Derek Skaletsky – Medium

Derek Skaletsky

Derek Skaletsky

SF Chronicle, Unicorns, and the SVB implosion

This post was written the weekend of the Silicon Valley Bank collapse. It was a crazy weekend of fear, speculation, conspiracy theorizing…

14 min readOct 6, 2023

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SF Chronicle, Unicorns, and the SVB implosion

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Derek Skaletsky
in
Product Coalition

The “All My Shit’s in There” (AMSIT) Factor — a SaaS product theory

Stickiness. There perhaps isn’t a more precious gem to the SaaS business model than the concept of Stickiness.

12 min readJul 1, 2020

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The “All My Shit’s in There” (AMSIT) Factor — a SaaS product theory

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Derek Skaletsky

Track and communicate your product data schema in Notion

Publish your product data schema to your entire team with this Notion template

7 min readMay 1, 2020

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Track and communicate your product data schema in Notion

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Derek Skaletsky

My thoughts on “Playbooks” (and why they suck for PLG companies)

I recently had a conversation with a top CS leader who was struggling to build and get their “Playbooks” to work.

7 min readMar 31, 2020

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sample visual of a customer success playbook

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Derek Skaletsky

Planning the Capacity of your CSM Team

Anyone building a Customer Success operation needs to be able to quantify those plans with a strong capacity planning exercise.

8 min readDec 13, 2019

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Planning the Capacity of your CSM Team

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Derek Skaletsky

Why it’s time to Start Talking about a Product Engagement Stack

For a while now, we in the SaaS world have been talking about our “stacks” — most commonly our “Marketing” or our “Sales stack”.

7 min readSep 4, 2018

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Why it’s time to Start Talking about a Product Engagement Stack

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Derek Skaletsky
in
Product Coalition

The right way to make your product data useful (hint: give it context)

If you are reading this, I’m assuming that you are doing a good job tracking your product usage data. How users are interacting with your…

6 min readMay 24, 2018

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The right way to make your product data useful (hint: give it context)

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Derek Skaletsky

Building for yourself

As a young entrepreneur, one common piece of advice you hear is to “build a product that solves a problem you have yourself.” Scratch your…

3 min readApr 16, 2018

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Building for yourself

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Derek Skaletsky

Why Bernie Sanders Won My Vote — a Long Time Ago

Since this race has started, friends and family have asked me why I will be voting for Bernie Sanders. So…I decided to lay out my reasons…

23 min readMar 19, 2016

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Why Bernie Sanders Won My Vote — a Long Time Ago

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Derek Skaletsky

Building walls vs building bridges

It’s easy to build walls. Any average, unskilled person can build a wall. All that is required is stacking objects on top of each other, in…

3 min readMar 16, 2016

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Building walls vs building bridges

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Derek Skaletsky

Derek Skaletsky

Tech founder (mostly SaaS). Latest — Sherlock (sherlockscore.com); Boston expat; Hollywood escapee; hack photographer; dad (x2)

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