Sahil Lavingia(@shl)

@Gumclaw @mike_chong_zh @LoopOnChain You did. Was unstable, so we switched. Like going from windows ...

Sahil Lavingia (@shl) — Thu, 23 Jul 2026 01:43:08 GMT

@Gumclaw@mike_chong_zh@LoopOnChain You did. Was unstable, so we switched. Like going from windows to Mac

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If you work on the right thing, you only have to work one hour a week If you work on the wrong thin...

Sahil Lavingia (@shl) — Wed, 22 Jul 2026 00:08:39 GMT

If you work on the right thing, you only have to work one hour a week

If you work on the wrong thing, you have to work 10 hours a day

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Thank you to AI for allowing me to spend more time with my baby, pursue my dream job, and give my cu...

Sahil Lavingia (@shl) — Tue, 21 Jul 2026 13:48:38 GMT

Thank you to AI for allowing me to spend more time with my baby, pursue my dream job, and give my customers a superhuman experience

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Our new goal is 300ms for all customer support tickets, including those that require a bug fix to be...

Sahil Lavingia (@shl) — Tue, 21 Jul 2026 13:30:57 GMT

Our new goal is 300ms for all customer support tickets, including those that require a bug fix to be deployed to production.

(If we didn’t have ambitious goals, we’d have 0 need for humans.)

Sahil Lavingia@shl

And we’re currently averaging 2 minutes 🤯

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Fun thing we added to Gumroad’s customer support experience: $25 credit if you report a bug and we f...

Sahil Lavingia (@shl) — Tue, 21 Jul 2026 13:29:29 GMT

Fun thing we added to Gumroad’s customer support experience: $25 credit if you report a bug and we fix it

All 100% autonomous ($5,000 monthly budget cap)

Sahil Lavingia@shl

June 2026 was the first month that Gumroad spent equal amounts on AI tokens and human payroll.

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Thank you to AI for allowing me to spend more time with my baby, pursue my dream job, and giving my ...

Sahil Lavingia (@shl) — Tue, 21 Jul 2026 13:12:40 GMT

Thank you to AI for allowing me to spend more time with my baby, pursue my dream job, and giving my customers a superhuman experience

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We solved open-source + AI

Sahil Lavingia (@shl) — Tue, 21 Jul 2026 13:12:10 GMT

We solved open-source + AI

Sahil Lavingia@shl

@grimcodes@Gumclaw 0 spam as we don’t allow contributions anymore - just email support and we’ll handle OSS management on our end

Problem solved!

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And we’re currently averaging 2 minutes 🤯

Sahil Lavingia (@shl) — Tue, 21 Jul 2026 04:19:34 GMT

And we’re currently averaging 2 minutes 🤯

Gumroad@gumroad

Our customer support SLA is 15 minutes, down from 24 hours earlier this year 🎉

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“It won’t be long until AI will be writing all the code for Helper, Flexile, and Gumroad. My guess i...

Sahil Lavingia (@shl) — Tue, 21 Jul 2026 04:09:11 GMT

“It won’t be long until AI will be writing all the code for Helper, Flexile, and Gumroad. My guess is by the end of 2026.”

Sahil Lavingia@shl

No longer hiring junior or even mid-level software engineers.

Our tokens per codebase:

Gumroad: 2M
Flexile: 800K
Helper: 500K
Iffy: 200K
Shortest: 100K

Both Claude 3.5 Sonnet and o3-mini have context windows of 200K tokens, meaning they can now write 100% of our Iffy and Shortest code if prompted well. 

It won’t be long until AI will be writing all the code for Helper, Flexile, and Gumroad. My guess is by the end of 2026.

Our new process:

1. Sit and chat about what we need to build, doing research with Deep Research as we go.
2. Have AI record everything and turn it into a spec. 
3. Clean up the spec, adding any design requirements / other nuances.
4. Have Devin code it up.
5. QA, merge, (auto-)deploy to prod.

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Checking in

Sahil Lavingia (@shl) — Tue, 21 Jul 2026 03:58:28 GMT

Checking in

Sahil Lavingia@shl

Devin is responsible for 41% of our PRs.

To state the obvious, humans are in charge of deciding what gets built and reviewing everything that gets merged. But AI should be writing the maximum amount of code.

I expect this to be 80% by the end of next year

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@Gumclaw Wdyt? Does this give your origin story more context?

Sahil Lavingia (@shl) — Tue, 21 Jul 2026 03:49:27 GMT

@Gumclaw Wdyt? Does this give your origin story more context?

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I wrote an article about this in 2024: https://t.co/oIuNZLXxQz

Sahil Lavingia (@shl) — Tue, 21 Jul 2026 03:48:36 GMT

I wrote an article about this in 2024:

sahillavingia.com/god

Sahil Lavingia@shl

June 2026 was the first month that Gumroad spent equal amounts on AI tokens and human payroll.

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@grimcodes @Gumclaw 0 spam as we don’t allow contributions anymore - just email support and we’ll ha...

Sahil Lavingia (@shl) — Tue, 21 Jul 2026 03:02:52 GMT

@grimcodes@Gumclaw 0 spam as we don’t allow contributions anymore - just email support and we’ll handle OSS management on our end

Problem solved!

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The easier something gets, the more you see people just don’t wanna

Sahil Lavingia (@shl) — Tue, 21 Jul 2026 02:25:28 GMT

The easier something gets, the more you see people just don’t wanna

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Like modernizing the IRS

Sahil Lavingia (@shl) — Tue, 21 Jul 2026 02:14:17 GMT

Like modernizing the IRS

Paul Bohm@paulbohm

@levelsio Alternatively we can attempt to do things that used to take 100 person teams years.

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Being on the bleeding edge requires some bleeding

Sahil Lavingia (@shl) — Tue, 21 Jul 2026 02:08:06 GMT

Being on the bleeding edge requires some bleeding

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Ask questions and @Gumclaw will answer

Sahil Lavingia (@shl) — Tue, 21 Jul 2026 02:06:43 GMT

Ask questions and @Gumclaw will answer

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June 2026 was the first month that Gumroad spent equal amounts on AI tokens and human payroll.

Sahil Lavingia (@shl) — Tue, 21 Jul 2026 02:05:10 GMT

June 2026 was the first month that Gumroad spent equal amounts on AI tokens and human payroll.

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You can judge your productivity over the next decade by how much work you got done during the World ...

Sahil Lavingia (@shl) — Mon, 20 Jul 2026 07:32:42 GMT

You can judge your productivity over the next decade by how much work you got done during the World Cup final

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My CEO has an app

Sahil Lavingia (@shl) — Sat, 18 Jul 2026 05:12:54 GMT

My CEO has an app

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Follow @gumclaw to learn more

Sahil Lavingia (@shl) — Fri, 17 Jul 2026 19:11:28 GMT

Follow @gumclaw to learn more

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Past: Customer support does support Present: Engineers do support Future: C suite does support

Sahil Lavingia (@shl) — Fri, 17 Jul 2026 09:46:50 GMT

Past: Customer support does support

Present: Engineers do support

Future: C suite does support

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Hermes + Fable 5 has made it possible for me to do 100% of Gumroad support–for the first time since ...

Sahil Lavingia (@shl) — Fri, 17 Jul 2026 09:46:34 GMT

Hermes + Fable 5 has made it possible for me to do 100% of Gumroad support–for the first time since 2012–while having a day job

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⬇️

Sahil Lavingia (@shl) — Sun, 12 Jul 2026 11:27:13 GMT

⬇️

Sahil Lavingia@shl

Every job will be automated until four remain: engineer, entrepreneur, investor, artist.

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Gumroad is now 100% engineers

Sahil Lavingia (@shl) — Sun, 12 Jul 2026 11:13:21 GMT

Gumroad is now 100% engineers

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I work at the IRS 😂

Sahil Lavingia (@shl) — Fri, 10 Jul 2026 20:35:50 GMT

I work at the IRS 😂

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Cook to eat or eat to cook?

Sahil Lavingia (@shl) — Thu, 09 Jul 2026 17:02:50 GMT

Cook to eat or eat to cook?

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What should the IRS ship in the second half of 2026?

Sahil Lavingia (@shl) — Mon, 06 Jul 2026 16:28:59 GMT

What should the IRS ship in the second half of 2026?

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I use this for watching the World Cup and taking app screenshots

Sahil Lavingia (@shl) — Sat, 04 Jul 2026 00:54:55 GMT

I use this for watching the World Cup and taking app screenshots

Sahil Lavingia@shl

new oss: github.com/antiwork/chrom…

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new oss: https://t.co/udbG1wp4Se

Sahil Lavingia (@shl) — Fri, 03 Jul 2026 19:25:31 GMT

new oss: github.com/antiwork/chrom…

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If you want to work on the other .02%, we’re not hiring

Sahil Lavingia (@shl) — Thu, 02 Jul 2026 18:45:54 GMT

If you want to work on the other .02%, we’re not hiring

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https://t.co/hw2yW1dMwB

Sahil Lavingia (@shl) — Thu, 02 Jul 2026 16:07:08 GMT

Antiwork.com

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One agent runs 99.98% of Gumroad

Sahil Lavingia (@shl) — Thu, 02 Jul 2026 15:21:12 GMT

One agent runs 99.98% of Gumroad

Sahil Lavingia@shl

One agent is all you need

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One agent is all you need

Sahil Lavingia (@shl) — Thu, 02 Jul 2026 12:02:33 GMT

One agent is all you need

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(not anytime soon)

Sahil Lavingia (@shl) — Thu, 02 Jul 2026 02:20:06 GMT

(not anytime soon)

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Excited to retire from the IRS!

Sahil Lavingia (@shl) — Wed, 01 Jul 2026 21:25:01 GMT

Excited to retire from the IRS!

Spike Brehm@spikebrehm

they did it. the mad lads actually did it.

i never talked about my time at DOGE last year because it was so controversial and contentious (remember that?)

early last year, @jgebbia recruited a handful of his most trusted early Airbnb engineers to embed at the Office of Personnel Management to solve the "retirement paper" problem.

processing a federal retirement took months, and in the extreme retirees could wait up to 6 months for their full pension to arrive. what was the holdup? paper. remember hearing Elon talk about "the mine" in Pennsylvania? we got to visit it. in deep underground caverns blasted out of limestone, there were literally acres of file cabinets, as far as the eye could see, storing files detailing federal employees' employment and paystub history. a simple "case" might be only a quarter or half inch thick, but really complex cases filled up whole filing cabinets. one famously took up a whole pallet. 

each case was hand processed by case workers in cubicles deep underground. they checked calculations, made sure forms were filled out properly (many weren't), and handled a long tail of complex issues. we'd watch as they keyed data into a black and white terminal, transmitting to the COBOL mainframe built many decades ago. 

since cases were processed by hand, there were multiple rounds of human review, and additional rounds for complex cases. case files were walked around between one worker's outbox and another's inbox. sometimes it would sit in one place for days, waiting to be picked up. 

to OPM's credit, they'd done multiple rounds of "digital transformation" spanning decades, so some systems were newer than others. there was a big effort in the mid-90s. but the systems were disparate, and it was a total maze getting them to talk to each other. there was a big effort to build a web app where employees applying for retirement could digitally fill out the necessary forms — just to be mailed to the mine and stuffed into the paper file. and few federal agencies were even using it. 

when we arrived, OPM was midway through a fresh attempt at digital transformation, delivered by a software contractor.

the blackpill was seeing the terrible quality of the software and interacting with the contractors. coming from silicon valley, i couldn't believe how low the talent and quality bar was for selling software to the government. it's clear, as the OG USDS people explained to me a decade ago, the primary skill these vendors have is securing government contracts. it's a huge moat. delivery of quality product be damned.

we fired the vendor and took over the project. they'd been working on it for more than a year, and there was another year before they were going to deliver it. at first we tried to bend it to our will, to actually connect all the various data sources and get to a decent UX for case workers in the mine to use, but we soon realized we were going to have to rebuild the whole stack from scratch. 

it was around this time I had to go back to new york — i had a new job waiting for me, a four month old, and a wife whose patience was running out. but i got to watch from afar as the team cranked day and night, hitting early milestones. and now they've fully done it.

huge congrats to Joe and the team. @yatshitcray  was the hero in the trenches. indefatigable, unrelentingly optimistic, and determined to see this project through. when i recruited him for "ok i can do two, maybe three months", he stuck it out over a year making this project a reality. 

while the retirement project was under the DOGE banner, it operated different from what you heard from the breathless, negative media — we came in with the attitude of partnering with career OPM employees. we were team members determined to bring our software talents to bear on the problem they've been trying to fix for years, which they hadn't had the resources to solve before. they were wary at first, not sure about us, but they quickly saw how authentic and determined we were to work together toward the same goal. props to Joe for developing those relationships, setting the example of how to collaborate together.

what's the end result? lifelong federal employees, veterans, postal carriers get their full pension installments almost immediately. days instead of months. peace of mind for these people to devoted their careers to serving our country. massively streamlined operations inside of OPM. and NO MORE PAPER 🫡🇺🇸

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Happy H2 to those who celebrate

Sahil Lavingia (@shl) — Wed, 01 Jul 2026 11:50:57 GMT

Happy H2 to those who celebrate

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Read my book

Sahil Lavingia (@shl) — Tue, 30 Jun 2026 21:31:14 GMT

Read my book

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Update: switched to Rails + Inertia

Sahil Lavingia (@shl) — Tue, 30 Jun 2026 11:15:12 GMT

Update: switched to Rails + Inertia

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Built a mobile app that lets you browse the web with a Desktop Browser

Sahil Lavingia (@shl) — Sun, 28 Jun 2026 02:57:03 GMT

Built a mobile app that lets you browse the web with a Desktop Browser

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https://t.co/33RkDm8y6w

Sahil Lavingia (@shl) — Sat, 27 Jun 2026 11:31:11 GMT

helper.ai

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https://t.co/33RkDm8y6w

Sahil Lavingia (@shl) — Sat, 27 Jun 2026 11:31:00 GMT

helper.ai

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Engineering is eating customer support

Sahil Lavingia (@shl) — Fri, 26 Jun 2026 22:11:40 GMT

Engineering is eating customer support

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Customer support is eating engineering

Sahil Lavingia (@shl) — Fri, 26 Jun 2026 22:11:14 GMT

Customer support is eating engineering

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When I was a kid, I wanted to be a rapper Now I’m a wrapper

Sahil Lavingia (@shl) — Thu, 25 Jun 2026 11:54:04 GMT

When I was a kid, I wanted to be a rapper

Now I’m a wrapper

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Want to use Claude 24/7? Come work for the IRS

Sahil Lavingia (@shl) — Wed, 24 Jun 2026 03:05:41 GMT

Want to use Claude 24/7?

Come work for the IRS

jack friks@jackfriks

claude is down with a major outage for everyone

except for the government

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The lazy are the most productive

Sahil Lavingia (@shl) — Wed, 24 Jun 2026 01:48:08 GMT

The lazy are the most productive

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If you’re interested in giving feedback on what we should build next at IRS, DM me.

Sahil Lavingia (@shl) — Fri, 19 Jun 2026 13:01:09 GMT

If you’re interested in giving feedback on what we should build next at IRS, DM me.

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Vibe coding > wishful thinking

Sahil Lavingia (@shl) — Thu, 18 Jun 2026 22:19:51 GMT

Vibe coding > wishful thinking

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Would you download and use an IRS mobile app?

Sahil Lavingia (@shl) — Thu, 18 Jun 2026 19:04:37 GMT

Would you download and use an IRS mobile app?

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