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Today: January 7, 2026
June 20, 2024
1 min read

Solitary Angels: Unleashing the Power Within



TLDR:

  • Adir Shiffman v Sleeping Duck lawsuit sheds light on tactics of lone wolf angels
  • Investors and startup founders should formalize agreements to avoid disputes

The Adir Shiffman v Sleeping Duck lawsuit provides valuable insights into the world of “lone wolf angels” in the startup investing industry. Shiffman’s case highlighted the importance of formalizing agreements to prevent disputes between investors and founders. Despite losing the lawsuit, Shiffman remains committed to his investment style.

The lawsuit revealed that Shiffman, as a lone wolf angel, secured a 5% stake in Sleeping Duck with aggressive deal terms, including a say in the company’s operations. Despite a $100,000 initial investment, Shiffman received significant payouts and currently owns 9.4% of the company. This case underscores the need for transparency and clarity in early-stage investment deals.

Overall, the Adir Shiffman v Sleeping Duck lawsuit serves as a cautionary tale for investors and founders to ensure that their agreements are legally binding and explicitly defined to prevent potential conflicts in the future.


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