Crazy Wisdom

Maia Bittner (@maiab), co-founder @Pinch and @Rocksbox, is a startup advisor and investor, as well as an alumna at Olin College of Engineering. Currently based in San Francisco, she likes "drinking dirty chais, making web sites, and climbing rocks". In this episode, you'll hear us talk about: How to Negotiate Your Rent (yes, you heard that right!) Entrepreneurship: from kid to adult Social Media, and Vulnerability Self-worth and Independence Business, and Hustle Culture Uncertainty and Risk-taking Death and Decision-making Asymmetric Opportunities Traveling, and Adaptation Ambition, and hard-work Remote, office, or both? NYC, and its culture Imposter Syndrome Start-up loneliness Community in SF Planning Timeline: (02:31) How is the community of SF changing? Ambition and incentives. (05:18) Seizing opportunities: how did Maia learn business? (08:32) Traveling, Negotiation, and Sales (13:46) What challenge is Maia currently struggling with? (15:59) Death or Future Self: two methods for better decision-making (19:03) Scheduling: to plan or not to plan (22:06) Work virtually, Live personally (27:35) Maia's social life: how do you live anonymously? (38:22) What sets the Olin College of Engineering apart from others? (41:25) What was the greatest challenge about starting two companies? (45:36) The biggest lesson that Maia has recently learned (48:12) Social skills, and social media; Closing thoughts Please support us by subscribing and leaving a rating + review on Apple Podcasts. You can also help spread the word by sharing this episode with friends and family!  

Show Notes

Maia Bittner (@maiab), co-founder @Pinch and @Rocksbox, is a startup advisor and investor, as well as an alumna at Olin College of Engineering. Currently based in San Francisco, she likes "drinking dirty chais, making web sites, and climbing rocks".

In this episode, you'll hear us talk about:

  • How to Negotiate Your Rent (yes, you heard that right!)
  • Entrepreneurship: from kid to adult
  • Social Media, and Vulnerability
  • Self-worth and Independence
  • Business, and Hustle Culture
  • Uncertainty and Risk-taking
  • Death and Decision-making
  • Asymmetric Opportunities
  • Traveling, and Adaptation
  • Ambition, and hard-work
  • Remote, office, or both?
  • NYC, and its culture
  • Imposter Syndrome
  • Start-up loneliness
  • Community in SF
  • Planning

Timeline:

(02:31) How is the community of SF changing? Ambition and incentives.

(05:18) Seizing opportunities: how did Maia learn business?

(08:32) Traveling, Negotiation, and Sales

(13:46) What challenge is Maia currently struggling with?

(15:59) Death or Future Self: two methods for better decision-making

(19:03) Scheduling: to plan or not to plan

(22:06) Work virtually, Live personally

(27:35) Maia's social life: how do you live anonymously?

(38:22) What sets the Olin College of Engineering apart from others?

(41:25) What was the greatest challenge about starting two companies?

(45:36) The biggest lesson that Maia has recently learned

(48:12) Social skills, and social media; Closing thoughts

Please support us by subscribing and leaving a rating + review on Apple Podcasts. You can also help spread the word by sharing this episode with friends and family!

 

What is Crazy Wisdom?

In his series "Crazy Wisdom," Stewart Alsop explores cutting-edge topics, particularly in the realm of technology, such as Urbit and artificial intelligence. Alsop embarks on a quest for meaning, engaging with others to expand his own understanding of reality and that of his audience. The topics covered in "Crazy Wisdom" are diverse, ranging from emerging technologies to spirituality, philosophy, and general life experiences. Alsop's unique approach aims to make connections between seemingly unrelated subjects, tying together ideas in unconventional ways.