Anthony Castrio is the founder and CEO of Indie Worldwide, a private community of bootstrapped founders. In this interview he shares his revenue, how he attracted new members in the early days using a challenge, tips for organising a good event and goes deep on the challenges with being an entrepreneur.- Learn how people build community businesses - https://beginnermaps.com/- Join Indie Worldwide community - https://indieworldwide.com/- Join the 100 in 100 challenge - https://100in100.co/- Anthony on X/Twitter - / anthonycastrio This episode is made possible by Curated Connections - a tool we created to spark more conversations in private communities through 1-on-1 networking programs. Learn more here - https://curatedconnections.io/Chapters:0:00 Introduction01:59 Discussing community Revenue02:46 $7k in one month04:14 Challenges in Growing a Community05:03Strategies for Attracting New Members06:47 Word-of-mouth 11:10 Organising masterminds15:08 On hosting a good event20:11 100 in 100 Challenge23:13 Origins of the Community23:45 The Freelancing Journey24:29 Building Relationships and Communities26:12 Organising community Challenge29:58 Starting with 500 followers34:44 Personal discipline stuff37:08 The Freelancing vs Full-Time Dilemma41:59 Relationships vs Audiences