Matt Wensing
@mattwensing.bsky.social
Working @ Customer.io. Started two startups previously. I’ve been called relentless.
Reposted by Matt Wensing
there's a buffer zone of 'good faith' that delays negative feedback for a while
never assume that you must be doing the right thing because the other shoe hasn't dropped
"but no one is complaining so far..." is very dangerous rationalisation
never assume that you must be doing the right thing because the other shoe hasn't dropped
"but no one is complaining so far..." is very dangerous rationalisation
March 23, 2025 at 10:24 AM
there's a buffer zone of 'good faith' that delays negative feedback for a while
never assume that you must be doing the right thing because the other shoe hasn't dropped
"but no one is complaining so far..." is very dangerous rationalisation
never assume that you must be doing the right thing because the other shoe hasn't dropped
"but no one is complaining so far..." is very dangerous rationalisation
Reposted by Matt Wensing
one thing i keep thinking about is how there is simply no way to design a constitutional system that can resist authoritarian incursion if participants in that system do not actually care that much
March 12, 2025 at 2:50 PM
one thing i keep thinking about is how there is simply no way to design a constitutional system that can resist authoritarian incursion if participants in that system do not actually care that much
No data hunch: one driver of longevity is keeping a peak life experience ahead of you in your mind's eye. My current: the day we get to welcome all of our college-age kids back to our empty nest for an amazing Christmas. This will be December 2029.
March 7, 2025 at 4:59 PM
No data hunch: one driver of longevity is keeping a peak life experience ahead of you in your mind's eye. My current: the day we get to welcome all of our college-age kids back to our empty nest for an amazing Christmas. This will be December 2029.
Our President is relaying Russia’s threats to the American people from the Oval Office.
This is fine.
This is fine.
March 1, 2025 at 5:28 PM
Our President is relaying Russia’s threats to the American people from the Oval Office.
This is fine.
This is fine.
Reposted by Matt Wensing
El Capitan displays a massive American flag upside down—the traditional signal of distress or extreme emergency.
February 23, 2025 at 6:01 PM
El Capitan displays a massive American flag upside down—the traditional signal of distress or extreme emergency.
When it comes to the war between Ukraine and Russia, let’s say you could not trust your own eyes—how does an American choose to trust the testimony and witness of Vladimir Putin over Volodymyr Zelenskyy?
February 20, 2025 at 2:28 PM
When it comes to the war between Ukraine and Russia, let’s say you could not trust your own eyes—how does an American choose to trust the testimony and witness of Vladimir Putin over Volodymyr Zelenskyy?
It’s hard to reconcile these facts:
I just spent 4 days skiing with 2 of our kids and it was one of the best experiences we’ll ever have together.
This trip was spontaneous; ergo, it almost didn’t happen at all.
How could I have almost missed out on something so amazing?
It’s all so fragile.
I just spent 4 days skiing with 2 of our kids and it was one of the best experiences we’ll ever have together.
This trip was spontaneous; ergo, it almost didn’t happen at all.
How could I have almost missed out on something so amazing?
It’s all so fragile.
February 20, 2025 at 4:30 AM
It’s hard to reconcile these facts:
I just spent 4 days skiing with 2 of our kids and it was one of the best experiences we’ll ever have together.
This trip was spontaneous; ergo, it almost didn’t happen at all.
How could I have almost missed out on something so amazing?
It’s all so fragile.
I just spent 4 days skiing with 2 of our kids and it was one of the best experiences we’ll ever have together.
This trip was spontaneous; ergo, it almost didn’t happen at all.
How could I have almost missed out on something so amazing?
It’s all so fragile.
Just concluded that my Twitter feed was toxic for my health.
Maybe this is where I can come to connect with people instead?
*deep breath* *exhale*
Hello.
Maybe this is where I can come to connect with people instead?
*deep breath* *exhale*
Hello.
February 20, 2025 at 3:53 AM
Just concluded that my Twitter feed was toxic for my health.
Maybe this is where I can come to connect with people instead?
*deep breath* *exhale*
Hello.
Maybe this is where I can come to connect with people instead?
*deep breath* *exhale*
Hello.
An elegant demonstration of regression to the mean:
My year in chess.
My year in chess.
December 29, 2024 at 6:57 PM
An elegant demonstration of regression to the mean:
My year in chess.
My year in chess.
Reposted by Matt Wensing
This is still one of my favorite poems in the entire world
December 20, 2024 at 9:09 PM
This is still one of my favorite poems in the entire world
Reposted by Matt Wensing
Hey all! Giving Bluesky another try after listening to @tracyosborn.com and @robwalling.com on Startups for the Rest of Us.
A quick intro: I'm a developer and entrepreneur, finally finding some sort of product market fit (after many duds) with QuillTherapyNotes.com, which I founded with my wife!
A quick intro: I'm a developer and entrepreneur, finally finding some sort of product market fit (after many duds) with QuillTherapyNotes.com, which I founded with my wife!
December 17, 2024 at 9:23 PM
Hey all! Giving Bluesky another try after listening to @tracyosborn.com and @robwalling.com on Startups for the Rest of Us.
A quick intro: I'm a developer and entrepreneur, finally finding some sort of product market fit (after many duds) with QuillTherapyNotes.com, which I founded with my wife!
A quick intro: I'm a developer and entrepreneur, finally finding some sort of product market fit (after many duds) with QuillTherapyNotes.com, which I founded with my wife!
Reposted by Matt Wensing
I wrote a blog post titled "What's happening with founders over 40?" that ended up on Hacker News.
I got a lot of comments and reactions to the piece, so I thought I'd respond to those in this podcast:
justin.transistor.fm/episodes/too...
Here's a little video sample:
I got a lot of comments and reactions to the piece, so I thought I'd respond to those in this podcast:
justin.transistor.fm/episodes/too...
Here's a little video sample:
December 18, 2024 at 3:19 AM
I wrote a blog post titled "What's happening with founders over 40?" that ended up on Hacker News.
I got a lot of comments and reactions to the piece, so I thought I'd respond to those in this podcast:
justin.transistor.fm/episodes/too...
Here's a little video sample:
I got a lot of comments and reactions to the piece, so I thought I'd respond to those in this podcast:
justin.transistor.fm/episodes/too...
Here's a little video sample:
How to close an enterprise deal:
Bring in some new tech
Quickly discover who loves it
*Find out who doesn’t like it
*Figure out who isn’t saying they don’t like it
*Eventually learn why the CXO doesn’t like it
*Get them all to like it
Success
Most people skip the * and fail.
Bring in some new tech
Quickly discover who loves it
*Find out who doesn’t like it
*Figure out who isn’t saying they don’t like it
*Eventually learn why the CXO doesn’t like it
*Get them all to like it
Success
Most people skip the * and fail.
December 16, 2024 at 4:46 PM
How to close an enterprise deal:
Bring in some new tech
Quickly discover who loves it
*Find out who doesn’t like it
*Figure out who isn’t saying they don’t like it
*Eventually learn why the CXO doesn’t like it
*Get them all to like it
Success
Most people skip the * and fail.
Bring in some new tech
Quickly discover who loves it
*Find out who doesn’t like it
*Figure out who isn’t saying they don’t like it
*Eventually learn why the CXO doesn’t like it
*Get them all to like it
Success
Most people skip the * and fail.
Reposted by Matt Wensing
Also, we're now starting to see founders 40+ retire from their SaaS business.
Just shows you can't grind forever.
Gotta shift into a different gear.
justinjackson.ca/over-40
Just shows you can't grind forever.
Gotta shift into a different gear.
justinjackson.ca/over-40
What's happening with founders over 40
Building a company in your 40s hits different. Older bootstrapped SaaS founders are evaluating their energy, and reevaluating their priorities.
justinjackson.ca
December 15, 2024 at 12:35 AM
Also, we're now starting to see founders 40+ retire from their SaaS business.
Just shows you can't grind forever.
Gotta shift into a different gear.
justinjackson.ca/over-40
Just shows you can't grind forever.
Gotta shift into a different gear.
justinjackson.ca/over-40
Reposted by Matt Wensing
This is actually a very appealing opportunity for the right buyer. I didn't actually know Matt shuttered Summit. It's been one of the most interesting apps I've ever seen. "Years of ideas" is a wild understatement.
Feels unlikely with 78 followers on here, but ...
We are fielding offers from anyone that might be interested in buying Summit as tech ($0 MRR).
A very well-featured low-code platform with 5 years of ideas baked in.
If you or someone you know might be interested, holler.
We are fielding offers from anyone that might be interested in buying Summit as tech ($0 MRR).
A very well-featured low-code platform with 5 years of ideas baked in.
If you or someone you know might be interested, holler.
December 9, 2024 at 4:45 PM
This is actually a very appealing opportunity for the right buyer. I didn't actually know Matt shuttered Summit. It's been one of the most interesting apps I've ever seen. "Years of ideas" is a wild understatement.
Reposted by Matt Wensing
I binged "Out of Beta" in the winter over a week or two while I was working on my house. Really enjoyed listening to @petersuhm.com and @mattwensing.bsky.social tell about their product journeys... the final episode is (another) honest bit of story telling about the realities of starting a startup.
December 8, 2024 at 1:31 PM
I binged "Out of Beta" in the winter over a week or two while I was working on my house. Really enjoyed listening to @petersuhm.com and @mattwensing.bsky.social tell about their product journeys... the final episode is (another) honest bit of story telling about the realities of starting a startup.
Feels unlikely with 78 followers on here, but ...
We are fielding offers from anyone that might be interested in buying Summit as tech ($0 MRR).
A very well-featured low-code platform with 5 years of ideas baked in.
If you or someone you know might be interested, holler.
We are fielding offers from anyone that might be interested in buying Summit as tech ($0 MRR).
A very well-featured low-code platform with 5 years of ideas baked in.
If you or someone you know might be interested, holler.
December 6, 2024 at 11:04 PM
Feels unlikely with 78 followers on here, but ...
We are fielding offers from anyone that might be interested in buying Summit as tech ($0 MRR).
A very well-featured low-code platform with 5 years of ideas baked in.
If you or someone you know might be interested, holler.
We are fielding offers from anyone that might be interested in buying Summit as tech ($0 MRR).
A very well-featured low-code platform with 5 years of ideas baked in.
If you or someone you know might be interested, holler.
Very surprising, but true: I've learned more in the last 3 days at Customer.io than I did in the last 30 days of running my own startup.
When all else fails, one guiding light to follow: am I learning, am I growing, and if not, where can I go to keep learning and growing?
When all else fails, one guiding light to follow: am I learning, am I growing, and if not, where can I go to keep learning and growing?
December 5, 2024 at 7:39 PM
Very surprising, but true: I've learned more in the last 3 days at Customer.io than I did in the last 30 days of running my own startup.
When all else fails, one guiding light to follow: am I learning, am I growing, and if not, where can I go to keep learning and growing?
When all else fails, one guiding light to follow: am I learning, am I growing, and if not, where can I go to keep learning and growing?
Reposted by Matt Wensing
Shout out to @justinjackson.ca for keeping the Out of Beta feed alive, so Matt and I could record this final_final.pdf episode!
outofbeta.fm/episodes/eme...
outofbeta.fm/episodes/eme...
Out of Beta | Emergency podcast: Matt's news
Tap, tap. Is this thing still working? Matt has some news to share with the listeners.
outofbeta.fm
December 4, 2024 at 11:14 AM
Shout out to @justinjackson.ca for keeping the Out of Beta feed alive, so Matt and I could record this final_final.pdf episode!
outofbeta.fm/episodes/eme...
outofbeta.fm/episodes/eme...
Writing my first bleat.
There will be more, maybe.
Still pretty addicted to the other place.
There will be more, maybe.
Still pretty addicted to the other place.
November 20, 2024 at 6:52 PM
Writing my first bleat.
There will be more, maybe.
Still pretty addicted to the other place.
There will be more, maybe.
Still pretty addicted to the other place.