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 Introduction 01:59 Discussing community Revenue 02:46 $7k in one month 04:14 Challenges in Growing a Community 05:03Strategies for Attracting New Members 06:47 Word-of-mouth 11:10 Organising masterminds 15:08 On hosting a good event 20:11 100 in 100 Challenge 23:13 Origins of the Community 23:45 The Freelancing Journey 24:29 Building Relationships and Communities 26:12 Organising community Challenge 29:58 Starting with 500 followers 34:44 Personal discipline stuff 37:08 The Freelancing vs Full-Time Dilemma 41:59 Relationships vs Audiences