HeyJaredJosh Schachnow's Substack
I'm Josh, a Canadian lawyer building an AI startup in Canada. Each week I share a story or key lesson from my journey as a lawyer and tech cofounder. Key topics: business, tech, law and personal development.
- Indexed issues, last 90 days
- 8
- Latest publication
- Sep 28, 2026
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- Earliest in this view
- Jul 6, 2026
Latest issues
Hiring, Firing, AI and multiple books (opens the original)
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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 streamlining operations like never before. It’s fascinating - our clients are happier as our processes become leaner, but change always comes with challenges as I recently had to let go of my first virtu
The bullet I couldn’t dodge and an AI webinar (opens the original)
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I finally got hit with the infamous daycare bug.As many of you know, I have a young daughter, and she started daycare last month.For those unaware, daycare is a place where kids to go to play, eat, (hopefully) nap and get sick and pass along their sickness to their parents. We knew the day would come, but her first month came and went without anything of the sort.Until she finally got sick (luckily it wasn’t too bad for her), then her mother got sick, then finally, after joking about how I dodge
Law Firm Growth Update: Hiring, AI Systems, Content Repurposing, and the Emotional Reality of Daycare (opens the original)
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Long overdue for an audio update, so I’m sharing a personal update on the last few weeks of building my Canadian immigration law practice, including what’s working in our marketing, how we’re hiring for a junior SDR role to follow up with leads, and how I’m also looking for experienced lawyers (family, employment, tax, etc.) - especially in Ontario unless the work is federal - to help us expand beyond immigration. I talk about how our tech and AI-powered internal platform (built with a developer
The key to content, law firm growth (opens the original)
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As promised, back on the more consistent substack grind.Even though things with business and my family life are busy (19 month old starting daycare, baby #2 on the way), I’ve gone back to my classic cure for ensuring content creation consistency:Schedule it.It’s the only way I’ve been able to remain consistent with content creation over the years, on any platform (and has helped me get to over 20k followers on LinkedIn, 56k on Tiktok, etc.).I think the biggest reason for this in content creation
A personal update and new AI use case (opens the original)
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Been a very hectic few weeks and what feels like a very busy, demanding “season” (as one of my trusted advisors called it).Not sure about you, but a lot of my entrepreneurial journey seems to come in waves, seasons, or whatever the heck you want to call them.Things are very busy, or very quiet, or very stressful, or very peaceful.If you think about it like those heart monitors from the movies, the life of an entrepreneur is never a straight line down the middle. Instead, it feels like a rollerco
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