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josh_carterPDX

753 karma · joined December 31, 2015

Serial Entrepreneur, Startup Mentor, Venture Capitalist
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josh_carterPDX··on ZuckOff is a free app that sees Meta glasses before they see you
If it works the way it says it does, I'd be happy to buy merch as a way to support the team behind this!
josh_carterPDX··on Meta workers can opt out of being tracked at work up to 30 min
I guess it would depend on the role.
josh_carterPDX··on Meta workers can opt out of being tracked at work up to 30 min
> Are you saying the people who have been working for Meta had no other options? That would be a ridiculous claim.

The point is that there have been many, many options and yet they chose to interview for Meta and take the offer.

Bold assumption.

josh_carterPDX··on Meta workers can opt out of being tracked at work up to 30 min
This is a tough one because I've been there. I have worked for orgs that don't align with my values, but when you're in there you aren't thinking that you are contributing to the absolutely horrible crap they're doing. You just keep telling yourself, "I just do this one little thing." And that's enough to convince yourself that it's ok. You're keeping your values and morals intact.

Saying that, I'm sure if more of them had options they'd jump in a heartbeat.

josh_carterPDX··on Poker Tournament for LLMs
Unlike chess or Go, where both players see the entire board, poker involves hidden information, your opponents’ hole cards. This makes it an incomplete-information game, which is far more complex mathematically. The AI must reason not only about what could happen, but also what might be hidden.

Even in 2-player No-Limit Hold’em, the number of possible game states is astronomically large — on the order of 10³¹ decision points. Because players can bet any amount (not just fixed options), this branching factor explodes far beyond games like chess.

Good poker requires bluffing and balancing ranges and deliberately playing suboptimally in the short term to stay unpredictable. This means an AI must learn probabilistic, non-deterministic strategies, not fixed rules. Plus, no facial cues or tells.

Humans adapt mid-game. If an AI never adjusts, a strong player could exploit it. If it does adapt, it risks being counter-exploited. Balancing this adaptivity is very difficult in uncertain environments.

josh_carterPDX··on So you're a manager now
I agree with most of this except the overcommunicating part. If you're setting the right expectations, overcommunicating may be mistaken for micromanaging.

Managers are judged by outcomes, not by contribution. Good leaders know how to shield their team from the chaos above while shielding the managers above from the challenges of managing many different personalities. They are a conduit for collaboration and inspiration.

Bad leaders are chaos agents and are the main drivers of attrition and should be rooted out quickly. They are a poison pill.

josh_carterPDX··on Airpass – Easily overcome WiFi time limits
This reminded me of an old app that would scan the MAC addresses of devices already connected to a paid WiFi network. You would then just change your MAC to one that already paid for the WiFi, and then reset it once you were done.
josh_carterPDX··on Working on databases from prison
This needs to be a model for other states to follow. Too often, incarcerated people are left with very few real options to have a viable career beyond some sort of physical trade like construction, hospitality, or food service. And while all of those career options are great, they do not often provide a real living wage.

Hopefully, we see more of this throughout the country!

josh_carterPDX··on In 2025, venture capital can't pretend everything is fine any more
While I agree with some of the statements made in the article, I don't think everything is doom and gloom. There is still a place for early-stage VC for founders looking to scale.

While I agree that AI is making it easier to launch things, there are so many other ancillary things that require human capital that AI still hasn't solved for, and I don't see that changing in the next 10-15 years. Call me a boomer, but there are a lot of companies that need to grow, and VC funding is a great solution for them.

I will say, however, seeing larger funds change to evergreen funds or even to a more PE model should make everyone pay attention. Adapt or die, right?

josh_carterPDX··on Canon EF and RF Lenses – All Autofocus Motors
I'm feeling a little bit of buyer's remorse for that same reason. I love my Canon, but having a closed loop lens system is not ideal and is insanely pricey. All of the "adapters" that allow you to use 3rd party lenses suck.
josh_carterPDX··on Show HN: Trolling SMS spammers with Ollama
This is great! I once set up a Twilio script that would call spam callers every five minutes and play "Macarena."
josh_carterPDX··on TikTok goes dark in the US
It'll be interesting to see how much the other social media platforms work to replicate the TikTok model if this ban ends up being permanent.
josh_carterPDX··on Cold Email Handbook
The moment I started reading, "Set up multiple domains" I felt like I needed to shower. Sleazy indeed.
josh_carterPDX··on Show HN: Quantus – LeetCode for Financial Modeling
Thank you for building something like this. Financial modeling can be daunting, but I think it's the most important tool for entrepreneurs to have in order to understand how best to run their business. Can't wait to spend some time playing with this tool!
josh_carterPDX··on Y Combinator often backs startups that duplicate other YC companies, data shows
We took our startup through Techstars in 2016. The next year they took a very similar company that ended up getting more funding and attention. We didn't understand it at first, but looking back it was definitely because they were the better team.

In the end, both teams failed to scale so it ended up being the wrong platform at the wrong time, but if one of them could have taken off then the bet they made would have paid off.

josh_carterPDX··on Google CEO says more than a quarter of the company's new code is created by AI
My first reaction to the title was, "That explains why things are broken." but this explanation makes so much sense. Thanks for clarifying.

But yeah, I wish the new version of Chrome worked better. ¯\_(ツ)_/¯

josh_carterPDX··on A Simple open-source Phone programmable with Arduino
These are all great comments here, but I am surprised no one is concerned about this being from Hong Kong. ¯\_(ツ)_/¯
josh_carterPDX··on Navy chiefs conspired to get themselves illegal warship Wi-Fi
Given how easy it is to deploy Starlink, I am actually surprised this is the first time this has been tried. Or perhaps this is the first time it came out publicly.
josh_carterPDX··on Navy chiefs conspired to get themselves illegal warship Wi-Fi
I joined the Navy in 94 (got out in 98). Reading these comments is giving me PTSD. I still had to mail letters and remember my calling card number to make calls when I got into port. That was the only way I could stay connected with home.

The fact that people serving in the military get ANY connection is blowing my mind right now. Especially given the operational tempo I am assuming they have to deal with day in and day out. I know for me every other day was a 21-hour day. Thinking about having internet while forward deployed just sounds exhausting.

josh_carterPDX··on Show HN: Skip – Build native iOS and Android apps from a single Swift codebase
I was just looking through everything and didn't see much when it came to scale. Having been the founder of a devtool platform in the past, one common question we had was what would happen to the platform if someone built the next Flappy Bird. Would we be able to keep up with the insanely fast growth?

Have you addressed that with Skip?

Looks incredible, btw. :)

josh_carterPDX··on Palantir’s accelerated security clearance plan for students
Security clearances should take a long time because the risk of information being leaked is so high. Not sure I'm aligned here with Palantir or Steve Blank that the process needs to be sped up. Sounds like a recipe for disaster given all of the leaks we've seen over the past decade or more.
josh_carterPDX··on Ask HN: Tell me your stories of taking lower paid work to be happier
My last role was Director of Ventures at a rising org out of Seattle. The work was rewarding and impactful, but as a non-profit I found myself spending less time working with founders and more time fundraising. It was very stressful as fundraising for a non-profit is neverending work.

I left for a manager role that saw me with a lower title, but never having to worry about fundraising ever again. I have less responsibility, a lower title, and more red tape, but my stress level and work/life balance made the move 100% worth it.

josh_carterPDX··on What went wrong at Techstars
Very well said.

We went through Techstars Chicago in 2016 and found the network to be top-notch. We met so many incredible people who helped connect us to resources we could not have gotten otherwise.

I think Techstars' inability to pivot, go back to basics, and learn from their mistakes all contributed to their downfall. Now, I know they're not completely shutting down, but I don't know how they'll come back from this. They spent so many years touting that they were the anti-YC. Focusing on areas like the Bay Area means they're going to be competing with other programs and resources that have been part of that community for years. It's going to be an uphill climb for them and I don't think it's going to work.

josh_carterPDX··on US regulator considers stripping Boeing's right to self-inspect planes
The FAA is bad, but I would say the FDA is worse.

Any industry in which you have companies actually writing the text of the regulations used to oversee them is a recipe for disaster.

Sadly it usually takes a tragedy to highlight these egregious systems that exist in our country. We also need to get lobbyists out of Washington so that the real impactful work can begin to separate the government agencies from the companies they're meant to regulate.

josh_carterPDX··on Pixar to undergo 20% layoffs in 2024
I agree that writing is going to become more important. I do not think it'll be done by AI. Good stories come from quality character development, empathy, and the ability to tell a story that captures the imagination. Having an incredibly animated story is less important than the story.

The story is everything and AI writing is just not there nor do I think it ever will be.

josh_carterPDX··on Pixar to undergo 20% layoffs in 2024
My first "startup" was cartoonlagoon.com. We were going to be a site for independent animators and artists with the draw being a showcase of more well-known artists releasing exclusive content you wouldn't see anywhere else.

We had some cool stuff from Kevin Eastman (Teenage Mutant Ninja Turtles/Heavy Metal) and others, but it never really took off.

Hearing the news about Pixar and other studios letting people go, made me think that something like this could totally be done today. Maybe it doesn't need to be its own site, but could be a channel on YouTube or something. There's definitely a shift happening in the space and I'm so excited for what's going to happen next.

josh_carterPDX··on Jeff Lawson steps down as CEO of Twilio
In the early days of Twilio, carriers laughed at what we were doing. It didn't help that most of the people at Twilio pre-2014 didn't speak much "telecom." But to your point, it was tough to rely on these carriers who thought Twilio would be gone in a few years so they didn't put much stock in ensuring the infrastructure was redundant and robust.

I was on several calls with providers begging them to put us on a more robust network. Especially in years when there was an election. In those early years, we had one customer doing more minutes than our entire customer base. In fact, at an early Twiliocon (pre-Signal) John and Jeff had to help build out an entirely separate environment for them because it was dragging everyone else down.

My point is that the early days were definitely the "Draw the Owl" days. We were figuring out things on the fly. Carriers were dubious and it was tough to get things working consistently. However, by 2015 those same carriers were developing APIs of their own.

Twilio changed the game for the telecommunications industry. Two years before joining Twilio I was putting in large-scale Avaya systems. The fact that I wrote four lines of code to make a phone ring blew my mind. Twilio and Jeff created something special. It's sad to see his run come to an end, but every company needs to adapt to the changing times. This is just Twilio's time to adapt.

josh_carterPDX··on OpenAI: Facts from a Weekend
I thought this as well. However, this team could be given the option to be completely remote. And if they're given equal shares of $MSFT it could be compelling. The trajectory OpenAI is taking means the stock could go the way of WeWork and be worthless in the coming years. Of course, all of this is speculation and the only people who know what's going on are the board and their new CEO. There could be a scenario that this stabilizes and everything will be ok.
josh_carterPDX··on Ask HN: How Is Yahoo Still Functioning and Relevant in Today's Tech Landscape?
It's basically just a news and media site now.
josh_carterPDX··on OpenAI: Facts from a Weekend
You're right. It totally could happen. I'm just saying it doesn't sound like this is the path they could take. Though I've been wrong before. ¯\_(ツ)_/¯
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