
Tim Milazzo
Revenue ops & product marketing consultant; ex-StackSource CEO
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Testing the waters — ugly bottles
October 1, 2023First-person writeup of the Ugly Beer pilot: problem framing (regional glass recycling limits), MVP decision to brew root beer, pilot sales results, unit economics, and learnings for scaling a bottle‑reuse idea.
Introducing StackSource
August 1, 2016Overview of the StackSource platform at launch, explaining product goals: streamlining loan prep materials and connecting borrowers with lenders via a modern online platform.
How (Not) to Launch a Startup
November 1, 2024Lessons on focus and product-market fit: choosing a narrow, crush-worthy problem rather than broad coverage to unlock sustainable growth.
How (not) to find your marketing groove
November 1, 2024Practical advice on shifting from feature-focused messaging to benefit-driven marketing and collecting objective feedback from users.
7 ways I avoided founder-led sales, and which ones (didn't) work
January 1, 2025First-person reflection on founder-led sales, common avoidance tactics, and steps founders can take to get back into the sales seat.
7 things you should know about a potential co-founder
April 1, 2025A practical framework and specific questions to evaluate fit, capabilities, and alignment when deciding on a co-founder or business partner.
Beyond the Scorecard: The Story You Own Shapes Your Leadership
February 1, 2025On ownership, personal responsibility, and how leaders should focus on internal benchmarks rather than external excuses.
The Skip Button Is a Trap
November 1, 2025An essay warning against shortcuts and the impulse to 'skip' hard work—argues for embracing difficulty and bounded downside experiments.
Princess Ride or Die
September 1, 2025A personal narrative about balancing family priorities with startup life and the value of small, meaningful choices during the grind.