The Undefeated Underdogs

Dickie Bush (Ship 30 for 30, Typeshare) and Sharath discuss writing, habit formation, and building a team, as well as Dickie Bush's growth to 300K+ Twitter followers. Tune in!

Show Notes

๐Ÿ‘‰๐Ÿผ About the Guest:

Dickie Bush is the founder of the writing-centered cohort-based course, Ship 30 for 30 (5600+ students) and Typeshare (30K+ MRR), after life as a portfolio manager. He provides writing frameworks at Digital Writing Compass, as well as providing guidance to over 300K+ Twitter followers.

๐Ÿ‘‰๐Ÿผ About the Host:

Sharath is a founder, creator, and community builder. He is also a serial maker who built and shipped 15+ projects using no-code tools. His SaaS product Shoutout generates $30k ARR which was sold to a UK-based product studio. Prev, Sharath worked for world-changing startups like Product Hunt and On Deck, where he helped build and nurture communities. He also grew his audience on Twitter from 200 to 20,000 using give-first principles and creating high-value content. Currently, he is the Head of Community at Threado and runs a newsletter called Sharath's CliffNotes alongside hosting this podcast.

Timestamps:
  • 0:40 | Intro to Dickie Bush
  • 3:41 | What got Dickie Bush started on to writing
  • 6:47 | Unconventional methods for writing
  • 9:44 | Why a 30-day writing goal works best
  • 11:58 | What was the intent behind starting Ship 30 for 30?
  • 15:49 | How were the initial days of Ship 30 for 30 like?
  • 18:18 | How does Dickie avoid imposter syndrome?
  • 22:19 | Working a 9-5 as well as building a side-hustle
  • 26:43 | Dickie Bush's vision board
  • 30:00 | Key points to include across projects
  • 32:34 | The beginnings of Typeshare and its journey to 30K+ MRR
  • 35:23 | Dickie's methods to avoid procrastination
  • 40:19 | 2022 habit journey: the bad habits given up and new ones begun
  • 44:23 | Forming a small team for startups
  • 47:40 | Pressure to be a social media influencer
  • 50:54 | Rapid Fire 5: From favorite internet writer to the best blog post out there

๐Ÿ‘‰๐Ÿผ Resources mentioned in the pod:
๐Ÿ‘‰๐Ÿผ Shoutouts to awesome people:
๐Ÿ‘‰๐Ÿผ Where to find Dickie Bush:
  • Twitter: https://twitter.com/dickiebush
  • Linkedin: https://www.linkedin.com/in/dickiebush/
  • Website: https://www.dickiebush.com/
  • Newsletter: https://dickiebush.substack.com/
  • Ship 30 for 30: https://www.ship30for30.com/
  • Typeshare: https://typeshare.co/
  • Digital Writing Compass: https://digitalwritingcompass.com/
  • Start Writing Online: https://startwritingonline.com/

๐Ÿ‘‰๐Ÿผ Where to find Sharath:

What is The Undefeated Underdogs?

The Undefeated Underdogs is a podcast unpacking the underdog stories you never heard of!

It highlights the underdog mentality and brings authentic conversations with people who play the long game, take action with a chip on their shoulders, and convert obstacles into opportunities!

Buckle up, as I will be bringing some authentic founders, VCs, community builders, and content creators who got underestimated their whole life, and yet they beat the odds and became insanely successful!