Simon Says

Why Most Charities Fail – And What to Do Instead


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In this episode of Simon Says, Simon Squibb speaks with:

  • Alex Montgomery (@generation.soil) — growing Generation Soil, aiming to get everyone obsessed with soil and normalize composting. Should he stay a CIC or switch to Ltd to scale?

  • Rohan Dayal (@rohan31d) — building a global bookkeeping platform. How can he win UK SME clients and convert demos into paying contracts?

  • Eilish Clarke (@cbt_by_ec) — a CBT therapist and nurse designing pre/post-natal mental health support. How do you market a service people don’t know they need until it’s too late?

  • Chloe Moss — says she has no dream. In Simon’s 2-minute challenge, we uncover her true mission live.

  • Caleb Cottam (@CertifiedRubbish) — tackling the UK fly-tipping crisis with Certified Rubbish. How to onboard users en masse without burning cash on ads?

  • Snow (@snowapares) — aspiring to build the #1 global wellness platform for travelers. What’s the smartest path to land a first hotel or airline pilot?

  • Ryan Loy (@_ryanloy) — launching a videography studio for trades, targeting £10k/month. What’s his fastest route to two paying clients in 30 days?

  • Ben Fifield (@benvironmentalist) — innovating pizza packaging to replace single-use plastics. How to convince EU manufacturers to test and supply at scale?



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Simon SaysBy Simon Squibb

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