The Diamond Age

thoughts on ai, startups, and the future

Show(HN) DispatchMail: AI-native Email Client

2025-07-24

DispatchMail is an open source locally run (though currently using OpenAI for queries) AI-powered email assistant that helps you manage your inbox. It monitors your email, processes it with an AI agent based on your prompts, and provides a (locally run) web interface for managing drafts/responses, and instructions.

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RPA is dead, long live RPA(gent)!

2025-07-21

Agents have been entering the workforce this year, in drips and drabs, largely working well in cases where a lot of data already exists such as coding agents or tasks that are minutes long instead of hours. 2025 is shaping up to be the year of the AI Agent afterall, but largely for specific vertical tasks. Folks like Dwarkesh argue that a large part of this is the inability to learn on the job, like a human might, and I tend to agree that it’s one (big) part of what's still missing.

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Introducing Unhobbling AI Weekly Series

2025-07-15

Introducing the Unhobbling AI weekly youtube series, where Shah and I try out new AI products that are made to help AI get work done. We review their value props, and share our thoughts on how we think things will evolve. We've love to hear what you think

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Leading With Purpose in AI

2025-07-09

Diamond sees Datadog as uniquely positioned in the AI landscape. The reason? Data. “Most AI companies struggle with the cold-start problem. We don’t,” he said. “We already have massive volumes of telemetry data, and the infrastructure to learn from it.” This makes Datadog an ideal place to build. From incident response to self-improving software, the Bits AI team is exploring how agents can save time, reduce toil, and surface better insights faster.

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Tool Use - AI Conversations Podcast: The Blueprint For AI Agents That Work

2025-06-24

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Datadog Dash Panel: Vibecoding in Practice

2025-06-20

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AI Adoption Playbook Podcast: AI build vs buy and more

2025-05-29

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The Founder to Fortune Podcast: Hard Earned Lessons for Dev Tool Startups

2025-03-13

In this episode, Diamond Bishop shares his fascinating journey through AI, machine learning, and enterprise software, from working at Microsoft (Cortana), Amazon (Alexa), AWS, and Meta (PyTorch) to founding Augmend, an AI-driven DevOps knowledge assistant, which Datadog later acquired. He dives deep into building AI-powered enterprise products, the challenges of selling into large organizations, and why AI-driven automation is the future of DevOps and security operations. Diamond also unveils Bits.ai, Datadog’s intelligent AI assistant designed to automate on-call incident resolution, debugging, and code error fixing.

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AI Engineer Summit: The Devops Engineer Who Never Sleeps

2025-02-20

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2025: Year of the AI Agent(s)

2025-02-03

Happy 2025! It’s the Year of the AI Agent for many, including us at Datadog. Thanks to breakthroughs in foundational models and rapid advances in AI toolchains, we’re finally at the point where autonomous agents can be deployed in real-world production environments—making a tangible impact while freeing engineers to focus on what they do best.

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A Computer for Every Agent

2024-06-24

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AI Desktop Wars: Who Gets The Crown?

2024-06-14

The pieces are being put in place: desktop clients, multi-modal understanding, agents, and more. Is the ghost in your machine going to be a PC or Justin Long, or is it the year of the Linux desktop?

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Meta and Microsoft vets land $2.2M for startup building ‘shared brain’ developer platform

2023-07-27

A new artificial intelligence startup wants to help software development teams capture, store, and query their company data and knowledge. The idea is to replace monotonous demo videos, docs, and wiki pages with a so-called “shared brain” — a company-specific knowledge bank that employees can access whenever they have questions. Augmend creates the shared brain by recording both on- and off-screen actions. The tool captures app transitions, terminal commands, and code logs, along with audio transcripts and video. The idea is to create a cohesive timeline and tutorial for employees.

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AI and coding: How these tech companies are using generative AI for programming

2023-06-13

In an interview with Wired published Tuesday, Microsoft CEO Satya Nadella said he realized AI was going to be transformative when he saw its ability to code, which led to the company developing GitHub Copilot. We caught up with engineering leaders at six Seattle tech companies to learn about how they’re using generative AI and how it’s changing their jobs. Diamond Bishop, CEO and co-founder at Augmend, a Seattle collaboration software startup Diamond Bishop, CEO of Augmend. (Augmend Photo) “AI is making it so small startups like ours can accelerate all aspects of the software development lifecycle. We’re a team of five devs, and we estimate productivity impact of almost 2X.

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Accelerate: The AI Augmented Developer

2023-01-06

Software continues to eat the world, but AI is eating traditional software at an accelerating rate. What does that mean for the act of software development itself? I believe this is a prime opportunity to develop AI-augmented tools that will act as partners and conduits for collaboration across teams...

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