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1 resource from Wing Venture Capital we point founders to, and the questions each answers.

✍️ Essay
✓ Link checked Free Intermediate

Why we picked it This essay gives you a clean, three-part test for a timing bet: is the enabling technology actually ready, has customer behavior actually shifted, and do the unit economics actually work now (not on a projection). It is the difference between a tailwind that is already blowing and one you are hoping will start. Use it to pressure-test your own "why now" before you write it into a deck.

Startups and Timing: On the "Why Now" for New Businesses

From Wing Venture Capital by Tanay Jaipuria ~10 min read

  • Break "why now" into three checkable conditions: technology readiness, customer behavior, and economic viability, and be honest about which are real versus assumed.
  • Ideas that failed before (Webvan, Kozmo) often were not bad ideas, just early. Study why the earlier attempt died and whether that specific blocker has actually cleared.
  • A real tailwind shows up as present-tense evidence you can point to, not a future event you are counting on happening on schedule.
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