Ian Landsman
banner
ianlandsman.com
Ian Landsman
@ianlandsman.com
Bootstrapper, software developer, poker player.

Founded 2005: HelpSpot
Founded 2014: LaraJobs (@larajobs.com)
Founded 2025: Outro (@outro.fm)
CoHost: Mostly Technical Podcast (@mostlytechnical.com)
Reposted by Ian Landsman
November 15, 2025 at 5:33 PM
Reposted by Ian Landsman
This is so so disturbing. Trump is now pardoning January 6th rioters for unrelated crimes, just to reward them for their violence to keep him in power.

The Republican Party is in the full time business of endorsing and incentivizing political violence. So scary.
November 15, 2025 at 7:19 PM
Reposted by Ian Landsman
Some inspiring words on cinema in the streaming era from the Pope.

Yes, THAT Pope.
November 15, 2025 at 4:26 PM
Reposted by Ian Landsman
NEWS: President Trump has issued a *second* pardon for Jan. 6 defendant Dan Wilson.

Wilson, a militia member, remained in prison on a firearms conviction unrelated to the Capitol attack. But Trump's new pardon explicitly covers the gun charges. www.politico.com/news/2025/11...
November 15, 2025 at 1:19 PM
Reposted by Ian Landsman
My current work/life balance investments: Avoid manufactured fear echo chambers and spirals, take vacation days, and say no clearly and kindly.
November 15, 2025 at 3:41 PM
Reposted by Ian Landsman
Official U.S. Government account refers to its citizens as "imbecilic morons".
November 15, 2025 at 3:14 AM
Reposted by Ian Landsman
$2 billion for a name change. DOGE is CRUSHING IT!
November 14, 2025 at 4:26 AM
Reposted by Ian Landsman
somehow Trump appears in Epstein's emails more than Epstein himself
November 14, 2025 at 9:00 PM
Reposted by Ian Landsman
Every time he brings this idea up, the micro-tears in my brain grow a little bigger.
TRUMP: We’re going to give Americans the money to buy health insurance

REPORTER: But won’t they buy it from
Insurance companies?

TRUMP: Ahhh. Some may. I mean they’ll be negotiating prices
November 15, 2025 at 12:52 AM
Reposted by Ian Landsman
It soothes my bitter heart to know that no matter how much money Elon Musk has, he will never, ever be funny

t.co/QhuKU9HCxA
November 13, 2025 at 9:59 PM
I don’t know anything about guns but seems dumb to clean it while it’s loaded bsky.app/profile/nyti...
A man in Pennsylvania had been cleaning a shotgun and placed it on the bed. Officers were informed that “a dog had jumped up onto the bed, causing the shotgun to go off, which openly struck the male.”
Dog Accidentally Shoots and Injures a Pennsylvania Man, Police Say
The man had been cleaning a shotgun and placed it on the bed shortly before it was fired. He received treatment at an area hospital.
nyti.ms
November 14, 2025 at 10:24 PM
BREAKING: The Trump Administration has just dropped tariffs on dozens of food items, including:

Beef
Tomatoes
Coffee
Bananas
Coconuts
Nuts
Avocados
Pineapples
November 14, 2025 at 10:22 PM
Reposted by Ian Landsman
This stuff is so crazy. Trump is now just letting his allies that helped him nearly overthrow the government take turns stealing taxpayer money.

Playing us all for suckers. The corruption of this regime will leave an indelible mark on our nation. 🇺🇸 www.bloomberg.com/news/article...
November 14, 2025 at 9:06 PM
Reposted by Ian Landsman
A convicted Ponzi schemer whose 24-year prison term was commuted by President Donald Trump in 2021 now faces as much as 50 years behind bars for an investor fraud that took place after his clemency
Ponzi Schemer Who Got Trump Clemency Faces 50 Years in New Fraud
A convicted Ponzi schemer whose 24-year prison term was commuted by President Donald Trump in 2021 now faces as much as 50 years behind bars for an investor fraud that took place after his clemency.
bloom.bg
November 14, 2025 at 4:30 PM
Reposted by Ian Landsman
New: FBI Director Kash Patel Waived Polygraph Security Screening for Dan Bongino, Two Other Senior Staff www.propublica.org/article/fbi-...
FBI Director Kash Patel Waived Polygraph Security Screening for Dan Bongino, Two Other Senior Staff
As the FBI’s deputy director, Bongino receives some of the country’s most sensitive secrets, including the President’s Daily Brief. His ascent to that position without passing a standard bureau backgr...
www.propublica.org
November 14, 2025 at 4:49 PM
Biden choose not to prosecute anyone for real crimes and now here we are with Trump charging everyone with fake crimes bsky.app/profile/nyti...
Representative Eric Swalwell, one of President Trump’s most vocal critics in the House, said Thursday that he was being targeted by the Trump administration following news reports that he had been referred to the Justice Department for a potential criminal investigation.
Swalwell Denies Allegations of Fraud and Says Trump is Targeting Him
Representative Eric Swalwell, a Democrat, said he would not back down from his criticism of President Trump, and denied wrongdoing.
nyti.ms
November 14, 2025 at 2:41 PM
Reposted by Ian Landsman
If you're using Claude Code, you gotta have a snazzy supportive statusline 😍

You can use what I use: howdy.so/ccstatusline 🙌
November 14, 2025 at 12:39 PM
Reposted by Ian Landsman
I say it over and over again: when you have that much money, you want to live where you want to live and you are simply not going to relocate because of marginal tax rates

Alan Dershowitz will never leave Martha’s Vineyard and they won’t even sell him a pierogi
NEW: The first two years of Massachusetts' millionaire tax has raised $3 billion more than expected.

And rather than driving the rich away, IPS researchers found that the number of millionaires has *increased.*

Tax the rich. Greg Ryan in @bloomberg.com:
Millionaire Tax That Inspired Mamdani Fuels $5.7 Billion Haul in Massachusetts
A millionaire levy in Massachusetts that New York City mayoral frontrunner Zohran Mamdani holds up as a model for taxing the rich has generated $3 billion more in revenue than expected without forcing...
www.bloomberg.com
November 14, 2025 at 2:24 AM
Bootstrapped with Me, Andrey, Eric Barnes, Chris Fidao, and Taylor Otwell. 2014. bootstrapped.fm/episodes/43-...
Bootstrapped | #43: The Userscape Developers
In this episode, we sit down with the developers of Userscape; Eric Barnes, Chris Fidao, and Taylor Otwell, to talk about weird dreams, Eric's, Chris' and Taylor's backgrounds and how they got star...
bootstrapped.fm
November 13, 2025 at 10:57 PM
Recently @steveofmcleod.com announced he's stopping the Bootstrapped podcast. A show I started with Andrey Butov in 2013 and which Steve has shepherded since 2019

Steve graciously transitioned the show back to me, and I'll continue to maintain the site as an archive of early Bootstrapper podcasting
November 13, 2025 at 9:56 PM
Reposted by Ian Landsman
🤑 Greed Is Good 🤑

This week @aaronfrancis.com's got his head in the business game and @ianlandsman.com thinks it’s time for “New Aaron” to watch Wall Street, buy a three piece suit, and internalize Gordon Gekko’s advice.
November 13, 2025 at 5:07 PM
Reposted by Ian Landsman
They’re just like us
Eric Trump: "You can send $500 million worth of bitcoin on a Sunday night at 11pm while having a glass of wine with your wife for virtually zero fees."
November 13, 2025 at 1:55 PM
Reposted by Ian Landsman
we need a department of kerning
November 13, 2025 at 2:54 AM
Fascinating recap if you're into this sort of thing youtu.be/HXuNYXigIFo?...
Magnus Carlsen is absolutely horrifying.
YouTube video by GothamChess
youtu.be
November 13, 2025 at 12:31 AM
I know Trump is terrible in a million ways, but I think I might prefer him to Vance tbh. bsky.app/profile/hear...
JD Vance calls ibuprofen "useless medication" and implies it's not "necessary, safe and effective."
November 12, 2025 at 10:36 PM