Freelance to Founder How We Got Our Very First Clients
Nov 5, 2025
In this discussion, AJ Cassata, the founder of Revenue Boost, shares his journey in helping B2B businesses with cold outreach. He recounts how he landed his first client by engaging directly with a bagel shop owner. AJ emphasizes leveraging your existing network for quick connections and suggests offering low-cost or free services to build your portfolio. With practical advice on outreach strategies, he reminds listeners that successful freelancing is often a numbers game, where the first client leads to more opportunities.
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First Client Came From A Casual Conversation
- AJ Cassata landed his first client, a bagel shop, by talking to the owner while ordering breakfast and offering website services.
- He charged $800 and treated it as portfolio-building and validation.
Start With Your Warm Network
- Tap your warm network first: tell friends, family, and colleagues you're starting and ask for referrals or introductions.
- Emphasize doing great work at a fair price to build a portfolio and trust quickly.
School Work Led To Early Client
- Preston's very first client traced back to high school yearbook work leading to a logo gig through a teacher's connection.
- He used that early experience as a stepping stone toward serious freelance outreach later.