Kyle Hosick: From Agency Success to New York Fashion Week

Kyle Hosick spent 25 years building a successful agency business. Referral-only. No ads. No hype.

Then he did something most operators never do.
He stopped hiding his side projects and went all in on building a brand in public.

In this episode, Kyle breaks down the real path from agency stability to New York Fashion Week, and what actually changed when he removed fear and stopped playing defense.

We get into:

• Why “being more yourself” can be the ultimate growth strategy
• How Kyle uses a “25 right decisions in the right order” framework to build momentum
• When patience is a competitive advantage (and when speed still matters)
• How he views AI as leverage without turning everything into generic slop
• What it takes to get into retail, manufacture overseas, and prepare for celebrity seeding
• How a strong operator plus a strong distribution partner can sell out a cohort fast

This is not a pivot story.
It’s an expansion story about conviction, restraint, and stacking the right decisions in the right order.

The Arena
The Arena is a private Skool community for SaaS founders who are actively building and selling. I share real-time decisions, experiments, and assets as I use them while growing a bootstrapped SaaS.

No theory. No polish. Just execution.
Learn more at: https://www.skool.com/the-arena/

Chapters / Timestamps

00:00 Why Kyle feels “on a run”
02:00 The hidden cost of playing it safe as an agency owner
05:00 25 years of agency lessons that still matter
08:45 The fear of public failure and what changed
12:30 The Revenue Brand spark and acting fast
17:00 Patience as a competitive advantage
22:00 AI, leverage, and staying human
27:00 Building a premium brand without rushing sales
32:00 Manufacturing decisions and quality control
37:00 Retail traction and brand credibility
42:00 Getting invited to New York Fashion Week
47:00 Why most runs end early
52:00 Kyle’s billboard message to founders