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Why 25 Is the Most Dangerous Age for Your Dreams

Why 25 Is the Most Dangerous Age for Your Dreams

Update: 2025-09-23
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In this episode of Simon Says, Simon Squibb helps four callers turn raw intent into real plans — from wildlife photography to wellness retreats.

  • Hiran , @hiranmano— NYC technologist with a wildlife-photography dream. We scrap the “non-profit” label, set a $4,000/month client target in 6 months, and map revenue paths: paid shoots (zoos/NGOs/brands), print sales, a photo book, and gear sponsorships.

  • Philip Gidding — Electrician launching a pie-and-mash shop with a pay-it-forward model. We design a zero-budget launch: niche first (serve trades), film taste-test reactions at wholesalers, partner for in-store sampling, and use content to drive preorders.

  • Allegra Melloul, @a1legra — Paris-based creative torn between film, teaching, and service. We focus the mission: make the Divine Comedy film trilogy in Italy, fund impact work (orphans) via profit, and keep a small content-services roster for runway.

  • Janine Hanlon,  @janinehanlonlivingwell — Building affordable women’s wellness retreats. We kill limiting beliefs, expand beyond IG to TikTok/YouTube, and execute a revenue-share weekend pilot with an existing venue, then use profits to underwrite free places.

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Why 25 Is the Most Dangerous Age for Your Dreams

Why 25 Is the Most Dangerous Age for Your Dreams

Simon Squibb