Stay SaaSy

Riding Technology Waves

Technology businesses are heavily influenced by waves of technology change, like the rise of the internet or AI.

Jun 23 • Stay SaaSy

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Don't Stack Weaknesses

Org charts with stacked weaknesses end in disrepair.

Jun 17 • Stay SaaSy

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What It's Like To IPO

What It’s Like to IPO

Jun 5 • Stay SaaSy

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April 2026

High Amplitude Disagreeableness

True startup people are one of the most important advantages that many tech companies have.

Apr 16 • Stay SaaSy

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March 2026

January 2026

The Most Important Teams in Tech

The most important teams in a B2B software company are engineering and sales.

Jan 16 • Stay SaaSy

23

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December 2025

2025: Another SaaSy Year In Review

It Was A Very Weird Year

Dec 31, 2025 • Stay SaaSy

15

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Advice For Individual Contributors

A concise list of advice.

Dec 22, 2025 • Stay SaaSy

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9

The Compensation Commandments

Compensation is difficult – check out these rules on how to design compensation for your team.

Dec 17, 2025 • Stay SaaSy

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November 2025

Own A Graph

Show me the axes!!!!

Nov 28, 2025 • Stay SaaSy

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The Two Jobs of a CPO

One of the hardest things I’ve found about being a Head of Product / Chief Product Officer is that you really have two jobs:

Nov 13, 2025 • Stay SaaSy

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