VC lesson: best investments pivoted after years of struggle, luck matters

Investor dunkhippo33 reflects that his best investments struggled for years before pivoting—Rupa Health shifted from a chronic illness community to a lab-ordering interface for doctors and grew within weeks—while cautioning that hitting product-market pull involves substantial luck.

2026-10-28 ~ 2026-10-28 · 3 related posts

• VC Reflection: Best Investments Flailed for Years Before Pivoting — dunkhippo33 · 2026-10-28
• Rupa Health flailed for two years, then pivoted to lab-test ordering and growth exploded — dunkhippo33 · 2026-10-28
• "You can't force people to buy": on what market pull actually looks like — dunkhippo33 · 2026-10-28