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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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Hassan Osman is an Amazon bestselling author and the founder of Sidegig Hacks and Writer on the Side. While maintaining a demanding corporate career, Hassan has published over 20 books with 9 Amazon bestsellers reaching over 120,000 readers, plus 17 courses with 430,000+ unique students. His expertise lies in creating short, focused books (10,000-12,000 words) for busy managers and corporate leaders, covering soft skills and leadership development. Hassan advocates for treating books as "business cards on steroids" - tools that generate more revenue from opportunities they create than from direct sales. His systematic approach emphasizes the 80-20 principle, focusing on content repurposing across multiple platforms including Amazon, Udemy, and Gumroad.
In this episode:
- Why books are "business cards on steroids" that open bigger opportunities
- The four-circle method for choosing profitable book topics
- Writing 10,000-word books that people actually finish reading
- How promotion starts before the book is completed
- Content repurposing strategies across books, courses, podcasts, and social media
- Using popular highlights from Kindle to create Twitter content
- Publishing under multiple pen names for different genres
- Udemy course creation: turning $600 books into $35,000 courses
- Gumroad strategies for packaging books with additional bonuses
- Custom ChatGPT creation for writing in your own voice
- The Four Week Write Your Book system and course
- Building sustainable creator workflows while working full-time
Resources mentioned:
- Sidegig Hacks newsletter: http://www.sidegighacks.com/
- Writer on the Side blog and podcast: https://www.writerontheside.com/
- Amazon KDP: https://kdp.amazon.com/
- Udemy: https://www.udemy.com/
- Gumroad: https://gumroad.com/
- ChatGPT Plus
Book Recommendations:
- Write Your Book on the Side by Hassan Osman (free): https://course.writerontheside.com/
- Better Online Meetings by Hassan Osman: https://www.amazon.com/dp/B08FPB2Y6K?&linkCode=ll1&tag=pubperf-20&linkId=400c65572fa1761b41f901ed6233057c&language=en_US&ref_=as_li_ss_tl
Connect with Hassan Osman:
- Website: https://www.writerontheside.com/
- Newsletter: http://www.sidegighacks.com/
- Course: https://course.writerontheside.com/
- Email: [email protected]
Connect with Teddy Smith:
- @teddyagsmith
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