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Matt Wensing

@mattwensing.bsky.social

Working @ Customer.io. Started two startups previously. I’ve been called relentless.

272 Followers  |  15 Following  |  38 Posts  |  Joined: 20.11.2024  |  2.0684

Latest posts by mattwensing.bsky.social on Bluesky

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

23.03.2025 10:24 — 👍 31    🔁 3    💬 1    📌 0

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

12.03.2025 14:50 — 👍 68271    🔁 9694    💬 1188    📌 901

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.

07.03.2025 16:59 — 👍 1    🔁 0    💬 0    📌 0

Our President is relaying Russia’s threats to the American people from the Oval Office.

This is fine.

01.03.2025 17:28 — 👍 2    🔁 0    💬 2    📌 0
Post image

El Capitan displays a massive American flag upside down—the traditional signal of distress or extreme emergency.

23.02.2025 18:01 — 👍 96865    🔁 21186    💬 1023    📌 944

Avoiding the news is all upside lately.

It sucks that it’s not just “news” for so many.

But I also have no idea how to stop it.

20.02.2025 23:32 — 👍 1    🔁 0    💬 1    📌 0

Not this year! I’m living in the scale-up world now at Customer.io.

But it’d be great to reconnect with my friends again soon.

20.02.2025 23:29 — 👍 0    🔁 0    💬 0    📌 0

The constant feeling that my country has descended into a very dark state.

20.02.2025 23:28 — 👍 1    🔁 0    💬 1    📌 0

Somewhere out there is a Russian propagandist that realized that a majority of Americans would be willing to overlook anything for the sake of creating efficiency.

20.02.2025 14:46 — 👍 0    🔁 0    💬 0    📌 0

Putin’s philosophy and goals are so contrary to American values that any alignment at all should be a signal that something is off. Let alone the active support and evangelism of his views.

Again, very alarming.

20.02.2025 14:41 — 👍 2    🔁 1    💬 1    📌 0

Putin is an ex-KGB, current dictator that is known to have murdered his rivals and has held many false elections to maintain power. Why does his point of view carry any weight with an American citizen? Let alone our President?

It’s very troubling.

20.02.2025 14:35 — 👍 1    🔁 0    💬 1    📌 0

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?

20.02.2025 14:28 — 👍 4    🔁 0    💬 3    📌 0

To clarify, I don’t mean best as in most luxurious or easy.

I mean best in the number of core memories made per day sense.

The “remember when … ?” in 30 years test.

We are just surfing chaos; sometimes the waves converge and the timeline smiles at us.

20.02.2025 05:16 — 👍 3    🔁 0    💬 0    📌 0

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.

20.02.2025 04:30 — 👍 12    🔁 0    💬 2    📌 0

Everyone eventually. Amazing.

But the real tragedy was Iomega beating the larger and faster Jazz drive.

20.02.2025 04:07 — 👍 1    🔁 0    💬 0    📌 0

Deleted the X app from my phone. Will still use the website no doubt. But still. Progress.

Sharing with my new accountabilibuddies.

20.02.2025 04:04 — 👍 0    🔁 0    💬 0    📌 0

Well said! And I’ll take more peaceful to start. :)

20.02.2025 03:58 — 👍 2    🔁 0    💬 0    📌 0

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.

20.02.2025 03:53 — 👍 49    🔁 1    💬 16    📌 0
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An elegant demonstration of regression to the mean:

My year in chess.

29.12.2024 18:57 — 👍 2    🔁 0    💬 0    📌 0
The Tiger by Nael, age 6
From They're Singing a Song in Their Rocket
The tiger
He destroyed his cage
Yes
YES
The tiger is out

The Tiger by Nael, age 6 From They're Singing a Song in Their Rocket The tiger He destroyed his cage Yes YES The tiger is out

This is still one of my favorite poems in the entire world

20.12.2024 21:09 — 👍 3998    🔁 465    💬 55    📌 19

Tom Brady won his last Super Bowl for different reasons than his first.

19.12.2024 20:21 — 👍 0    🔁 0    💬 1    📌 0

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!

17.12.2024 21:23 — 👍 5    🔁 1    💬 1    📌 0
Video thumbnail

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:

18.12.2024 03:19 — 👍 30    🔁 4    💬 8    📌 1

He doesn’t take no for an answer.

But also no one wants to say no to him.

18.12.2024 00:56 — 👍 0    🔁 0    💬 1    📌 0

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.

16.12.2024 16:46 — 👍 2    🔁 0    💬 2    📌 0

The stated 500 miles is merely a unit of affection, and an absurdly large one at that. The singer is simply saying that he would go as many affection units as it takes, because her whereabouts are unknown. He could have started with 1,000 but that might be more than necessary. Economical love.

16.12.2024 14:12 — 👍 2    🔁 0    💬 0    📌 0

Pretty common for hysteria to get wrapped around real facts and observations.

Remember COVID?

16.12.2024 14:08 — 👍 2    🔁 0    💬 0    📌 0
Preview
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.

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

15.12.2024 00:35 — 👍 11    🔁 1    💬 5    📌 0

Ambition just as high, it just doesn’t have to by *my* company.

15.12.2024 17:03 — 👍 1    🔁 0    💬 0    📌 0

Correct! The value of this tech is a function of the buyer's own business model, not ours.

10.12.2024 14:59 — 👍 1    🔁 0    💬 0    📌 0

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