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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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Welcome back to Start It or Scrap It! Episode 25 tackles the raw challenges of entrepreneurship—hiring chaos, the debate over quitting your business, and rethinking the 9-to-5 path. We share insights on e-commerce realities, practical expense tracking, and why self-worth isn’t tied to owning a business. Perfect for founders facing tough decisions or exploring new ventures.
⏱ Timestamps
00:00 – Intro & Northeast wind struggles
00:02:21 – The hiring process: applications and interviews gone wrong
00:09:04 – Work mindset evolution: gig economy impact
00:28:08 – IRS-friendly expense tracking strategies
00:49:02 – E-commerce challenges for late 30s couples
00:57:02 – The truth behind influencer entrepreneurship hype
01:24:02 – Should you quit after 3.5 years?
📢 Follow us for more real talk on business:
🔹 Instagram: https://instagram.com/startitorscrapit
🔹 TikTok: https://tiktok.com/@start.it.or.scrap.it
🔹 X: https://x.com/StartItScrapIt
🔹 LinkedIn: https://www.linkedin.com/in/startitorscrapit/
#startitorscrapit #entrepreneurtruths #hiringstruggles #ecommerceinsights #expensetips #businessresilience #quitdecision #founderjourney #2025business
25 episodes
