How Clip.co (Smart Nonsense) got its first 100 users
Henry and Dylan's first client acquisition was pure hustle: they saw Sam Parr and Shaan Puri of the "My First Million" podcast posting on Twitter asking if they should do video. Henry and Dylan DM'd offering to do it for free and claimed they'd "literally be there tomorrow" — then bought plane tickets and showed up. That landed their first agency client and gave them one month of runway. Their broader early strategy was what they called "squatter marketing" — they would pick a high-profile target (e.g., the All-In Podcast, Ali Abdal, Naval, Will Smith) and produce free videos for them without being hired. The first video would wake the target up, the second would intrigue them, and by the third the target would ask "how do we work with you?" In Jason Calacanis's case, he tweeted something like "I don't know what you want but you're hired." Because these big names would share the free videos, the broader market assumed Henry and Dylan were already their official agency — driving inbound from those networks. This squatter approach came at a cost: they ran out of money and Henry put $40,000 on his personal credit card, operating in debt for months. Their mindset was that worst case they'd just need to earn 20% more to cover the interest, and they kept pitching until they closed enough clients to pay it off.