How (Not) to Founder
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7 things you should know about a potential co-founder
I was fortunate teaming up with my first co-founder. Here are seven areas (with actual questions to ask) I would dig into before teaming up with a…
Apr 16
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Tim Milazzo
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How (Not) to Founder
7 things you should know about a potential co-founder
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March 2025
How the tech do you build a roadmap in 2025?
Trends to watch, and a practical exercise for determining how to ship product efficiently in an AI world
Mar 19
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Tim Milazzo
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How (Not) to Founder
How the tech do you build a roadmap in 2025?
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February 2025
Beyond the Scorecard: The Story You Own Shapes Your Leadership
My wife and I have four young kids at home, so I get to see a broad range of human behaviors and emotions every day.
Feb 24
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Tim Milazzo
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Beyond the Scorecard: The Story You Own Shapes Your Leadership
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If Referrals are Gold, Then Partnerships are Fool's Gold for Early Stage Startups
I recently mentioned that attempting partnerships was one of the 7 tactics I employed to avoid real sales effort while building my proptech startup, and…
Feb 6
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Tim Milazzo
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If Referrals are Gold, Then Partnerships are Fool's Gold for Early Stage Startups
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January 2025
Why Good Strategy Takes Time to Measure—On the Court and in Business
This past Fall, my wife and I coached our children in youth sports. That and lasagna taught me a valuable leadership lesson.
Jan 16
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Tim Milazzo
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Why Good Strategy Takes Time to Measure—On the Court and in Business
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7 ways I avoided founder-led sales, and which ones (didn't) work
It was a big warehouse in Brooklyn with hundreds of startup booths inside. I ran into one of my own angel investors. What he told me next stuck with me.
Jan 14
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Tim Milazzo
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7 ways I avoided founder-led sales, and which ones (didn't) work
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December 2024
What would you do if you knew you had 3000 weeks left to live?
How I'm learning to prioritize time and projects with my mortality in mind.
Dec 30, 2024
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Tim Milazzo
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How (Not) to Founder
What would you do if you knew you had 3000 weeks left to live?
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How (not) to grow your startup: optimize the wrong thing
Focusing on what you like to do instead of attacking your growth bottleneck can distract you to death
Dec 16, 2024
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Tim Milazzo
1
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How (not) to grow your startup: optimize the wrong thing
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November 2024
How (not) to find your marketing groove
Shouting about features doesn't help your message resonate with users.
Nov 29, 2024
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Tim Milazzo
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How (not) to find your marketing groove
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How (Not) to Launch a Startup
Coverage vs Crushies
Nov 11, 2024
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Tim Milazzo
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How (Not) to Launch a Startup
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September 2024
No One Will See the Founder’s Full Vision, and That’s OK
It was a 20-minute time slot with a strict cutoff to move to the next investor speed meeting.
Sep 27, 2024
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Tim Milazzo
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How (Not) to Founder
No One Will See the Founder’s Full Vision, and That’s OK
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How (not) to Win as a Founder: Holding Bad Expectations
Holding bad expectations hurts you... a lot more than what happens to you from the outside
Sep 9, 2024
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Tim Milazzo
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How (Not) to Founder
How (not) to Win as a Founder: Holding Bad Expectations
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