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

The SaaS business model is a recurring business model. It is only successful if users continue to pay month-after-month, year-over-year. This means that any product delivered as a SaaS product must deliver…


Good product data is an essential part of any modern software company’s operation. It ain’t just for product analytics anymore. Marketing needs it to effectively target prospects and users. Sales needs it to understand which trial accounts are worthy of attention. Customer success needs it to help them identify issues…


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

My suggestion was — forget it. Playbooks suck. She was surprised at my take on this as the idea of Playbooks has been a pretty standard part of the…


I’m writing this post as a follow-up to David Apple’s great post — Nobody knows the ROI of their CSMs. Anyone in charge of building a CS department/team should read it (and follow David, in general).

I love that David confronted the misguided practice of trying to assign an ROI…


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

My personal favorite kind of stack

For some, this may sound like obnoxious Silicon Valley buzzword-play, but a stack is nothing but a collection of software…


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 product, what features they’re using, when they are using them, and how often. All that stuff.

I think at this point, most of us are…


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 own itch, they tell you.

And that advice is logical and pretty well reasoned. If you are solving a problem you have yourself, then you…


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 in a super long blog post that no one will read. Soooo…here goes:

I have been a huge fan of Bernie Sanders for ~10–15…


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 a row, as high as desired. The objects could be anything — stones, bricks, chain links, Rubix cubes — anything. Simply start stacking and…


As the famous Apple Think Different campaign said:

“Here’s to the crazy ones. The misfits. The rebels. The troublemakers. The round pegs in a square hole. The ones who see things differently.”

I’d like to add to this list — The Unemployable Ones.

This post was triggered by the…

Derek Skaletsky

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

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