30

    Every week I share my business journey as an immigration lawyer and tech cofounder in Canada! Make sure to like/subscribe to follow along and drop any questions in the comments. And make sure you're on my Substack to get my top business story and tip of the week here:...

  34. Summer Business Tips: Automating Legal Docs & Social Media Strategies | Weekly Business Vlog #29

    Every week I share my business journey as an immigration lawyer and tech cofounder in Canada! Make sure to like/subscribe to follow along and drop any questions in the comments. And make sure you're on my Substack to get my top business story and tip of the week here:...

  35. Summer Business Tips, Expectations & Personal Wellness Management | Weekly Business Vlog #28

    Every week I share my business journey as an immigration lawyer and tech cofounder in Canada! Make sure to like/subscribe to follow along and drop any questions in the comments. And make sure you're on my Substack to get my top business story and tip of the week here:...

  36. Catching Up: My Japan Trip, Jet Lag Struggles and Busy Work Week | Weekly Business Vlog #27

    Every week I share my business journey as an immigration lawyer and tech cofounder in Canada! Make sure to like/subscribe to follow along and drop any questions in the comments. And make sure you're on my Substack to get my top business story and tip of the week here:...

  37. Navigating Tech Growth, Morning Routines, and My Favorite Reads | Weekly Business Vlog #26

    Every week I share my business journey as an immigration lawyer and tech cofounder in Canada! Make sure to like/subscribe to follow along and drop any questions in the comments. And make sure you're on my Substack to get my top business story and tip of the week here:...

  38. Busy Weeks, Business Growth, and Conference Insights | Weekly Business Vlog #25

    Every week I share my business journey as an immigration lawyer and tech cofounder in Canada! Make sure to like/subscribe to follow along and drop any questions in the comments. And make sure you're on my Substack to get my top business story and tip of the week here:...

  39. Startup Success and Personal Energy Management | Weekly Business Vlog #23

    Every week I share my business journey as an immigration lawyer and tech cofounder in Canada! Make sure to like/subscribe to follow along and drop any questions in the comments. And make sure you're on my Substack to get my top business story and tip of the week here:...

  40. Navigating Growth and Customer Success at Visto: A Week in Review | Weekly Business Vlog #22

    Every week I share my business journey as an immigration lawyer and tech cofounder in Canada! Make sure to like/subscribe to follow along and drop any questions in the comments. And make sure you're on my Substack to get my top business story and tip of the week here:...

  41. Navigating the Highs and Lows of Entrepreneurship & Product Launches | Weekly Business Vlog #21

    Every week I share my business journey as an immigration lawyer and tech cofounder in Canada! Make sure to like/subscribe to follow along and drop any questions in the comments. And make sure you're on my Substack to get my top business story and tip of the week here:...

  42. Thoughts on pricing and a 50 Cent book | Weekly Business Vlog #20

    Every week I share my business journey as an immigration lawyer and tech cofounder in Canada! Make sure to like/subscribe to follow along and drop any questions in the comments. And make sure you're on my Substack to get my top business story and tip of the week here:...

  43. Balancing passion and business, and wearing lots of hats | Weekly Business Vlog #19

    Every week I share my business journey as an immigration lawyer and tech cofounder in Canada! Make sure to like/subscribe to follow along and drop any questions in the comments. And make sure you're on my Substack to get my top business story and tip of the week here:...

  44. The Impact of AI on Small Businesses and Customer Support | Weekly Business Vlog #18

    Every week I share my business journey as an immigration lawyer and tech cofounder in Canada! Make sure to like/subscribe to follow along and drop any questions in the comments. And make sure you're on my Substack to get my top business story and tip of the week here:...

  45. Vacation, Big Visto AI Launch and Book Recommendations | Weekly Business Vlog #17

    Every week I share my business journey as an immigration lawyer and tech cofounder in Canada! Make sure to like/subscribe to follow along and drop any questions in the comments. And make sure you're on my Substack to get my top business story and tip of the week here:...

  46. Information overload, building tech products and bookkeeping | Weekly Business Vlog #16

    Every week I share my business journey as an immigration lawyer and tech cofounder in Canada! Make sure to like/subscribe to follow along and drop any questions in the comments. And make sure you're on my Substack to get my top business story and tip of the week here:...

  47. Rolling with the punches and making s**t happen | Weekly Business Vlog #15

    Every week I share my business journey as an immigration lawyer and tech cofounder in Canada! Make sure to like/subscribe to follow along and drop any questions in the comments. And make sure you're subscribed to my Substack for my weekly updates here: https://joshschachnow.substack.com/ Agenda:...

  48. Key marketing and sales focuses for 2024 | Weekly Business Vlog #14

    Every week I share my business journey as an immigration lawyer and tech cofounder in Canada! Make sure to like/subscribe to follow along and drop any questions in the comments. And make sure you're subscribed to my Substack for my weekly updates here: https://joshschachnow.substack.com/ Agenda:...

  49. Why hyper-segmenting your target audience is so important in business | Weekly Business Vlog #13

    Every week I share my business journey as an immigration lawyer and tech cofounder in Canada! Make sure to like/subscribe to follow along and drop any questions in the comments. And make sure you're subscribed to my Substack for my weekly updates here: https://joshschachnow.substack.com/ Agenda:...

  50. Weekly Business Vlog #12: 2023 year in review and goals for 2024

    Every week I share my business journey as an immigration lawyer and tech cofounder in Canada! Make sure to like/subscribe to follow along and drop any questions in the comments. You can also follow on Substack for my weekly updates here: https://joshschachnow.substack.com/ Agenda: 00:00...

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ABOUT THIS SHOW

Follow Josh, an immigration lawyer-turned-tech cofounder, as he builds his businesses in Canada and shares stories/takeaways from his journey. Every Monday morning you’ll get an update and key lesson to help you build (or start) your business!

HOSTED BY

Josh Schachnow

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Frequently Asked Questions

How many episodes does The Josh Schachnow Show have?

The Josh Schachnow Show currently has 100 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.

What is The Josh Schachnow Show about?

Follow Josh, an immigration lawyer-turned-tech cofounder, as he builds his businesses in Canada and shares stories/takeaways from his journey. Every Monday morning you’ll get an update and key lesson to help you build (or start) your business!

How often does The Josh Schachnow Show release new episodes?

The Josh Schachnow Show has 100 episodes. Check the episode list to see recent publication dates and frequency.

Where can I listen to The Josh Schachnow Show?

You can listen to The Josh Schachnow Show on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.

Who hosts The Josh Schachnow Show?

The Josh Schachnow Show is created and hosted by Josh Schachnow.
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