E107 - It’s Never Been Easier to Make Money Online (Here’s How) | Hudson Leogrande

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Hudson Leogrande is the founder of Comfrt, a rapidly growing apparel brand that’s rethinking the way creators build businesses. In this episode, we unpack how he’s scaled a brand to seven figures while staying almost entirely behind the scenes, and why he believes most creators are missing the mark when it comes to monetisation.

Hudson shares hard-won lessons on building a product people actually want, crafting content that drives sales without being salesy, and the mindset shift from influencer to entrepreneur. A must-listen for anyone serious about turning creativity into real commerce.

00:00 Introduction
01:20 Kicking things off in NYC with viral hoodie success
04:40 Finding the right manufacturers and negotiating better terms
07:36 Using mentors and AI to scale smarter and faster
10:52 How AI automates content and creator approval
13:36 Purely White’s rise through Snapchat before pivoting to TikTok
16:45 How changes in algorithms nearly sank the business
19:17 What makes a good media buyer and how to track performance
22:26 Scripting influencer content and learning from audience behaviour
25:15 Street interviews and podcast clips as powerful ad formats
28:52 Getting copied by Gap and taking it as a compliment
32:11 Learning from global brands to prep for international expansion
36:10 Why Europe, UK, Canada and cold climates are next
39:34 What they look for in creators beyond follower count
42:05 Why talking on camera builds stronger consumer trust
47:09 TikTok Shops vs Meta for content and sales strategy
50:00 Testing blankets, tees, snack hoodies and what to avoid
53:25 Why top creators rarely leave to start their own brands
56:56 In-house hires over agencies and building a loyal team
60:00 What his day-to-day actually looks like as a founder
62:11 Scaling Nude while keeping focus on what’s working

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