Article

How to Hire Your First Startup Leadership Team

Bain Capital Ventures · baincapitalventures.com Free Intermediate

Focuses specifically on the leadership-layer question - when to move from doer-hires to function-owning leaders - which is a distinct and later decision from the first five hires.

  • Leadership hires are a later-stage decision, distinct from the first operational hires.
  • Look for leaders who can build a function, not just execute within one.
  • Timing a leadership hire too early wastes equity; too late causes execution gaps.

It answers 2 questions

  1. When do I need to hire an operations or supply chain person instead of doing it myself?
  2. When should I hire a CEO or president to run the company so I can step back or focus on product?

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  2. A broader end-to-end reference guide - useful as the 'everything in one place' resource once you've absorbed the more specific... cobloom.com Article The Ultimate Startup Hiring Guide: How to Build A Winning Team Cobloom
  3. An executive-search firm's read on the specific, later-stage decision of bringing in outside CEO/president leadership for an... gladwininternational.com Article How to Hire a D2C CEO in India - Profitability Pivot & Omnichannel Playbook 2026 Gladwin International
  4. A VC-authored handbook that treats hiring alongside fundraising and team-building as one connected system - useful once you're... versionone.vc Article Startup Guide: Hiring, Fundraising, Building Teams Version One Ventures
  5. One of the most-read startup newsletters, with a deep, well-sourced piece specifically on early-team hiring - synthesises... lennysnewsletter.com Newsletter Hiring Your Early Team Lenny Rachitsky
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