2025: Another SaaSy Year In Review

It Was A Very Weird Year

It was an interesting year in the Stay SaaSy universe. We grew our community significantly on Substack and X and via email. We met some amazing people through this blog and we feel increasingly plugged into a truly special group of builders, managers, and leaders.

AI was the story this year and it often left little air in the room for other topics. At different parts of this year: management was declared dead, SaaS was declared dead, blogging was declared dead.

And yet here we are. All of these things are not dead, just changing.

We look forward to another exciting year of writing, tweeting, and engaging with the great Stay SaaSy community. We’re confident that blogging, management, and SaaS will still be here this time next year. But we believe they’ll likely be meaningfully different, and that things are only speeding up from here.

We’re excited to go on the next part of this ride with you.

Top Posts

• Advice For Individual Contributors

• Own A Graph

• Leveling Up Teams Fast And Slow

• No Pain, No Gain

• Your Manager Is Not Your Best Friend

• Tips For Better Interactions

• Delegating Complex Tasks

• This Is How You’re Eroding Your Accountability

Top Tweets

staysaasy@staysaasy

OpenAI is finally running the experiment "what if we paid 1/10th the people 10x the money" and I'll admit it does seem to be working

12:46 AM · Oct 8, 2025 · 373K Views

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29 Replies · 76 Reposts · 4.61K Likes

staysaasy@staysaasy

When I first joined my current company (been here for many years) the founders told me two things. The first said - we move really fast, which means you have to get things to a done state fast. Don’t leave open threads because you won’t be able to manage them once you move on

1:41 PM · Nov 2, 2025 · 285K Views

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37 Replies · 190 Reposts · 3.8K Likes

staysaasy@staysaasy

Wild how many people claim to be 10x more productive with AI tools and yet I haven’t heard a single person say that one of their coworkers has become 10x more productive.

2:05 AM · Jul 5, 2025 · 217K Views

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193 Replies · 136 Reposts · 3.16K Likes

staysaasy@staysaasy

> 2025: models plateau > 2026: companies stop paying for multiple foundational models > 2026: some company does big article about how they moved to open source model and saved tons of money without losing efficacy > 2027: blood in the streets

3:01 PM · Aug 16, 2025 · 137K Views

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44 Replies · 57 Reposts · 1.55K Likes

staysaasy@staysaasy

There's a person who joined Stripe at $250m ARR and rode it to $5b ARR and never faced adversity during the entire way. And I can barely describe how much softer they are than the person who did $5-100m at a startup and had to choke a mf to death for every dollar on the way.

2:59 PM · Nov 22, 2025 · 124K Views

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41 Replies · 33 Reposts · 1.43K Likes

Podcast

We did several episodes of a podcast this year!

Podcasting was a new format for us and certainly something we haven’t learned to be consistent at. We also used voice modulators to stay anonymous and we got feedback that for some people it was a bit too much.

If you enjoyed the podcast or have feedback - let us know! We’re going to try it a bit more this year, ideally with some software that gives us cooler voices.

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