Josh is a sharp young attorney from Toronto, Canada. He runs his own law firm by day, and by night helps solopreneurs navigate the difficult and often lonely journey of starting a business.
He’s been through so many ups and downs starting his own businesses that he decided to start sharing his thoughts, struggles, and triumphs, in a short email he sends 3x a week. If anyone asked me about starting their own business, I would say, “You should talk to my buddy Josh.”
Joining Josh’s email list is like taking a sneak peek into an entrepreneur’s journal. He tells you exactly what it’s like in the trenches of the solopreneur journey—lessons gleaned not only from his own experience but also those he interviews on his Solopreneur Grind Podcast (my guest appearance on SG has >2,000 downloads).
Josh and I always have great conversations. Here are the highlights from today’s episode:
- Discussing Tiger Woods & The Masters
- The value of playing sports growing up
- Josh played baseball, basketball, ice hockey, golf
- Carson Lee on the Solopreneur Grind podcast
- Where Josh’s drive to succeed comes from
- Growing up privileged
- Having a willingness to put in the work
- He read a lot of fiction growing up
- Learns well through the story
Ambition, Habits & Routines (13:30):
- Always knew he wanted to be a lawyer
- A discussion on entrepreneurship
- Starting his own law firm
- The hardest part of entrepreneurship
- How to manage your day
- Benefits of getting 8 hours of sleep
- His routine of cold showers, stretching, meditation, workout 4x week
- The Gellert Baths
- Managing notifications on your phone
- A discussion on switching costs
- Controlling your attention with modern day distractions
- Biggest benefits of his meditation practice, and mine
- Organizing your thoughts better
Journey to Financial Independence (35:15)
- His thoughts on the FIRE movement
- Generating enough passive income
- FIRE is the key to doing what you want to do
- Saving enough so that he doesn’t have to worry about making more money
Random Questions (44:20)
- Would Josh recommend law school?
- He thought Season 1 of Suits on Netflix was amazing
- By what age Josh thinks he’ll be married
- The story he hopes to tell his grandkids someday
- Creating stories through struggle
- Building businesses, going on trips, developing friendships in your 30s
- Josh’s favorite biography
- Why Elon Musk is his favorite entrepreneur
- His favorite lesser-known app
- His favorite podcast (other than ManOverseas & Solopreneur Grind)
- What Josh is most grateful for
Connect with Josh:
- On Instagram: @solopreneurgrind
- On his website: SolopreneurGrind.com
Listen here:
“I’m not a great saver; I’m a terrible spender.” – Josh Schachnow
Books mentioned:
