centrist "tax refactor” advocate. over the hill jock. cancer survivor. built @futureme as 20 year side hustle, sold in ‘21. product at 3x startups, amzn, msft.
Boston
Joined November 2007
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my proposal for radically simple capital gains tax reform:
1. Generous *lifetime* exemption
2. Tax as income above that
3. Realization at death
4. Index basis to inflation
5. Eliminate now redundant complexity (AMT, Section 121, QSBS etc...)
taxrefactor.substack.com/p/t…
Matt Sly retweeted
NEW from me is a major Brookings Institution study, “The Progressive Case for Social Security and Medicare Reform."
It argues that refusing to reform benefits would radically redistribute income *upwards* from working families to wealthier seniors. 🧵
brookings.edu/articles/the-p…
Matt Sly retweeted
Any single individual having this amount of influence in our elections does not lead to a healthy democracy. It doesn’t matter if they are supporting Democrats or Republicans. We need a serious effort at campaign finance reform and have to overturn the Citizens United decision.
It’s kinda wild that it takes bombing data centers in Russia to eliminate bots on Twitter.
Should be a much easier problem for Elon et al to solve compared to colonizing Mars and building AGI
When we started responding to Russia’s operation against our data centers, and when our strikes reached Yandex’s data centers, it suddenly became a little easier to breathe on many social media platforms. A lot of people noticed it. There was less hate, less division, and fewer provocations.
Because there were fewer bots. And it’s pretty clear where those bots were coming from – if they disappeared when Yandex went offline. This proves, again and again, that Europe is not the source of the problems. Europe is not the one making everything more difficult.
Most importantly, we need people in America, every morning, when the day in Europe is already moving toward evening, to really see what is happening. To see the truth.
From a speech at the Warsaw Security Forum. (3/3)
Matt Sly retweeted
Congrats to the “conservatives” who have ushered in an era of:
-A pro-Putin administration;
-Superpower suicide;
-Crony socialism;
-live-streamed executions;
-losing a war to Iran;
-unprecedented corruption;
-vindictive prosecutions;
-A disastrous economy for the working class.
Matt Sly retweeted
changing from .ai to .si under trump is like putting your pronouns into your bio under biden
Matt Sly retweeted
When all this is over, @realDonaldTrump will be remembered as the greatest traitor to America in its history.
Children in school will learn of his treachery as a warning to future generations. People will spit on the ground when they hear his name. His works will be torn down, one and all.
Matt Sly retweeted
The most powerful man in the world is missing something. This is truly just head-shakingly narcissistic. Not sure how even the cult members can defend this (except by the ever-popular “what about Biden?” Or “he’s just trolling Norway”)
This is a deeply disturbed individual.
Trump just had a massive meltdown over losing the Nobel Peace Prize to South African anti-apartheid jurist Navi Pillay.
Trump attacked Pillay, admitted he knows nothing about her, claimed he deserves EIGHT Nobel Peace Prizes, took credit for preventing wars around the world, and declared that the actual award is an “indelible stain on Norway” that “will never be forgotten.”
What a sick and pathetic individual.
Matt Sly retweeted
Misspelling the name of your own country in a document about super intelligence is an impressive feat.
Matt Sly retweeted
Democrats have a generational opportunity to reestablish a relationship with rural voters betrayed by Trump. The formula is simple: Focus on solutions to cost of living issues, including healthcare. Commit to a secure border without inhumane deportations. Deprioritize divisive social issues. No new wars. A more careful approach on AI policy and new data centers. Care about working people.
The most pressing midterm issues for rural voters axios.com/2026/09/27/rural-v…
Matt Sly retweeted
Unfortunately for Republicans, the situation is very easy to describe:
1. Trump won a cost-of-living election
2. Then he publicly announced a plan to raise the price of imports
3. Then he even-more-publicly started a war that raised the price of gas
4. Meanwhile, he got rich on crypto scams, while engaging in downright Pynchonian misadventures with the reflecting pool and ballroom, which sent the unmistakeable signal that "I care more about random bullshit than America's money problems ... and also I'm not even good at executing on the random bullshit"
Matt Sly retweeted
Obama is making exactly same argument I have been making: the problem isn’t AI in general, it’s agents with internet access.
kudos for his being the first politician to get it.
🚨 OBAMA ON AI: "If we are thinking about AI just in terms of how do we cure cancer or get better energy, you can do that without having agentic AI and having it just roaming free in the internet. The reason you are doing that is because you have to market a product that people will pay money for.
That’s a misalignment between what our society needs and the commercial imperatives that these companies are facing, not because necessarily they’re trying to do bad things, but because they’ve got to justify these valuations.
So, that’s one more reason why it is really important for us to have a competent government and a serious bipartisan conversation around this issue, and we have to do it fast. And I would encourage voters to pay attention to this. If somebody does not have a serious plan for how to deal with this, then they’re not meeting the moment, and you should probably look for somebody else."
Matt Sly retweeted
Donald Trump is one of the most anti-American presidents we’ve ever had. He genuinely despises and resents the First Amendment and the fundamental principles of this country.
Matt Sly retweeted
Marco Rubio: "For years to come, there are many people on the right...that are going to be having to explain and justify how they fell into this trap of supporting Donald Trump because this is not going to end well.” (2016)
Matt Sly retweeted
"If the president is so concerned about staying ahead in the AI race, why is he letting Chinese companies buy American chips?"
theatlantic.com/ideas/2026/0…
Matt Sly retweeted
MAGA, if you buy a $40,000 truck, you didn’t “lose” $40,000. You exchanged $40,000 for a truck. Imports work on the same basic concept. If you stop spending $100 at the grocery store, you did not “make” $100. You also don’t have groceries. It's amazing how this has to be explained to Donald.
Matt Sly retweeted
Ban the pardon. It’s just straight-up bribery at this point.
In a hidden-camera operation, pardon brokers Jack Burkman and Jacob Wohl said that for $300,000, they could help a felon get a pardon from the president. They said their services included working with influencers to advocate for his case. cbsn.ws/3VdugN7